Home Cart Sign in  
HazMat Fee +

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+
Chemical Structure| 872-64-0 Chemical Structure| 872-64-0

Structure of 872-64-0

Chemical Structure| 872-64-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

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

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Product Citations      Show More

Yuan, Gengyang ; Dhaynaut, Maeva ; Lan, Yu ; Guehl, Nicolas J. ; Huynh, Dalena ; Iyengar, Suhasini M. , et al.

Abstract: Metabotropic glutamate receptor 2 (mGluR2) is a therapeutic target for several neuropsychiatric disorders. An mGluR2 function in etiology could be unveiled by positron emission tomography (PET). In this regard, 5-(2-fluoro-4-[11C]methoxyphenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]pyridine-7-carboxamide ([11C]13, [11C]mG2N001), a potent negative allosteric modulator (NAM), was developed to support this endeavor. [11C]13 was synthesized via the O-[11C]methylation of phenol 24 with a high molar activity of 212 ± 76 GBq/μmol (n = 5) and excellent radiochemical purity (>99%). PET imaging of [11C]13 in rats demonstrated its superior brain heterogeneity and reduced accumulation with pretreatment of mGluR2 NAMs, VU6001966 (9) and MNI-137 (26), the extent of which revealed a time-dependent drug effect of the blocking agents. In a nonhuman primate, [11C]13 selectively accumulated in mGluR2-rich regions and resulted in high-contrast brain images. Therefore, [11C]13 is a potential candidate for translational PET imaging of the mGluR2 function.

Hegde, Pooja V. ; Aragaw, Wassihun W. ; Cole, Malcolm S. ; Jachak, Gorakhnath ; Ragunathan, Priya ; Sharma, Sachin , et al.

Abstract: Tuberculosis (TB) remains a leading cause of infectious disease-related mortality and morbidity. Pyrazinamide (PZA) is a critical component of the first-line TB treatment regimen because of its sterilizing activity against non-replicating Mycobacterium tuberculosis (Mtb), but its mechanism of action has remained enigmatic. PZA is a prodrug converted by pyrazinamidase encoded by pncA within Mtb to the active moiety, pyrazinoic acid (POA) and PZA resistance is caused by loss-of-function mutations to pyrazinamidase. We have recently shown that POA induces targeted protein degradation of the enzyme PanD, a crucial component of the CoA biosynthetic pathway essential in Mtb. Based on the newly identified mechanism of action of POA, along with the crystal structure of PanD bound to POA, we designed several POA analogs using structure for interpretation to improve potency and overcome PZA resistance. We prepared and tested ring and carboxylic acid bioisosteres as well as 3, 5, 6 substitutions on the ring to study the structure activity relationships of the POA scaffold. All the analogs were evaluated for their whole cell antimycobacterial activity, and a few representative mols. were evaluated for their binding affinity, towards PanD, through isothermal titration calorimetry. We report that analogs with ring and carboxylic acid bioisosteres did not significantly enhance the antimicrobial activity, whereas the alkylamino-group substitutions at the 3 and 5 position of POA were found to be up to 5 to 10-fold more potent than POA. Further development and mechanistic anal. of these analogs may lead to a next generation POA analog for treating TB.

Keywords: Tuberculosis ; Pyrazinoic acid ; pyrazinamide

Alternative Products

Product Details of [ 872-64-0 ]

CAS No. :872-64-0
Formula : C7H13N
M.W : 111.18
SMILES Code : C1CC12CCNCC2
MDL No. :MFCD14581272
InChI Key :GIBPTWPJEVCTGR-UHFFFAOYSA-N
Pubchem ID :22417173

Safety of [ 872-64-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:2735
Packing Group:

Application In Synthesis of [ 872-64-0 ]

* 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.

  • Downstream synthetic route of [ 872-64-0 ]

[ 872-64-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 872-64-0 ]
  • [ 171178-50-0 ]
  • 6-fluoro-2-(6-azaspiro[2.5]octan-6-yl)nicotinic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 48h; To a solution of <strong>[171178-50-0]2,6-difluoronicotinic acid</strong> (6.0 g, 38 mmol, Combi-Blocks) in ACN (0359) (120 mL) was added DIPEA (7.80 mL, 45.3 mmol) and 6-azaspiro[2.5]octane (4.61 g, 41.5 mmol, Wuxi AppTec, China) and the reaction mixture was stirred at room temperature for 48 h. Then, the reaction mixture was concentrated, diluted with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated. The crude mixture was purified by flash column chromatography using a gradient of 0-10% MeOH in DCM to afford 6-fluoro-2-(6-azaspiro[2.5]octan-6- yl)nicotinic acid (6 g, 1.26 mmol, 76 % yield) as a white solid.1H NMR (400 MHz, DMSO-d6): d ppm 12.94 (s, 1 H), 8.07 (t, J = 8.4, 8.4 Hz, 1 H), 6.41 (dd, J = 8.2, 3.3 Hz, 1 H), 3.36- 3.43 (m, 4 H), 1.37- 1.44 (m, 4 H), 0.34 (s, 4 H). m/z (ESI): 251.1 (M+H)+
72% With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20℃; for 18h; A 250-mL round-bottomed flask was charged with <strong>[171178-50-0]2,6-difluoronicotinic acid</strong> (5.0 g, 31.5 mmol), 6- azaspiro[2.5]octane (3.8 g, 34.6 mmol) and 1,4-dioxane (60 mL). DIPEA (6.6 mL, 37.9 mmol) was added and the light brown solution was stirred at RT for 18 h. The mixture was concentrated, and the residue was diluted with EtOAc (80 mL) then washed with washed with water (2 x 10 mL) followed by brine (10 mL). The organic phase was reduced to ~ 50 mL and some solid started to precipitate. The suspension was let stand for 18 h. The solid was collected to afford the title compound (2.35 g) as a yellow solid. The mother liquor was concentrated and a minimum amount of EtOAc was added to dissolve all the residue. The volume was reduced to ~ 20 mL and second crop was collected to afford the title compound (2.23 g) as a yellow solid. This procedure was repeated to afford the third crop of the title compound (1.10 g). All 3 batches were combined to give 6-fluoro-2-(6-azaspiro[2.5]octan-6-yl)nicotinic acid (5.68 g, 72 % yield). 1H NMR (400MHz, CHLOROFORM-d) d 10.50 (s, 1H), 8.68 (t, J=8.2 Hz, 1H), 7.00 (dd, J=3.1, 8.4 Hz, 1H), 3.19 (t, J=5.6 Hz, 4H), 1.69 (br s, 4H), 0.47 (s, 4H). m/z (ESI): 251.0 (M+H)+.
5.68 g With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20℃; for 18h; A 250-mL round-bottomed flask was charged with <strong>[171178-50-0]2,6-difluoronicotinic acid</strong> (5.0 g, 31.5 mmol), 6-azaspiro[2.5]octane (3.8 g, 34.6 mmol) and 1,4-dioxane (60 mL). Hunig's base (6.6 mL, 37.9 mmol) was added and the light brown solution was stirred at RT for 18 h. The mixture was concentrated and the residue was diluted with EtOAc (80 mL) then washed with washed with water (2 x 10 mL) followed by brine (10 mL). The organic phase was reduced to ~ 50 mL and some solid started to come out. The suspension was let stand for 18 h. The solid was collected to afford the title compound (2.35 g) as a yellow solid. Mother liquor was concentrated and minimum amount of EtOAc was added to dissolve all the reside. The volume was reduced to ~ 20 mL and second crop was collected to afford the title compound (2.23 g) as a yellow solid. This procedure was repeated to afford the third crop of the title compound (1.10 g). All 3 batches were combined to give 6-fluoro-2-(6-azaspiro[2.5]octan-6-yl)nicotinic acid (48, 5.68 g, 72% yield). NMR (400MHz, CHLOROFORM-d) d 10.50 (s, 1H), 8.68 (t, J= 8.2 Hz, 1H), 7.00 (dd, .7=3.1, 8.4 Hz, 1H), 3.19 (t, .7=5.6 Hz, 4H), 1.69 (br. s., 4H), 0.47 (s, 4H). m/z (ESI): 251.0 (M+H)+.
 

Historical Records

Technical Information

Categories

Similar Product of
[ 872-64-0 ]

Chemical Structure| 1037834-62-0

A502471 [1037834-62-0]

6-Azaspiro[2.5]octane hydrochloride

Reason: Free-salt

Related Parent Nucleus of
[ 872-64-0 ]

Piperidines

Chemical Structure| 1037834-62-0

A502471 [1037834-62-0]

6-Azaspiro[2.5]octane hydrochloride

Similarity: 0.95

Chemical Structure| 25337-01-3

A881418 [25337-01-3]

5-Azaspiro[2.5]octane

Similarity: 0.95

Chemical Structure| 4045-31-2

A448839 [4045-31-2]

4-Ethyl-4-methylpiperidine

Similarity: 0.95

Chemical Structure| 208245-59-4

A107548 [208245-59-4]

4-Cyclopropylpiperidine

Similarity: 0.95

Chemical Structure| 4045-30-1

A410897 [4045-30-1]

4,4-Dimethylpiperidine

Similarity: 0.95

Spiroes

Chemical Structure| 1037834-62-0

A502471 [1037834-62-0]

6-Azaspiro[2.5]octane hydrochloride

Similarity: 0.95

Chemical Structure| 25337-01-3

A881418 [25337-01-3]

5-Azaspiro[2.5]octane

Similarity: 0.95

Chemical Structure| 1797157-33-5

A738397 [1797157-33-5]

5-Azaspiro[2.5]octane hydrochloride

Similarity: 0.90

Chemical Structure| 766-34-7

A339644 [766-34-7]

7-Azaspiro[3.5]nonane

Similarity: 0.90

Chemical Structure| 180-44-9

A387795 [180-44-9]

3-Azaspiro[5.5]undecane

Similarity: 0.90