433-94-3

Basic information

• Product Name: 2-AMINO-3-CHLOROBENZOTRIFLUORIDE
• Synonyms: 2-AMINO-1-CHLORO-3-TRIFLUOROMETHYLBENZENE;2-AMINO-3-CHLOROBENZOTRIFLUORIDE;2-AMINO-3-CHLORO-ALFA,ALFA,ALFA-TRIFLUOROTOLUENE;2-CHLORO-6-TRIFLUOROMETHYLANILINE;2-AMino-3-chlorobenzotrifluoride[2-Chloro-6-(trifluoroMethyl)aniline];2- aMino-3-CL threefluorine toluene;Benzenamine,2-chloro-6-(trifluoromethyl)-
• CAS NO: 433-94-3
• Molecular Formula: C₇H₅ClF₃N
• Molecular Weight: 195.57
• EINECS: 207-091-8
• Mol File: 433-94-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 39 °C
• Flash Point: 39-40°C/0.1mm
• Appearance: /
• Density: 1.42
• Vapor Pressure: 0.451mmHg at 25°C
• Refractive Index: 1.4960-1.4990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -0.48±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-3-CHLOROBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3-CHLOROBENZOTRIFLUORIDE(433-94-3)
• EPA Substance Registry System: 2-AMINO-3-CHLOROBENZOTRIFLUORIDE(433-94-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-65
• Safety Statements: 26-36/37/39-36
• RIDADR: UN2810
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 433-94-3(Hazardous Substances Data)

Usage

Description

2-Amino-3-chlorobenzotrifluoride is an organic compound characterized by the presence of an amino group, a chlorine atom, and a trifluoromethyl group attached to a benzene ring. It is a versatile chemical intermediate with potential applications in various industries due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Amino-3-chlorobenzotrifluoride is used as a molecular determinant for the selective inhibition of cyclooxygenase-2 (COX-2) by lumiracoxib. This application is significant because COX-2 inhibition is a common target for anti-inflammatory and pain relief medications, making 2-Amino-3-chlorobenzotrifluoride a valuable component in the development of such drugs.
Additionally, due to its unique chemical structure, 2-Amino-3-chlorobenzotrifluoride may have potential applications in other areas of the pharmaceutical industry, such as the synthesis of other drug candidates or as a building block for more complex molecules with specific biological activities.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Amino-3-chlorobenzotrifluoride can be utilized as a starting material or intermediate for the production of various organic compounds. Its reactive functional groups allow for further modification and incorporation into more complex molecules, making it a valuable asset in the synthesis of specialty chemicals, agrochemicals, and other industrial products.
Used in Material Science:
The unique combination of chlorine, amino, and trifluoromethyl groups in 2-Amino-3-chlorobenzotrifluoride may also make it a candidate for the development of new materials with specific properties. For example, it could be used in the design of novel polymers, coatings, or adhesives with enhanced performance characteristics, such as improved thermal stability, chemical resistance, or adhesion properties.

InChI:InChI=1/C7H5ClF3N/c8-5-3-1-2-4(6(5)12)7(9,10)11/h1-3H,12H2

Upstream product

• 361-17-1 N-(2-chloro-6-trifluoromethyl-phenyl)-phthalimide 
• 75-63-8 Bromotrifluoromethane 
• 106-47-8 4-chloro-aniline 
• 95-51-2 o-chloroaniline 
• 19348-45-9 N-(2-chloro-6-methyl-phenyl)-phthalimide 
• 124421-17-6 2-(trichloromethyl)-6-chlorophenyl phthalimide 
• 87-63-8 2-chloro-6-methylaniline 
• 2314-97-8 iodotrifluoromethane 
• 83753-56-4 pyridine-2-carboxylic acid N-(2-chlorophenyl)amide 

Downstream Products

• 141474-47-7 N-(2-chloro-6-(trifluoromethyl)phenyl)acetamide 
• 871326-61-3 (2-chloro-6-trifluoromethyl-phenyl)-thiourea 
• 124421-02-9 1-(2-Chloro-6-trifluoromethyl-phenyl)-3-pyridin-4-yl-urea 
• 870703-71-2 4-bromo-2-chloro-6-(trifluoromethyl)aniline 
• 1393843-21-4 2-(2-chloro-6-fluorophenyl)-N-[2-chloro-6-(trifluoromethyl)phenyl]-4,4-dimethyl-1,4-dihydrochromeno[3,4-d]imidazole-7-carboxamide 
• 2965-99-3 C₁₄H₈Cl₂F₃NO₂ 
• 1207315-84-1 2-chloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)aniline 
• 874814-70-7 2-chloro-6-trifluoromethylbenzenesulfonyl chloride 

Relevant articles and documents

Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines

A simple protocol for the synthesis of 2-(trifluoromethyl)aniline derivatives through a coordinating activation strategy was developed. The reaction showed good reactivity and gave the target products in moderate to good yields. Pleasingly, the directing group could be recovered in excellent yield. Furthermore, this strategy allowed efficient access to the synthesis of floctafenine. A single-electron-transfer mechanism was proposed to be responsible for this trifluoromethylation reaction.

N-phenyl-N'-pyridinylureas as anticonvulsant agents

A series of N-phenyl-N'-pyridinylureas was examined for anticonvulsant activity. Extensive structure/activity investigations revealed optimal activity in the N-(2,6-disubstituted-phenyl)-N'-(4-pyridinyl)urea series, with 37 exhibiting the best overall anticonvulsant profile. Compound 37 was effective against seizures induced by maximal electroshock but did not protect mice from clonic seizures produced by the convulsant pentylenetetrazol. The overall pharmacological profile suggests that 37 would be of therapeutic use in the treatment of generalized tonic-clonic and partial seizures. Compound 37 was selected for Phase 1 clinical trials.

Perfluoroalkylation of Anilines in the Presence of Zinc and Sulphur Dioxide

Arylamines are transformed into their ortho- and para-trifluoromethyl derivatives by the action of trifluoromethyl bromide under slight pressure in the presence of 0.15 equiv. of zinc and sulphur dioxide in dimethylformamide.