27328-86-5

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)BENZOYLACETONITRILE
• Synonyms: 3-OXO-3-[3-(TRIFLUOROMETHYL)PHENYL]PROPANENITRILE;3-(TRIFLUOROMETHYL)BENZOYLACETONITRILE;3-(Trifluoromethyl)benzoylacetonitrile 97%;3-(Trifluoromethyl)benzoylacetonitrile97%;3-(triflouromethyl)benzoylacetonitrile;2-Cyano-3'-(trifluoroMethyl)acetophenone;3-Oxo-3-[3-(trifluoromethyl)phenyl]propanenitrile, 3-(Cyanoacetyl)benzotrifluoride, 3-(2-Cyanoethanoyl)benzotrifluoride;3-Oxo-3-(3-trifluoromethyl-phenyl)-propionitrile
• CAS NO: 27328-86-5
• Molecular Formula: C₁₀H₆F₃NO
• Molecular Weight: 213.16
• EINECS: -0
• Mol File: 27328-86-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 60-62°C
• Boiling Point: 280 °C at 760 mmHg
• Flash Point: 123.1 °C
• Appearance: /
• Density: 1.296 g/cm³
• Vapor Pressure: 0.00389mmHg at 25°C
• Refractive Index: 1.469
• PKA: 7.04±0.10(Predicted)
• BRN: 2373428
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)BENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)BENZOYLACETONITRILE(27328-86-5)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)BENZOYLACETONITRILE(27328-86-5)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 27328-86-5(Hazardous Substances Data)

Usage

Uses

3-(Trifluoromethyl)benzoylacetonitrile is used as a pharmaceutical intermediate.

InChI:InChI=1/C10H6F3NO/c11-10(12,13)8-3-1-2-7(6-8)9(15)4-5-14/h1-3,6H,4H2

Upstream product

• 2003-10-3 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 1116-98-9 cyanoacetic acid tert-butyl ester 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 368-77-4 3-trifluoromethylbenzonitrile 
• 151-50-8 potassium cyanide 
• 76783-59-0 ethyl 3-(trifluoromethyl)benzoate 
• 75-05-8 acetonitrile 

Downstream Products

• 687975-61-7 2-Amino-2-(3-trifluormethyl-benzoyl)-acetonitril 
• 69316-20-7 2-hydroxyimino-3-oxo-3-(3-trifluoromethylphenyl)propanenitrile 
• 222056-42-0 2-(2,2-diethoxy-ethyl)-5-(3-trifluoromethyl-phenyl)-2H-pyrazol-3-ylamine 
• 50798-30-6 LUF₅₄₆₉ 
• 132026-34-7 5-amino-1-methyl-4-nitroso-3-(3-trifluoromethylphenyl)pyrazole 
• 132026-45-0 4,5-diamino-1-methyl-3-(3-trifluoromethylphenyl)pyrazole 
• 1262406-08-5 4-(trifluoromethyl)-3-(3-(trifluoromethyl)phenyl)-1,7-dihydro-6H-pyrazolo[3,4-b]pyridin-6-one 
• 1359871-79-6 (2-amino-4-(3,5-bis(trifluoromethyl)phenyl)-5-methylthiophen-3-yl)(3-(trifluoromethyl)phenyl)methanone 
• 1359871-64-9 (2-amino-4-(3-(trifluoromethyl)phenyl)thiophen-3-yl)(3-trifluoromethylphenyl)methanone 

Relevant articles and documents

SPIROUREA DERIVATIVES

The invention relates to compounds of Formula (I) wherein X1, X2, X3, Y, R1, R2A, R2B, R3, and R4 are as described in the description; to their preparation, to pharmaceutically acceptable salts thereof, to pharmaceutical compositions containing one or more compounds of Formula (I), and to the use of such compounds as medicaments, especially as Kv7 openers.

Palladium-Catalyzed Carbonylative α-Arylation of tert -Butyl Cyanoacetate with (Hetero)aryl Bromides

A three-component coupling protocol has been developed for the generation of 3-oxo-3-(hetero)arylpropanenitriles via a carbonylative palladium-catalyzed α-arylation of tert-butyl 2-cyanoacetates with (hetero)aryl bromides followed by an acid-mediated decarboxylation step. Through the combination of only a stoichiometric loading of carbon monoxide and mild basic reaction conditions such as MgCl2 and dicyclohexylmethylamine for the deprotonation step, an excellent functional group tolerance was ensured for the methodology. Through the use of 13C-labeled carbon monoxide generated from 13COgen, the corresponding 13C-isotopically labeled β-ketonitriles were obtained, and these products could subsequently be converted into cyanoalkynes and 3-cyanobenzofurans with site specific 13C-isotope labeling. (Chemical Equation Presented).

Synthesis and biological effects of a new series of 2-amino-3-benzoylthiophenes as allosteric enhancers of A1-adenosine receptor

New derivatives of PD 81,723, an allosteric enhancer of agonist binding to the A1-adenosine receptor, have been synthesized and evaluated in an intact cell assay. Compounds 3a, 3o and 3p appeared to be more potent than PD 81,723 and at a concentration of 0.1 μM caused significant reductions of cAMP content of CHO cells expressing the human A1-adenosine receptor. Compounds 4e and 4o appeared to be allosteric enhancers at a low concentration and antagonists at a higher concentration, whereas compounds 3c, 3g, 3s and 4l appeared to be weak antagonists that are also allosteric enhancers at the higher concentration of 10 μM. (C) 2000 Elsevier Science Ltd.