71993-21-0

Basic information

• Product Name: 2-CHLORO-N-(2-CYANOPHENYL)ACETAMIDE
• Synonyms: ASISCHEM Z95861;2-CHLORO-N-(2-CYANOPHENYL)ACETAMIDE;2-CHLORO-2'-CYANOACETANILIDE;2-chloro-N-(2-cyanophenyl)ethanamide
• CAS NO: 71993-21-0
• Molecular Formula: C₉H₇ClN₂O
• Molecular Weight: 194.62
• Mol File: 71993-21-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-CHLORO-N-(2-CYANOPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(2-CYANOPHENYL)ACETAMIDE(71993-21-0)
• EPA Substance Registry System: 2-CHLORO-N-(2-CYANOPHENYL)ACETAMIDE(71993-21-0)

Safety Data

• Hazardous Substances Data: 71993-21-0(Hazardous Substances Data)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 1885-29-6 anthranilic acid nitrile 
• 21642-45-5 2-(2-chloro-acetylamino)-benzaldehyde-oxime 
• 3398-07-0 2-aminobenzaldehyde oxime 

Downstream Products

• 129011-89-8 2-<(2-Cyanophenylaminocarbonyl)methyl>isochinolinium-chlorid 
• 124476-86-4 4,6-Diamino-1-o-cyanphenyl-2-oxo-2,3-dihydropyrrolo<2,3-b>pyridin-5-carbonitril 
• 177355-84-9 N²,N⁴-dibenzylquinazoline-2,4-diamine 
• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 3817-05-8 2-(chloromethyl)quinazolin-4(3H)-one 
• 129011-88-7 3-Carbamoyl-1-<(2-cyanophenylaminocarbonyl)methyl>pyridinium-chlorid 
• 151546-27-9 2-(Iodacetylamino)benzonitril 
• 116473-73-5 1,4-Bis-(o-cyanphenyl)-piperazin-2,5-dion 

Relevant articles and documents

Antidiabetic compounds

Compounds for the treatment of hyperglycemia and/or diabetes are provided. The compounds, which inhibit the enzyme dipeptidyl peptidase (DPP-4), are based on the structure where X may be present or absent an may be OH, Ar is an aryl group; and n ranges from 0 to 5.

Copper-catalyzed oxidative ring closure of ortho-cyanoanilides with hypervalent iodonium salts: Arylation-ring closure approach to iminobenzoxazines

A novel, highly modular synthetic methodology with high functional group tolerance was developed for the construction of iminobenzoxazine derivatives from ortho-cyanoanilides and diaryliodonium triflates via an oxidative arylation-cyclization path. The reaction is supposed to involve the formation of highly active aryl-copper(III) species. In this novel transformation, copper(II) triflate was used as catalyst in 1,2-dichloroethane or ethyl acetate and the reaction takes place at 75 °C in 2-16 h.

Discovery, synthesis and biological evaluation of 2-(4-(N-phenethylsulfamoyl)phenoxy)acetamides (SAPAs) as novel sphingomyelin synthase 1 inhibitors

Sphingomyelin synthase (SMS) has been proved to be a potential drug target for the treatment of atherosclerosis. However, few SMS inhibitors have been reported. In this paper, structure-based virtual screening was performed on hSMS1. SAPA 1a was discovered as a novel SMS1 inhibitor with an IC50 value of 5.2 μM in enzymatic assay. A series of 2-(4-(N-phenethylsulfamoyl)phenoxy)acetamides (SAPAs) were synthesized and their biological activities toward SMS1 were evaluated. Among them, SAPA 1j was found to be the most potent SMS1 inhibitor with an IC50 value of 2.1 μM in in vitro assay. The molecular docking studies suggested the interaction modes of SMS1 inhibitors and PC with the active site of SMS1. Site-directed mutagenesis validated the involvement of residues Arg342 and Tyr338 in enzymatic sphingomyelin production. The discovery of SAPA derivatives as a novel class of SMS1 inhibitors would advance the development of more effective SMS1 inhibitors.