Home Cart Sign in  
Chemical Structure| 21221-93-2 Chemical Structure| 21221-93-2

Structure of 21221-93-2

Chemical Structure| 21221-93-2

*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

Alternative Products

Product Details of [ 21221-93-2 ]

CAS No. :21221-93-2
Formula : C15H8F6O
M.W : 318.21
SMILES Code : O=C(C1=CC=CC=C1)C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2
MDL No. :MFCD00015510
InChI Key :QETSMUIBVUASOJ-UHFFFAOYSA-N
Pubchem ID :88830

Safety of [ 21221-93-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Computational Chemistry of [ 21221-93-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 22
Num. arom. heavy atoms 12
Fraction Csp3 0.13
Num. rotatable bonds 4
Num. H-bond acceptors 7.0
Num. H-bond donors 0.0
Molar Refractivity 66.32
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

17.07 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.98
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

5.03
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

7.26
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

4.78
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

5.46
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

5.1

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-5.12
Solubility 0.00241 mg/ml ; 0.00000756 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-5.13
Solubility 0.00236 mg/ml ; 0.00000743 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-6.62
Solubility 0.000077 mg/ml ; 0.000000242 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-4.67 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

1.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

1.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.02

Application In Synthesis of [ 21221-93-2 ]

* 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 [ 21221-93-2 ]

[ 21221-93-2 ] Synthesis Path-Downstream   1~32

  • 1
  • [ 21221-93-2 ]
  • [ 1937-19-5 ]
  • 3,5-Bis-(trifluormethyl)-benzophenon-guanylhydrazon [ No CAS ]
  • 2
  • [ 328-70-1 ]
  • [ 100-52-7 ]
  • [ 21221-93-2 ]
  • 3
  • [ 21221-93-2 ]
  • [ 593-56-6 ]
  • (3,5-bis-trifluoromethyl-phenyl)-phenyl-methanone <i>O</i>-methyl-oxime [ No CAS ]
  • 4
  • [ 21221-93-2 ]
  • ammonium formate [ No CAS ]
  • <i>N</i>-[(3,5-bis-trifluoromethyl-phenyl)-phenyl-methyl]-formamide [ No CAS ]
  • 6
  • [ 401-95-6 ]
  • Wang resin-bound styrene 3 [ No CAS ]
  • [ 21221-93-2 ]
  • 8
  • [ 21221-93-2 ]
  • [1,2,3]thiadiazole-4-carboxylic acid (4-{3-[(3,5-bis-trifluoromethyl-phenyl)-phenyl-methyl]-thioureido}-phenyl)-amide [ No CAS ]
  • 9
  • [ 100-59-4 ]
  • resin-bound 2-p-tolyl-2,3-dihydropyridone scaffold [ No CAS ]
  • [ 21221-93-2 ]
  • 10
  • [ 170380-50-4 ]
  • [ 21221-93-2 ]
  • [ 1055315-89-3 ]
  • 11
  • [ 1221970-98-4 ]
  • [ 98-88-4 ]
  • [ 21221-93-2 ]
  • 12
  • [ 673-32-5 ]
  • [ 21221-93-2 ]
  • [ 1264837-01-5 ]
  • 13
  • [ 21221-93-2 ]
  • [ 501-65-5 ]
  • [ 1264836-97-6 ]
  • 14
  • [ 108-86-1 ]
  • [ 175650-34-7 ]
  • [ 119-61-9 ]
  • [ 21221-93-2 ]
  • 15
  • [ 611-73-4 ]
  • [ 73852-19-4 ]
  • [ 21221-93-2 ]
YieldReaction ConditionsOperation in experiment
76% With 8,8′-biquinoline; palladium diacetate; In water; dimethyl sulfoxide; at 80℃; for 6h;Inert atmosphere; General procedure: Phenylsulfonylhydrazide (1.1 mmol), nitrile compound (1.0 mmol), palladium acetate (2 mol%) and nitrogen-containing ligand bq (3 mol%) were dispersed in DMSO (2 mL) under inert gas protection, then H2O (2 mmol) was added, and the mixture was heated to 80 C for 6 hours. Then, the reaction solution was extracted three times with Et2O (5 mL), the organic phase was combined, and the solvent was evaporated to drynessThe column chromatography was carried out on a silica gel column (300-400 mesh). The eluting solvent was a mixture of petroleum ether and ethyl acetate to obtain the target product. The reaction conditions and reaction results are shown in Table 4. The reaction formula is as follows:
74% With [nickel(II)dichloride(dimethoxyethane)]; Ir[dF(CF3)ppy]2(dtbbpy)PF6; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In water; N,N-dimethyl-formamide; for 72h;Inert atmosphere; Microwave irradiation; General procedure: EXAMPLE 36 - (4-Fluorophenyl)(phenyl)methanonePrepared according to General Procedure B with l-fluoro-4-iodobenzene (275.0 mg, 2.5 mmol, 5.0 equiv) and L12CO3 (184.8 mg, 2.5 mmol, 5.0 equiv), purified with 5% EtOAc in hexanes as eluent, to yield the product as a pale yellow solid, 70.2 mg, 70% yield.General procedure B for the decarboxylation arylation of keto acids iaryl halide scope"): An oven-dried 40 mL vial equipped with a Teflon septum cap and magnetic stir bar was charged with rr[dF(CF3)ppy]2(dtbbpy)PF6 (11.2 mg, 0.01 mmol, 0.02 equiv), NiC^ glyme (11.2 mg, 0.05 mmol, 0.10 equiv), 4,4'-di-tert-butyl-2,2'-bipyridine (20.1 mg, 0.075 mmol, 0.15 equiv), phenylglyoxylic acid (150 mg, 1.00 mmol, 2.0 equiv), the corresponding aryl halide (0.50 mmol, 1.0 equiv), and L12CO3 (73.9 mg, 1.00 mmol, 2.0 equiv) from a bottle stored in a dessicator. To this vial was added DMF (25 mL) and water (18 iL, 2.00 mmol, 2.0 equiv). The reaction mixture was degassed for 30 minutes by bubbling argon stream, then sealed with parafilm. The vial was irradiated with 34W Blue LED lamp (Kessil KSH150B LED Grow Light) for 72 hours with cooling from a fan (vial temperature reached 37 C). After 72 hours, the reaction was diluted with 25 mL 0 and extracted with 3x75 mL Et20. The combined organic layers were washed with 3x25 mL 0, then dried over MgS(, filtered, and concentrated in vacuo.
69% With dipotassium peroxodisulfate; silver nitrate; In water; at 25℃; for 1h; General procedure: Potassium arylformate (1.0 mmol), potassium phenyl fluoroborate (1.05 mmol),AgNO3 (0.05 mmol) and K2S2O8 (1.5 mmol) were dispersed in water (2 mL) and reacted at 25C for 1 hour.After the reaction was completed, the water was removed, and then the product was isolated by column chromatography. The potassium arylformate was used and the results are shown in Table 4.
  • 18
  • [ 201230-82-2 ]
  • [ 640-60-8 ]
  • [ 73852-19-4 ]
  • [ 21221-93-2 ]
  • 19
  • [ 201230-82-2 ]
  • [ 17763-67-6 ]
  • [ 73852-19-4 ]
  • [ 21221-93-2 ]
  • 20
  • C10H3F6O3(1-)*K(1+) [ No CAS ]
  • potassium phenyltrifluoborate [ No CAS ]
  • [ 21221-93-2 ]
  • 21
  • [ 328-73-4 ]
  • [ 100-47-0 ]
  • [ 21221-93-2 ]
  • 22
  • C15H9F6N [ No CAS ]
  • [ 21221-93-2 ]
  • 23
  • [ 108-86-1 ]
  • [ 401-95-6 ]
  • [ 21221-93-2 ]
  • 24
  • [ 27126-93-8 ]
  • [ 80-17-1 ]
  • [ 21221-93-2 ]
  • 25
  • [ 373-53-5 ]
  • [ 21221-93-2 ]
  • 2-(3,5-bis (trifluoromethyl) phenyl)-3-fluoro-2-phenyloxirane [ No CAS ]
  • 2-(3,5-bis (trifluoromethyl) phenyl)-3-fluoro-2-phenyloxirane [ No CAS ]
  • 26
  • [ 593-71-5 ]
  • [ 21221-93-2 ]
  • 1-(2-chloro-1-phenylethyl)-3,5-bis(trifluoromethyl)benzene [ No CAS ]
  • 27
  • [ 1311484-52-2 ]
  • [ 21221-93-2 ]
  • 28
  • [ 328-70-1 ]
  • [ 1414852-68-8 ]
  • [ 21221-93-2 ]
YieldReaction ConditionsOperation in experiment
57% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In dichloromethane; water; at 60℃; General procedure: All liquids incorporated into the reaction were degassed prior to addition. To a solution of 1 (1 eq., 50.0 mg, 0.192 mmols) and PdCl2(dppf)•CH2Cl2 (20 mol%, 31.3 mg, 0.0384 mmols) in CH2Cl2 (0.1M, 1.6 mL) was added aryl bromide (1.1 eq., 0.211 mmols) and 3.33M K2CO3 solution (6 eq.,0.958 mmols, 0.27 mL). The mixture is quickly stirred and heated at 60. The mixture would go from a bright red solution to a darkened mixture within minutes of the reaction. Upon confirmation of completion by TLC (typically eluted with 40% to 50% MeCN/CH2Cl2), the mixture is immediately taken off the heat and diluted with 10 mL H2O. The organic mixture is extracted with 3 x 10 mL diethyl ether. The organic extracts are dried over Na2SO4, filtered then concentrated. The crude product is purified by silica gel column chromatography (gradient with ethylacetate/hexanes) to afford 3 as a resin or white powder.
  • 29
  • MIDA 1,2-dihydroxyboronate ester [ No CAS ]
  • [ 21221-93-2 ]
  • 30
  • [ 591-50-4 ]
  • [ 201230-82-2 ]
  • [ 73852-19-4 ]
  • [ 21221-93-2 ]
  • 31
  • [ 328-70-1 ]
  • 2-benzoyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one [ No CAS ]
  • [ 21221-93-2 ]
  • 32
  • [ 28144-70-9 ]
  • [ 21221-93-2 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 21221-93-2 ]

Fluorinated Building Blocks

Chemical Structure| 21084-22-0

A476338 [21084-22-0]

(3-(Trifluoromethyl)phenyl)(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-81-4

A103906 [728-81-4]

Phenyl(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-86-9

A228892 [728-86-9]

Phenyl(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 175136-66-0

A906507 [175136-66-0]

Bis(3,5-bis(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 1868-00-4

A963581 [1868-00-4]

Bis(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Aryls

Chemical Structure| 21084-22-0

A476338 [21084-22-0]

(3-(Trifluoromethyl)phenyl)(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-81-4

A103906 [728-81-4]

Phenyl(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-86-9

A228892 [728-86-9]

Phenyl(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 175136-66-0

A906507 [175136-66-0]

Bis(3,5-bis(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 1868-00-4

A963581 [1868-00-4]

Bis(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Ketones

Chemical Structure| 21084-22-0

A476338 [21084-22-0]

(3-(Trifluoromethyl)phenyl)(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-81-4

A103906 [728-81-4]

Phenyl(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-86-9

A228892 [728-86-9]

Phenyl(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 175136-66-0

A906507 [175136-66-0]

Bis(3,5-bis(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 1868-00-4

A963581 [1868-00-4]

Bis(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Trifluoromethyls

Chemical Structure| 21084-22-0

A476338 [21084-22-0]

(3-(Trifluoromethyl)phenyl)(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-81-4

A103906 [728-81-4]

Phenyl(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 728-86-9

A228892 [728-86-9]

Phenyl(4-(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 175136-66-0

A906507 [175136-66-0]

Bis(3,5-bis(trifluoromethyl)phenyl)methanone

Similarity: 1.00

Chemical Structure| 1868-00-4

A963581 [1868-00-4]

Bis(3-(trifluoromethyl)phenyl)methanone

Similarity: 1.00