114153-36-5

Basic information

• Product Name: N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE
• Synonyms: N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE;N-(3-Chloro-2-Methylphenyl)-2,2-diMethylpropanaMide
• CAS NO: 114153-36-5
• Molecular Formula: C₁₂H₁₆ClNO
• Molecular Weight: 225.71
• Mol File: 114153-36-5.mol

Chemical Properties

• Melting Point: 104 °C(Solv: hexane (110-54-3))
• Boiling Point: 344.0±30.0 °C(Predicted)
• Appearance: /
• Density: 1.126±0.06 g/cm3(Predicted)
• PKA: 14.46±0.70(Predicted)
• CAS DataBase Reference: N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE(114153-36-5)
• EPA Substance Registry System: N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE(114153-36-5)

Safety Data

• Hazardous Substances Data: 114153-36-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE is used as a protected substituted aniline for the synthesis of more complex pharmaceutical compounds. Its protective group plays a crucial role in the development of advanced drugs with improved efficacy and safety profiles.
Specifically, it is used in the synthesis of Dasatinib (D193600), a potent tyrosine kinase inhibitor that targets multiple oncogenic pathways, making it an effective treatment for various types of cancer. The protective group in N-(3-CHLORO-2-METHYL-PHENYL)-2,2-DIMETHYL-PROPIONAMIDE allows for the selective functionalization of the molecule, enabling the creation of Dasatinib with high purity and potency.

Upstream product

• 3282-30-2 pivaloyl chloride 
• 87-60-5 3-chloro-2-methylbenzenamine 

Downstream Products

• 114060-14-9 3-Chloro-6-chloromethyl-2-methyl-phenylamine; hydrochloride 

Relevant articles and documents

Twofold C-H functionalization: Palladium-catalyzed ortho arylation of anilides

(Chemical Equation Presented) The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAc)2, 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.

Substituted cinnoline derivatives as CNS depressants

The present invention comprises certain amide and ester derivatives of 4-substituted-cinnoline-3-carboxylic acids and 3-acyl-4-substituted-cinnoline derivatives, and their use as central nervous system (CNS) depressants.

Substituted 2-anilines as Potential Inhibitors of H+/K+ ATPase

A series of substituted 2-anilines were synthesized as potential inhibitors of the acid secretory enzyme H+/K+ ATPase.Substitutions on the aniline nitrogen atom resulted in potent enzyme inhibition in vitro but weak activity in gastric fistula dogs.Electron-donating substituents on the aniline ring enhanced in vitro and in vivo potency relative to the unubstituted analogue.The potency showed a correlation to the calculated pKa of the aniline nitrogen atom.Substitutions on the aniline and benzimidazole rings did not further enhance potency.Di- and trisubstituted aniline derivatives were potent inhibitors of the enzyme system.The preferred combination of substituents were a methoxy group on the benzimidazole ring and a single alkyl group on the aniline ring.One such compound, 76, was an effective inhibitor of acid secretion in the dog and was selected for further pharmacological study.