170939-09-0

Basic information

• Product Name: (4-CHLOROPHENYL)(4-PHENYL-1H-PYRROL-3-YL)METHANONE
• Synonyms: (4-CHLOROPHENYL)(4-PHENYL-1H-PYRROL-3-YL)METHANONE
• CAS NO: 170939-09-0
• Molecular Formula: C₁₇H₁₂ClNO
• Molecular Weight: 281.74
• Mol File: 170939-09-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4-CHLOROPHENYL)(4-PHENYL-1H-PYRROL-3-YL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLOROPHENYL)(4-PHENYL-1H-PYRROL-3-YL)METHANONE(170939-09-0)
• EPA Substance Registry System: (4-CHLOROPHENYL)(4-PHENYL-1H-PYRROL-3-YL)METHANONE(170939-09-0)

Safety Data

• Hazardous Substances Data: 170939-09-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 956-02-5 4'-chlorochalcone 
• 99-91-2 para-chloroacetophenone 
• 22966-22-9 (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one 

Relevant articles and documents

Pyrrolo[1,2-a]quinoxalines from chalcones: An alternate route

The synthesis of 2,4-disubstituted pyrrolo[1,2-a]quinoxalines from chalcones is reported. The key steps used are polyphosphoric acid (PPA) assisted acyl rearrangement of the pyrrole ring and Fe catalyzed reduction-cyclization leading to 2,4-disubstituted

Lithium hydroxide mediated synthesis of 3,4-disubstituted pyrroles

LiOH·H2O in ethanol was found to be an effective reagent for the synthesis of 3,4-disubstituted pyrrole derivatives by the van Leusen method. In situ formation of chalcones from aromatic aldehydes and enolisable ketones, and their subsequent reaction with tosylmethyl isocyanide resulted in the formation and precipitation of pyrrole derivatives from the reaction medium, in good yields. The solvation effect of the polar medium facilitates the reaction. The Royal Society of Chemistry 2013.

Antifungal agents. 9. 3-Aryl-4-[α-(1H-imidazol-1-yl)arylmethyl]pyrroles: A new class of potent anti-Candida agents

A new class of potent antifungal agents, namely, 3-aryl-4-[α-(1H- imidazol-1-yl)arylmethyl]-pyrroles, is described. These compounds are related to bifonazole and pyrrolnitrin, two compounds belonging to the class of antimycotic drugs. The synthesis of the title pyrroles has been performed starting from 1,3-diaryl-2-propen-1-ones, which were reacted with tosylmethyl isocyanide to give 3-aroyl-4-arylpyrroles. Reduction of the resulting compounds by lithium aluminum hydride furnished the related alcohols, which were treated with 1,1'-carbonyldiimidazole to afford the required imidazole derivatives. Forty-four new pyrroles which incorporate an (arylmethyl)imidazole moiety in the 3-arylpyrrole structure were prepared by the above procedure and tested in vitro against Candida albicans and Candida spp. Among test compounds, 10 were found to be highly active against C. albicans. The most active derivative (27) was twice as potent (MIC90) as bifonazole, and its activity was 4 times greater than those of miconazole and ketoconazole. The other nine compounds showed antifungal activity of the same order of that of bifonazole and were ca. 2 times as active as miconazole and ketoconazole. Derivatives 21 and 27 tested in vivo against C. albicans A170 were shown to be highly effective in rabbit skin candidosis. Pharmacological studies on compounds 27 and other related pyrroles (19, 35, 36, 38, 39, and 49) are in progress to select one of them as a potential candidate for clinical experiments.