Home Cart 0 Sign in  
X

[ CAS No. 72505-21-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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+
3d Animation Molecule Structure of 72505-21-6
Chemical Structure| 72505-21-6
Chemical Structure| 72505-21-6
Structure of 72505-21-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 72505-21-6 ]

Related Doc. of [ 72505-21-6 ]

Alternatived Products of [ 72505-21-6 ]

Product Details of [ 72505-21-6 ]

CAS No. :72505-21-6 MDL No. :MFCD00051806
Formula : C8H6F3NS Boiling Point : -
Linear Structure Formula :- InChI Key :IPRFNMJROWWFBH-UHFFFAOYSA-N
M.W : 205.20 Pubchem ID :2734823
Synonyms :

Calculated chemistry of [ 72505-21-6 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.91
TPSA : 58.11 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.91 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.74
Log Po/w (XLOGP3) : 2.31
Log Po/w (WLOGP) : 3.49
Log Po/w (MLOGP) : 2.79
Log Po/w (SILICOS-IT) : 3.46
Consensus Log Po/w : 2.76

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.78
Solubility : 0.343 mg/ml ; 0.00167 mol/l
Class : Soluble
Log S (Ali) : -3.17
Solubility : 0.139 mg/ml ; 0.000678 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.08
Solubility : 0.17 mg/ml ; 0.000826 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.43

Safety of [ 72505-21-6 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P280-P305+P351+P338-P311 UN#:2811
Hazard Statements:H301+H311+H331-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 72505-21-6 ]

* 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.

  • Upstream synthesis route of [ 72505-21-6 ]
  • Downstream synthetic route of [ 72505-21-6 ]

[ 72505-21-6 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 455-18-5 ]
  • [ 72505-21-6 ]
YieldReaction ConditionsOperation in experiment
95% With sodium hydrogensulfide In ethanol at 60℃; for 3 h; 500 mg (2.92 mmol) of 4-trifluorobenzonitrile was reacted with 702 mg (8.7 mmol) of sodium hydrosulfide at 60°C for 3 hours, and ethanol as a solvent was distilled off. Ethylacetate was added and the resulting solution was washed with water. An organic layer was dried over anhydrous magnesium sulfate and solvent was distilled off, then the residue was purified by column chromatography to give 517 mg (yield: 95percent) of the title compound. Without further purification, the next procedure was conducted. Mass (EI) 152 (M++1)
73% With hydrogenchloride; thioacetamide In DMF (N,N-dimethyl-formamide) at 20 - 95℃; for 42 h; [4-TRIFLUOROMETHYL-THIOBENZAMIDE] A solution of [A,] a, a-trifluoro-p-tolunitrile (603.5 g, 3.53 mol) in dry DMF (2 L) under N2 [WAS HEATED AT 70XB0;C AND THIOACETAMIDE (505 G, 1.9 EQ. ) ADDED. THE REACTION MIXTURE] was treated with HCI gas for 15 minutes and was stirred at [95XB0;C] for 6 hours. This treatment was repeated 3 times and the mixture stirred at rt for 24 hours. After cooling to [0XB0;C,] water was added and the residue was extracted with diethyl ether (4 L). The organic layer was washed with water (3 L), dried over [NA2SO4] and evaporated. The brownish powder was washed with pentane (3 L) to give the title compound (530.3g, 2.59 mol) as a brown solid in 73percent yield ; GC/MS: [M+] [C8H6F3NS] 205
70% With sodiumsulfide nonahydrate In N,N-dimethyl-formamide at 130℃; for 2.5 h; General procedure: Benzonitrile 1a (1 mmol), Na2S*9H2O (1.2 mmol) and DMF (1 mL) were added into a 10 mL bottle. The reactor was placed in a heating magnetic stirrer at 130 °C. After 2.5 h, by adding about 3 mL H2O after the reaction to disperse the solid product, the reaction mixture was extracted with EtOAc (3 x 3 mL), and the mixture was purified by column chromatography.
Reference: [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 8, p. 3213 - 3222
[2] Patent: WO2005/40127, 2005, A1, . Location in patent: Page/Page column 100-101
[3] Journal of Fluorine Chemistry, 2006, vol. 127, # 1, p. 63 - 67
[4] Patent: WO2004/6922, 2004, A1, . Location in patent: Page/Page column 27; 28
[5] RSC Advances, 2018, vol. 8, # 1, p. 170 - 175
[6] Heterocycles, 2018, vol. 96, # 3, p. 509 - 517
[7] Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 11B, p. 2957 - 2961
[8] Patent: US6011048, 2000, A,
[9] Patent: US4788207, 1988, A,
[10] Patent: US4889867, 1989, A,
[11] European Journal of Inorganic Chemistry, 2015, vol. 2015, # 29, p. 4935 - 4945
[12] Patent: WO2004/785, 2003, A2, . Location in patent: Page 20
  • 2
  • [ 455-18-5 ]
  • [ 62-55-5 ]
  • [ 72505-21-6 ]
YieldReaction ConditionsOperation in experiment
73% With hydrogenchloride In DMF (N,N-dimethyl-formamide) at 20 - 95℃; for 30 h; A solution of α,α,α-trifluoro-p-tolunitrile (603.5 g, 3.53 mol) in dry DMF (2 l) under N2 [was heated at 70C and the thioacetamide (505 g, 1.9 eq) was added. The reaction mixture was treated with HCl gas for 15 minutes and stirred at 95C] for 6 hours. This treatment was repeated 3 times and the mixture stirred at rt for 24 hours. After cooling at 0C, water was added and the residue extracted with diethyl ether (4 l). The organic layer was washed with water (3 l), dried over Na2SO4 and the solvent evaporated. The brownish powder was washed with pentane (3 l) to give the title compound (530.3g, 2.59 mol) as a brown solid in a 73percent yield; GC/MS: M+ C8H6F3NS 205
Reference: [1] Patent: WO2004/6924, 2004, A1, . Location in patent: Page/Page column 26
  • 3
  • [ 19172-47-5 ]
  • [ 1891-90-3 ]
  • [ 72505-21-6 ]
Reference: [1] Patent: US5342851, 1994, A,
  • 4
  • [ 455-19-6 ]
  • [ 72505-21-6 ]
Reference: [1] Organic Preparations and Procedures International, 1991, vol. 23, # 4, p. 435 - 438
  • 5
  • [ 119514-24-8 ]
  • [ 72505-21-6 ]
Reference: [1] Patent: US4788207, 1988, A,
[2] Patent: US4889867, 1989, A,
  • 6
  • [ 1891-90-3 ]
  • [ 72505-21-6 ]
Reference: [1] Journal of Chemical Research, 2010, # 3, p. 151 - 153
  • 7
  • [ 72505-21-6 ]
  • [ 317318-97-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 9, p. 1517 - 1521
[2] Patent: WO2006/121223, 2006, A1,
  • 8
  • [ 72505-21-6 ]
  • [ 439134-78-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2007, vol. 50, # 4, p. 685 - 695
[2] Patent: WO2006/121223, 2006, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 72505-21-6 ]

Fluorinated Building Blocks

Chemical Structure| 3300-51-4

[ 3300-51-4 ]

4-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 85068-29-7

[ 85068-29-7 ]

(3,5-Bis(trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 2740-83-2

[ 2740-83-2 ]

3-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 3048-01-9

[ 3048-01-9 ]

(2-(Trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 90390-11-7

[ 90390-11-7 ]

N-Methyl-1-(4-(trifluoromethyl)phenyl)methanamine

Similarity: 0.75

Aryls

Chemical Structure| 3300-51-4

[ 3300-51-4 ]

4-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 85068-29-7

[ 85068-29-7 ]

(3,5-Bis(trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 2740-83-2

[ 2740-83-2 ]

3-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 3048-01-9

[ 3048-01-9 ]

(2-(Trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 90390-11-7

[ 90390-11-7 ]

N-Methyl-1-(4-(trifluoromethyl)phenyl)methanamine

Similarity: 0.75

Amides

Chemical Structure| 2227-79-4

[ 2227-79-4 ]

Benzothioamide

Similarity: 0.73

Chemical Structure| 76041-72-0

[ 76041-72-0 ]

5-(Trifluoromethyl)pyridine-2(1H)-thione

Similarity: 0.65

Chemical Structure| 1801-10-1

[ 1801-10-1 ]

3-(Trifluoromethyl)benzamide

Similarity: 0.64

Chemical Structure| 1891-90-3

[ 1891-90-3 ]

4-(Trifluoromethyl)benzamide

Similarity: 0.64

Chemical Structure| 360-64-5

[ 360-64-5 ]

2-(Trifluoromethyl)benzamide

Similarity: 0.60

Amines

Chemical Structure| 3300-51-4

[ 3300-51-4 ]

4-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 85068-29-7

[ 85068-29-7 ]

(3,5-Bis(trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 2740-83-2

[ 2740-83-2 ]

3-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 3048-01-9

[ 3048-01-9 ]

(2-(Trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 90390-11-7

[ 90390-11-7 ]

N-Methyl-1-(4-(trifluoromethyl)phenyl)methanamine

Similarity: 0.75

Trifluoromethyls

Chemical Structure| 3300-51-4

[ 3300-51-4 ]

4-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 85068-29-7

[ 85068-29-7 ]

(3,5-Bis(trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 2740-83-2

[ 2740-83-2 ]

3-(Trifluoromethyl)benzylamine

Similarity: 0.80

Chemical Structure| 3048-01-9

[ 3048-01-9 ]

(2-(Trifluoromethyl)phenyl)methanamine

Similarity: 0.80

Chemical Structure| 90390-11-7

[ 90390-11-7 ]

N-Methyl-1-(4-(trifluoromethyl)phenyl)methanamine

Similarity: 0.75