Home Cart Sign in  
Chemical Structure| 654-70-6 Chemical Structure| 654-70-6
Chemical Structure| 654-70-6

*Storage: Keep in dark place,Sealed in dry,Room Temperature.

*Shipping: Normal

Bicalutamide impurity D

CAS No.: 654-70-6

4.5 *For Research Use Only !

Cat. No.: A187542 Purity: 98%

Change View

Size Price

USA Stock *0-1 Day

Global Stock *5-7 Days

In Stock
1g łÇʶÊÊ In Stock In Stock Login
5g łÇ˶ÊÊ In Stock In Stock Login
10g łÇÿ¶ÊÊ In Stock In Stock Login
25g łÇó¶ÊÊ In Stock In Stock Login
100g łËó¶ÊÊ In Stock In Stock Login
500g łÇÊî¶ÊÊ In Stock In Stock Login
1kg łËÇʶÊÊ In Stock In Stock Login

Please Login or Create an Account to: See VIP prices and availability

  • 1g

    łÇʶÊÊ

  • 5g

    łÇ˶ÊÊ

  • 10g

    łÇÿ¶ÊÊ

  • 25g

    łÇó¶ÊÊ

  • 100g

    łËó¶ÊÊ

  • 500g

    łÇÊî¶ÊÊ

  • 1kg

    łËÇʶÊÊ

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support Online Technical Q&A
Product Citations

Product Details of [ 654-70-6 ]

CAS No. :654-70-6
Formula : C8H5F3N2
M.W : 186.13
SMILES Code : C1=CC(=CC(=C1C#N)C(F)(F)F)N
MDL No. :MFCD00042155
InChI Key :PMDYLCUKSLBUHO-UHFFFAOYSA-N
Pubchem ID :522170

Safety of [ 654-70-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H317
Precautionary Statements:P261-P264-P270-P272-P280-P301+P312+P330-P302+P352-P333+P313-P362+P364-P501

Calculated chemistry of [ 654-70-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 13
Num. arom. heavy atoms 6
Fraction Csp3 0.12
Num. rotatable bonds 1
Num. H-bond acceptors 4.0
Num. H-bond donors 1.0
Molar Refractivity 40.56
TPSA ?

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

49.81 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.32
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

1.84
Log Po/w (WLOGP)?

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

3.32
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.

1.86
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

2.11
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.09

Water Solubility

Log S (ESOL):?

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

-2.43
Solubility 0.694 mg/ml ; 0.00373 mol/l
Class?

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

Soluble
Log S (Ali)?

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

-2.51
Solubility 0.58 mg/ml ; 0.00311 mol/l
Class?

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

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

-3.01
Solubility 0.181 mg/ml ; 0.000973 mol/l
Class?

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

Soluble

Pharmacokinetics

GI absorption?

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

High
BBB permeant?

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

Yes
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

No
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

No
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.

-6.13 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

0.0
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

0.0
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

1.0
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

1.0 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)

1.69

Application In Synthesis [ 654-70-6 ]

* 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 [ 654-70-6 ]

[ 654-70-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 42926-52-3 ]
  • [ 654-70-6 ]
  • [ 709676-55-1 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; 2-ethoxy-6-pentadecyl-benzoyl chloride was condensed with 4-Amino-2-trifluromethyl benzonitrile in dichloromethane in presence of triethylamine as acid scavenger to yield N-(4-Cyano-3-trifluoromethyl-phenyl)-2-ethoxy-benzamide. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. 1H-NMR:delta6.95-8.01 (7H,aromatic), delta3.98(2H,m,OCH2), delta1.33(3H,t,Methyl)
  • 2
  • [ 1897-41-2 ]
  • [ 654-70-6 ]
  • [ 1416421-34-5 ]
YieldReaction ConditionsOperation in experiment
1.3 g With sodium hydroxide; In N,N-dimethyl-formamide; at 20℃; for 5h; 0.30g (0.0075 mol) of sodium hydroxide was added to a solution of 0.7g(0.0037 mol) of 4-amino-2-(trifluoromethyl)benzonitrile in 40 mL of DMF, followed by addition of 1g (0.0037 mol) of <strong>[1897-41-2]2,3,5,6-<strong>[1897-41-2]tetrachloroterephthalonitrile</strong></strong> understirring, the mixture was stirred for 5 h after addition at room temperature. After the reaction was over by Thin-LayerChromatography monitoring, the reaction mixture was poured into water, solid precipitated and filtered under reducedpressure to give 1.3 g of compound C-38 as yellow solid, m.p. 176-178°C.[0117] 1H-NMR (300MHz, internal standard TMS, solvent CDCl3) delta(ppm): 6.86(dd, 1H, Ph-6-1H),7.16 (d, 1H, Ph-2-1H), 7.73 (d, 1H, Ph-5-1H).
1.3 g With sodium hydroxide; In N,N-dimethyl-formamide; at 20℃; for 5h; 0.30 g (0.0075 mol) of sodium hydroxide was added to a solution of 0.7 g (0.0037 mol) of 4-amino-2-(trifluoromethyl)benzonitrile in 40 mL of DMF, followed by addition of 1 g (0.0037 mol) of <strong>[1897-41-2]2,3,5,6-<strong>[1897-41-2]tetrachloroterephthalonitrile</strong></strong> under stirring, the mixture was stirred for 5 h after addition at room temperature. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was poured into water, solid precipitated and filtered under reduced pressure to give 1.3 g of compound C-38 as yellow solid, m.p. 176-178° C. [0182] 1H-NMR (300 MHz, internal standard TMS, solvent CDCl3) delta (ppm): 6.86 (dd, 1H, Ph-6-1H), 7.16 (d, 1H, Ph-2-1H), 7.73 (d, 1H, Ph-5-1H).
  • 3
  • [ 654-70-6 ]
  • [ 942199-59-9 ]
YieldReaction ConditionsOperation in experiment
85% With hydrogenchloride; copper(l) iodide; thionyl chloride; sodium nitrite; In water; acetone; at 0 - 20℃; for 1.0h; Anhydrous cuprous chloride (0.3 g, 0.003 mol, 0.011 eq.) Was added to 500 ml of water, and 80 ml of dichlorosulfoxide was added dropwise under an ice-water bath, and rt overnight to obtain solution a;4-amino-2- (trifluoromethyl) benzonitrile (50.0 g, 0.269 mol, 1.0 eq.)Add 260ml of concentrated hydrochloric acid and 50ml of acetone in an ice water bath.Add sodium nitrite (20.4g, 0.296mol,1.1eq.) Dissolved in 20ml of water, stirred at 0 C for 30min,Get reaction solution a;Then add the reaction solution a dropwise to the solution a, and react at room temperature for 30 minutes.TLC monitors for complete response.
 

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 654-70-6 ]

Fluorinated Building Blocks

Chemical Structure| 49674-28-4

A251699 [49674-28-4]

3-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 1.00

Chemical Structure| 1220630-83-0

A777502 [1220630-83-0]

3-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.94

Chemical Structure| 1483-54-1

A119322 [1483-54-1]

2-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.92

Chemical Structure| 6526-08-5

A241687 [6526-08-5]

2-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 0.90

Chemical Structure| 327-74-2

A413088 [327-74-2]

2-Amino-5-cyanobenzotrifluoride

Similarity: 0.90

Aryls

Chemical Structure| 49674-28-4

A251699 [49674-28-4]

3-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 1.00

Chemical Structure| 1220630-83-0

A777502 [1220630-83-0]

3-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.94

Chemical Structure| 1483-54-1

A119322 [1483-54-1]

2-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.92

Chemical Structure| 6526-08-5

A241687 [6526-08-5]

2-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 0.90

Chemical Structure| 327-74-2

A413088 [327-74-2]

2-Amino-5-cyanobenzotrifluoride

Similarity: 0.90

Amines

Chemical Structure| 49674-28-4

A251699 [49674-28-4]

3-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 1.00

Chemical Structure| 1220630-83-0

A777502 [1220630-83-0]

3-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.94

Chemical Structure| 1483-54-1

A119322 [1483-54-1]

2-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.92

Chemical Structure| 6526-08-5

A241687 [6526-08-5]

2-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 0.90

Chemical Structure| 327-74-2

A413088 [327-74-2]

2-Amino-5-cyanobenzotrifluoride

Similarity: 0.90

Nitriles

Chemical Structure| 49674-28-4

A251699 [49674-28-4]

3-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 1.00

Chemical Structure| 1220630-83-0

A777502 [1220630-83-0]

3-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.94

Chemical Structure| 1483-54-1

A119322 [1483-54-1]

2-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.92

Chemical Structure| 6526-08-5

A241687 [6526-08-5]

2-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 0.90

Chemical Structure| 327-74-2

A413088 [327-74-2]

2-Amino-5-cyanobenzotrifluoride

Similarity: 0.90

Trifluoromethyls

Chemical Structure| 49674-28-4

A251699 [49674-28-4]

3-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 1.00

Chemical Structure| 1220630-83-0

A777502 [1220630-83-0]

3-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.94

Chemical Structure| 1483-54-1

A119322 [1483-54-1]

2-Amino-4-(trifluoromethyl)benzonitrile

Similarity: 0.92

Chemical Structure| 6526-08-5

A241687 [6526-08-5]

2-Amino-5-(trifluoromethyl)benzonitrile

Similarity: 0.90

Chemical Structure| 327-74-2

A413088 [327-74-2]

2-Amino-5-cyanobenzotrifluoride

Similarity: 0.90