There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.
Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Benzothiazole is a naturally occurring heterocyclic compound with various biological activities, including anticancer, antibacterial, antidiabetic, anti-inflammatory, antiviral, and antileishmanial properties.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Dinh, Le Vi ; Dangerfield, Jesse ; DeBono, Aaron ; Keller, Andrew N ; Josephs, Tracy M ; Gregory, Karen J , et al.
Abstract: The calcium-sensing receptor (CaSR) is a validated therapeutic target in the treatment of hyperparathyroidism and related diseases. The CaSR ago-positive allosteric modulator (PAM), AC265347 (1), exhibits a chemically and pharmacologically unique profile compared to current approved CaSR PAM therapeutics. Herein, we report a series of ‘next-generation’ analogues of AC265347, investigating the impact of structural modifications at the stereogenic centre on CaSR PAM activity. Compounds 5 and 7b featuring the alcohol functional group showed ago-PAM profiles comparable to 1, whilst compounds 6, 7 and 9 devoid of this functionality were ‘pure’ PAMs with no intrinsic agonism. These novel chemical tools provide an opportunity to explore the therapeutic potential of AC265347-like PAMs as a function of affinity, cooperativity and intrinsic agonism.
Show More >
Keywords: positive allosteric modulator ; PAM ; calcium-sensing receptor ; AC265347 ; stereogenic centre
Show More >
Godlewska, Klaudia ; Białk-Bielińska, Anna ; Rostkowski, Pawel ; Paszkiewicz, Monika ;
Abstract: Tire wear particles are generated during driving a vehicle as a result of friction between tires and road surfaces and are released into environment. Knowledge of their environmental occurrence and fate is still limited. In this study, we investigated the presence of 16 tire wear contaminants (TWCs) and their transformation products in the surface waters, tap water and soils in Poland.The developed extraction methods were used with recoveries in the range of 71–100% (except for 2-methylthio-benzothiazole - 51%) for water samples and in the range of 62–97% for soil samples. Ten TWCs were detected in soil samples, with the highest concentration of benzothiazole (BTH)(387 ng/g). Meanwhile, all analytes were detected in water samples, also with the highest concentration of BTH (326 ng/L). N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine-quinone (6PPD-Q), 1,3-diphenylguanidine (DPG) and BTH were detected in all examined surface waters. P-phenylenediamine-quinones(PPD-Qs)were detected in higher concentrations (1.85–297 ng/l) compared to the parent compounds (0.50–58 ng/l) in surface waters. Conversely, for soil samples, PPDs (0.170–116 ng/g) were more prevalent than PPD-Qs (0.167–4.71 ng/g). 6PPD-Q showed high ecological risks at all surface water sites. This is the first report on the TWCs levels in the environment in Poland.
Show More >
Keywords: Tire wear contaminants ; Transformation products ; 6PPD-Q ; Environmental analysis ; Environmental risk assessment
Show More >
Surveying the scope of aromatic decarboxylations catalyzed by prenylated-flavin dependent enzymes
Anushree Mondal ; Pronay Roy ; Jaclyn Carrannatto ; Prathamesh M. Datar ; Daniel J. DiRocco ; Katherine Huntera and E. Neil G. Marsh
Abstract: The prenylated-flavin mononucleotide-dependent decarboxylases (also known as UbiD-like enzymes) are the most recently discovered family of decarboxylases. The modified flavin facilitates the decarboxylation of unsaturated carboxylic acids through a novel mechanism involving 1,3-dipolar cyclo-addition chemistry. UbiD-like enzymes have attracted considerable interest for biocatalysis applications due to their ability to catalyse (de)carboxylation reactions on a broad range of aromatic substrates at otherwise unreactive carbon centres. There are now ∼35[thin space (1/6-em)]000 protein sequences annotated as hypothetical UbiD-like enzymes. Sequence similarity network analyses of the UbiD protein family suggests that there are likely dozens of distinct decarboxylase enzymes represented within this family. Furthermore, many of the enzymes so far characterized can decarboxylate a broad range of substrates. Here we describe a strategy to identify potential substrates of UbiD-like enzymes based on detecting enzyme-catalysed solvent deuterium exchange into potential substrates. Using ferulic acid decarboxylase (FDC) as a model system, we tested a diverse range of aromatic and heterocyclic molecules for their ability to undergo enzyme-catalysed H/D exchange in deuterated buffer. We found that FDC catalyses H/D exchange, albeit at generally very low levels, into a wide range of small, aromatic molecules that have little resemblance to its physiological substrate. In contrast, the sub-set of aromatic carboxylic acids that are substrates for FDC-catalysed decarboxylation is much smaller. We discuss the implications of these findings for screening uncharacterized UbiD-like enzymes for novel (de)carboxylase activity.
Show More >
Purchased from AmBeed: 27916-43-4 ; 2438-05-3 ; 501-89-3 ; 42287-94-5 ; 776-79-4 ; 53473-36-2 ; 7251-61-8 ; 42287-97-8 ; 1621-91-6 ; 37718-11-9 ; 288-13-1 ; 86-73-7 ; 104-53-0 ; 2018-90-8 ; 87-66-1 ; 135-19-3 ; 1664-57-9 ; 289-80-5 ; 693-95-8 ; 55-22-1 ; 102-93-2 ; 1477-50-5 ; 1632-76-4 ; 4780-79-4 ; 16642-79-8 ; 3581-89-3 ; 501-97-3 ; 771-50-6 ; 98-98-6 ; 619-64-7 ; 100-51-6 ; 402-45-9 ; 59-67-6 ; 93-60-7 ; 273-53-0 ; 2084-13-1 ; 51-17-2 ; 2459-09-8 ; 2459-07-6 ; 95-16-9 ; 459-31-4 ; 90-05-1 ; 150-76-5 ; 103-25-3 ; 271-44-3 ; 6293-56-7 ; 2550-26-7 ; 288-32-4 ; 501-52-0 ; 2001-32-3 ; 1592-38-7 ; 95-15-8 ; 91-19-0 ; 1122-61-8 ; 3724-19-4 ; 20173-24-4 ; 118-31-0 ; 6125-24-2 ; 60-12-8 ; 90-15-3 ; 120-72-9 ; 822-36-6 ; 288-47-1 ; 288-42-6 ; 2038-57-5 ; 38628-51-2 ; 1929-29-9 ; 15009-91-3 ; 1505-50-6 ; 581-40-8 ; 616-47-7 ; 1571-33-1
Show More >
Tunable cysteine-targeting electrophilic heteroaromatic warheads induce ferroptosis
Karaj, Endri ; Sindi, Shaimaa H ; Kuganesan, Nishanth ; Perera, Lalith ; Taylor, William ; Tillekeratne, LM Viranga
Abstract: Once considered potential liabilities, the modern era witnesses a renaissance of interest in covalent inhibitors in drug discovery. The available toolbox of electrophilic warheads is limited by constraints on tuning reactivity and selectivity. Following our work on a class of ferroptotic agents termed CETZOLEs, we discovered new tunable heterocyclic electrophiles which are capable of inducing ferroptosis. The biological evaluation demonstrated that thiazoles with an alkyne electrophile at the 2-position selectively induce ferroptosis with high potency. Density functional theory calculations and NMR kinetic studies demonstrated the ability of our heterocycles to undergo thiol addition, an apparent prerequisite for cytotoxicity. Chemoproteomic analysis indicated several potential targets, the most prominent among them being GPX4 protein. These results were further validated by western blot analysis and the cellular thermal shift assay. Incorporation of these heterocycles into appropriate pharmacophores generated highly cytotoxic agents such as the analogue BCP-T.A, with low nM IC50 values in ferroptosis-sensitive cell lines.
Show More >
CAS No. : | 95-16-9 |
Formula : | C7H5NS |
M.W : | 135.19 |
SMILES Code : | C12=CC=CC=C1SC=N2 |
MDL No. : | MFCD00005775 |
InChI Key : | IOJUPLGTWVMSFF-UHFFFAOYSA-N |
Pubchem ID : | 7222 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H301+H311-H319-H332-H412 |
Precautionary Statements: | P280-P301+P310+P330-P305+P351+P338-P312 |
Class: | 6.1 |
UN#: | 2810 |
Packing Group: | Ⅲ |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95.1% | With bis(benzonitrile)palladium(II) dichloride; 1,10-Phenanthroline; 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane; diisopropylamine; In water; dimethyl sulfoxide; butan-1-ol; at 60℃; for 10h; | To a suitable amount of three-component solvent (dimethylsulfoxide (DMSO) in a volume ratio of 6: 1: 1, a mixture of H2O and n-butanol at room temperature) was added 100 mmol of the compound of the above formula Compound and 150 mmol of the compound of formula (II), 6 mmol of catalyst Pd (PhCN) 2 Cl2, 120 mmol of base diisopropanolamine and 15 mmol of accelerator (3 mmol of 1,10-phenanthroline and 12 mmol of triethanolamine borate ); The temperature was raised to 60 C and the reaction was stirred at this temperature for 10 hours. After the reaction, the reaction system was cooled to room temperature, sufficient deionized water sufficient to wash 2-3 times, then After sufficient chloroform was extracted and thoroughly shaken, the upper organic layer was taken, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The resulting residue was subjected to silica gel column chromatography of 300 to 400 mesh in a volume ratio of 2: 1 acetone And ethyl acetate as elution solvent to give the compound of formula (III) in a yield of 95.1%. |
71% | With 3'-((1H-benzo[d]imidazol-2-yl)amino)-4'-(4-methoxyphenyl)-4'hspiro[indene-2,5'-isoxazole]-1,3-dione; nickel diacetate; lithium tert-butoxide; In tetrahydrofuran; for 24h;Reflux; | General procedure: A 10 mL round-bottomed flask was charged with benzothiazole (19; 135 mg, 1 mmol), arylbenzene 18 (1 mmol), 14b (52.56 mg, 12 mol%), Ni(OAc)2 (17.68 mg, 10 mol%), t-BuOLi (160 mg, 2 mmol) and anhyd THF (5 mL). The mixture was stirred at reflux conditions for 24 h (TLC). The mixture was cooled to r.t. and the solvent was evaporated under reduced pressure. The mixture was diluted with EtOAc (10 mL) and successively washed with H2O and brine. The organic layer was dried (MgSO4) and concentrated under reduced pressure. The residue was purified by preparative TLC eluting with EtOAc/hexane (20:80, v/v) to afford the corresponding product 20. |
62% | With [(N,N'-bis-(2,6-di(isopropyl)phenyl)imidazolidin-2-ylidene)Pd(allyl)]2(μ2-pyrazine)(BF4)2; lithium tert-butoxide; In 1,2-dimethoxyethane; at 10℃; for 12h;Sealed tube;Catalytic behavior; | General procedure: A sealable reaction tube was charged with azole (0.75 mmol),aryl bromide (0.50 mmol), [(NHC)Pd(h3-allyl)]2(m2-N-heterocycle)(BF4)2 (0.0025 mmol), LiOtBu (1.0 mmol) and DME (4.0 mL).The mixture was stirred at 100 C for 12 h. After completion of thereaction, the filtrate was concentrated and the residue was subjectedto purification via column chromatography to give the correspondingproduct. |
51% | With copper(II) oxide; potassium carbonate; triphenylphosphine; In diethylene glycol dimethyl ether; at 160℃; for 24h;Reflux; Inert atmosphere; Sealed tube; | General procedure: 4.3 General procedure for CuO-catalyzed arylation and alkenylation of 1,3-azole (0012) Under argon, 0.5mmol of the bromobenzene or bromoalkene was added to the reaction mixture containing 0.25mmol of the benzoxazole, 0.5mmol K2CO3, 0.025mmol CuO, and 0.075mmol PPh3, followed by the addition of 2mL dry diglyme. The sealed reaction tube was stirred at 160C for 5-24h. After cooling, the reaction mixture was centrifuged to remove solid and separated the organic phase. Then, organic phase was extracted and dried over anhydrous MgSO4, and concentrated under reduced pressure after filtered. The residue was purified by column chromatography on silica gel eluted to afford corresponding product. |
41% | With 10 molpercent nickel based 2,5-dihydroxyterephthalic acid metal organic framework-74; In diethylene glycol dimethyl ether; at 160℃; for 18h;Sealed tube; | General procedure: In a typical experiment, a predetermined amount of Ni-MOF-74 was added to the 8 mL vial containing a mixture of iodobenzene (0.1030 g, 0.5 mmol), benzothiazole (0.1379 g, 1.0 mmol), Li2CO3 or KCl (1.0 mmol), and diphenyl ether (0.085 g, 0.5 mmol) as standard. 1-Methoxy-2-(2-methoxyethoxy)ethane (diglyme) (1 mL) was added and vial was tightly capped. Reaction mixture was heated at 160C for 24 h. The catalyst loading was based on the molar ratio of nickel/iodobenzene. The reaction yield was monitored by withdrawing aliquots from the reaction mixture at different time intervals, diluting with ethylacetate (2 mL), quenching with an aqueous KOH solution (1%, 1 mL), and then drying over anhydrous Na2SO4 before analyzing by GC with reference to diphenyl ether (internal equation with pure product), and further confirming product identity by GC-MS and NMR. To investigatethe recycle ability of Ni-MOF-74, the catalyst was filtered from the reaction mixture after the experiment, washed with ethylacetate, water, THF, and dried at 140C under vacuum in 8 h. For the leaching test, a catalytic reaction was stopped after 12 h, analyzed by GC, and filtered to remove the solid catalyst. The reaction solution was then stirred for a further 12 h. Reaction progress, if any, was monitored by GC as previously described. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With copper(l) iodide; 2-(N-butyl-benzimidazol-2-yl)-6-(diphenylphosphinoxy)phenylchloropalladium(II); caesium carbonate; In N,N-dimethyl-formamide; at 120℃; for 18h;Inert atmosphere; | General procedure: To a stirred solution of Cs2CO3 (0.75 mmol) and CuI (1.25 mol%)in DMF (1.0 mL) was added aryl iodide (0.75 mmol), azole (0.5mmol) and 4a (0.25 mol%) under argon atmosphere at room temperature. Then the mixture was stirred at 120 C for 18 h. After cooling, filtration, and evaporation, the residue was purified by preparative TLC on silica gel plates eluting with petroleum ether/EtOAc to afford the corresponding products. |
53% | With 10 molpercent nickel based 2,5-dihydroxyterephthalic acid metal organic framework-74; In diethylene glycol dimethyl ether; at 160℃; for 18h;Sealed tube; | General procedure: In a typical experiment, a predetermined amount of Ni-MOF-74 was added to the 8 mL vial containing a mixture of iodobenzene (0.1030 g, 0.5 mmol), benzothiazole (0.1379 g, 1.0 mmol), Li2CO3 or KCl (1.0 mmol), and diphenyl ether (0.085 g, 0.5 mmol) as standard. 1-Methoxy-2-(2-methoxyethoxy)ethane (diglyme) (1 mL) was added and vial was tightly capped. Reaction mixture was heated at 160C for 24 h. The catalyst loading was based on the molar ratio of nickel/iodobenzene. The reaction yield was monitored by withdrawing aliquots from the reaction mixture at different time intervals, diluting with ethylacetate (2 mL), quenching with an aqueous KOH solution (1%, 1 mL), and then drying over anhydrous Na2SO4 before analyzing by GC with reference to diphenyl ether (internal equation with pure product), and further confirming product identity by GC-MS and NMR. To investigatethe recycle ability of Ni-MOF-74, the catalyst was filtered from the reaction mixture after the experiment, washed with ethylacetate, water, THF, and dried at 140C under vacuum in 8 h. For the leaching test, a catalytic reaction was stopped after 12 h, analyzed by GC, and filtered to remove the solid catalyst. The reaction solution was then stirred for a further 12 h. Reaction progress, if any, was monitored by GC as previously described. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With iron(III) oxide; copper(l) iodide; 1,10-Phenanthroline; di-tert-butyl peroxide; lithium tert-butoxide; In toluene; at 110℃; for 12h;Schlenk technique; Sealed tube; Green chemistry; | General procedure: CuI (0.1 mmol), Fe2O3(0.1 mmol), 1,10-phenanthroline(0.1mmol) ,LiOBu-t(1.0 mmol), t-BuOOBu-t(1.0 mmol), benzooxazole(0.5 mmol) and phenylboronic acid(1.0 mmol)were weighed into an oven-dried Schlenk tube which was sealed with a plug. Then toluene(3.0 mL) was added.The reaction mixture was stirred at 110 oC for 12 h. The resulting mixture was then cooled to room temperatureand diluted with ethyl acetate. The organic layer was collected, washed with water and brine, and dried overNa2SO4. After removal of the solvent in vacuo, the residue was purified by silica gel chromatography to give thedesired 2-phenylbenzo[d]oxazole. |
78% | With iron(III) chloride; copper(II) acetate dihydrate; palladium dichloride; In N,N-dimethyl-formamide; at 120℃; for 24h; | General procedure: Azole (0.5 mmol), arylboronic acid (1.0 mmol), PdCl2(0.05 mmol), Cu(OAc)2·H2O (0.25 mmol), FeCl3 (0.25mmol) and DMF (2.0 mL) were taken in a 25 mL two-neckflask. The mixture was heated at 120 C in air for 24 h bymagnetic stirring. After cooling to room temperature, theproduct was diluted with H2O (5 mL) and extracted withEtOAc (415 mL). The extracts were combined and washedby brine (310 mL), dried over MgSO4, filtered, and evaporated,and purified by chromatography on silica gel to obtainthe desired products with ethyl acetate/hexane(v/v=1:11:10). The products were characterized by theirspectral and analytical data and compared with those of theknown compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | General procedure: Under nitrogen atmosphere, a sealable reaction tube equipped with a magnetic stirrer bar was charged with azole (0.50 mmol), sodium arylsulfinate (1.0 mmol), Pd(OAc)2 (0.025 mmol), Cu(OAc)2 (1.0 mmol), CF3COOH (0.50 mmol), and dimethylglycol (2.0 mL). The rubber septum was then replaced by a Teflon-coated screw cap, and the reaction vessel placed in an oil bath at 120 C for 24 h. After the reaction was completed, it was cooled to room temperature and the mixture was treated with K2CO3 solution (1.0 mol/L, 3.0 mL), then extracted with ethyl acetate. The resulting solution was dried by Na2SO4 then concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluant: petroleum ether/ethyl acetate=12:1, v/v) to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With tetra(n-butyl)ammonium hydroxide; water; copper(l) chloride; at 50℃; for 12h;Inert atmosphere; | General procedure: After standard cycles of evacuation and back-filling with dry and pure argon, an oven-dried Schlenk tube equipped with a magnetic stirring bar was charged with CuCl (5 molpercent), the aryl iodides if a solid (1.2 equiv). The tube was evacuated and backfilled with argon (this procedure was repeated three times). Under a counter flow of argon, benzothiazole (0.5 mmol), aryl iodides if a liquid (1.2 equiv) and degassed 40percent tetra-n-butylammonium hydroxides water solution (1.0 mL, 3.0 equiv) were added by syringe. The tube was sealed and the mixture was allowed to stir at 50 oC for 12 h. The reaction mixture was then allowed to cool to ambient temperature. Then, the mixture was quenched by the addition of a saturated NH4Cl solution (1.5 mL) and extracted with ethyl acetate (3.x.10 mL). Organic layers were gathered, dried over Na2SO4, filtered and concentrated in vacuum to yield the crude product. The obtained crude was purified by column chromatography on silica gel and the product was dried under vacuum for at least 0.5 h. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With silver(I) 4-methylbenzenesulfonate; In water; at 100℃; for 12h;Sealed tube; Inert atmosphere; Green chemistry; | General procedure: A sealed pressure vessel was charged with benzothiazole (68 mg, 0.5 mmol), AgOTs (280 mg, 1 mmol),aldehyde (0.6 mmol) and 2.0 mL of H2O. The resulting solution was stirred at 100 C for 12 h under N2.Upon completion of the reaction, H2O (8.0 mL) was added, then extracted with EtOAc (5 mL × 3), driedover Na2SO4, and concentrated under reduced pressure. The residue was further purified with flashcolumn chromatography. |
80% | With tert.-butylhydroperoxide; copper dichloride; In water; at 80℃; for 24.5h;Inert atmosphere; Schlenk technique; | General procedure: A 25 mL reaction vessel was charged with benzothiazole 1 (1.86 mmol, 1.1 equiv), aldehyde 2 (1.69 mmol), CuCl2 (0.51mmol, 0.3 equiv), and tert-butylhydroperoxide (2.36 mmol, 1.4 equiv, 70% aqueous solution) under nitrogen. The reactionmixture was stirred in an ice bath for 30 min, and then stirred at 80C for 24 h. After cooling to room temperature, the mixture was purified by column chromatography using silica gel (petroleum ether/ethyl acetate) to afford the products 3. |
53% | With tert.-butylhydroperoxide; N-chloro-succinimide; In decane; dimethyl sulfoxide; at 120℃; for 10h;Schlenk technique; | Weigh 4-methylbenzaldehyde (0.37 mmol, 44.8 mg) benzothiazole (2.0 eq., 0.74 mmol, 99.9 mg), NCS (20 mol%, 0.07 mmol, 9.4 mg) and 5.5 M TBHP in decane (2.0 eq., 0.74 mmol, 135 μL) in a 25 mL Schlenk reaction tube, and then added DMSO (15 eq., 5.55 mmol, 0.43 g), placed at 120 reaction, after 10 h the reaction was completed, the reaction solution was extracted with DCM The organic layer was concentrated to remove the solvent, and the concentrated solution was separated by column chromatography (eluent is a petroleum ether-ethyl acetate mixed solvent with a volume ratio of 1: 0.05) to obtain a white solid, namely the derivative Ia. The yield is 53%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dipotassium peroxodisulfate; iron(III) chloride hexahydrate; In water; dimethyl sulfoxide; at 100℃; for 12h; | General procedure: A dried reflux tube equipped witha magnetic stir bar charged with benzothiazole derivative (1 mmol 2.0 equiv), acetophenone derivative (0.5 mmol 1.0equiv),FeCl3·6H2O (0.2equiv), K2S2O8 (3.0 equiv), DMSO/H2O (2:1 mL)and the reaction vessel was placed in a 100C oil bath for 12 h under air.After cooling to room temperature, the mixture was diluted with ethyl acetateand directly filtered through a pad of celite and washed with water. Theorganic phase was dried over NaSO4 and removed under reduced vacuum.The residue was purified by column chromatography eluting with ethyl acetateand hexane to afford the desired product |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | With dipotassium peroxodisulfate; iron(III) chloride hexahydrate; In water; dimethyl sulfoxide; at 100℃; for 12h; | A dried reflux tube equipped witha magnetic stir bar charged with benzothiazole derivative (0.5 mmol 1.0equiv), benzylalcohol derivative (1.5mmol 3.0equiv), FeCl3·6H2O (0.1equiv), K2S2O8 (2.0 equiv), DMSO/H2O (2:1 mL) and the reaction vessel was placedin a 100C oil bath for 12 h under air. After cooling to room temperature,the mixture was diluted with ethyl acetate and directly filtered through a padof celite and washed with water. The organic phase was dried over NaSO4and removed under reduced vacuum. The residue was purified by columnchromatography eluting with ethyl acetate and hexane to afford thedesired product. |
37% | With tert.-butylhydroperoxide; copper dichloride; In water; at 80℃; for 24.5h;Inert atmosphere; Schlenk technique; | General procedure: A 25 mL reaction vessel was charged with benzothiazole 1 (1.86 mmol, 1.1 equiv), benzylic alcohol 4 (1.69 mmol), CuCl2 (0.51 mmol, 0.3 equiv), and tert-butyl hydroperoxide (4.06mmol, 2.4equiv, 70% aqueous solution) under nitrogen. The reaction mixture was stirred in an ice bath for 30 min, and then stirred at 80C for 24 h. After cooling to room temperature, the mixture was purified by column chromatography using silica gel (petroleum ether/ethyl acetate) to afford the products 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With tert-butylammonium hexafluorophosphate(V); In N,N-dimethyl-formamide; at 20℃; for 10h;Electrochemical reaction; Green chemistry; | General procedure: To an undivided cell equipped with a stirring bar, a mixture of substrates 1a (0.5mmol, 68mg), 2a (1.5mmol, 303mg), tetrabutylammonium hexafluorophosphate (n-Bu4NPF6) (0.3mmol, 115mg), and N,N-Dimethylformamide (DMF) (5.0mL) were added. The cell was equipped with glassy carbon electrode (GC) as the anode and copper foam electrode (CF) as the cathode. The reaction mixture was stirred and electrolyzed at a constant current of 14mA at room temperature for 10h. Upon completion, the solvent was removed by extraction and under reduced pressure to afford the crude product, which was further purified by flash column chromatography (petroleum ether / ethyl acetate=3/1) to afford the desired products. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | General procedure: Under an air atmosphere, a sealable reaction tube with a Teflon-coated screw cap equipped with a magnetic stir bar was charged with benzothiazole 1 (1.0 mmol), toluene derivative 2 (3.0 mmol), and Cu(OTf)2 (0.10 mmol) in DCE/DMSO (5:1, 2.0 mL). To this was added 70% aq TBHP (6.0 equiv) at r.t. The rubber septum was then replaced by a Teflon-coated screw cap, and the reaction vessel placed in an oil bath at 90 C for 24 or 36 h. When the reaction was complete, it was cooled to r.t. and monitored by TLC. To the resulting solution was added 98% hydrazine hydrate (0.5 or 1.0 mL), K2CO3 (3.0 mmol), and EtOH(2.0 mL), the mixture was stirred for 5 min and then poured into 10% HCl (15 mL); the mixture was extracted with EtOAc (2 ×). The combined organic layers were dried (anhyd Na2SO4) and the solvents were removed in vacuo. The residue was purified by flash chromatography (silica gel, petroleum ether/EtOAc 20:1) to give the product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76.9% | With N-Bromosuccinimide; titanium(IV) oxide; In chloroform; at 50℃; for 15h; | 0.1mol benzothiazole was dissolved in 200mL chloroform,And transferred to a mechanical stirring paddle, thermometer,Spherical condenser 500mL three-necked flask,50 stirring reflux,Then 0.22 mol N-bromosuccinimide and0.008mol titanium dioxide was added to the three-necked flask for reaction 15h,The obtained reaction solution was then cooled to room temperature, filtered,The filtrate was washed three times with 50 mL of saturated sodium bicarbonate solution,Until the organic phase is almost pale yellow,5g anhydrous sodium sulfate was added and dried, the solvent was evaporated under reduced pressure to give a light yellow solid,Recrystallization from 100 mL of isopropanol gave 22.7 g of white crystals with a yield of 76.9% and a purity of 99.4% |
Tags: 95-16-9 synthesis path| 95-16-9 SDS| 95-16-9 COA| 95-16-9 purity| 95-16-9 application| 95-16-9 NMR| 95-16-9 COA| 95-16-9 structure
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :
Total Compounds: mg
The concentration of the dissolution solution you need to prepare is mg/mL