93639-12-4

Basic information

• Product Name: CYCLOPROPYL-P-NITROPHENYL KETONE
• Synonyms: CYCLOPROPYL-P-NITROPHENYL KETONE;METHANONE, CYCLOPROPYL-(4-NITROPHENYL)-
• CAS NO: 93639-12-4
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Mol File: 93639-12-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CYCLOPROPYL-P-NITROPHENYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL-P-NITROPHENYL KETONE(93639-12-4)
• EPA Substance Registry System: CYCLOPROPYL-P-NITROPHENYL KETONE(93639-12-4)

Safety Data

• Hazardous Substances Data: 93639-12-4(Hazardous Substances Data)

Upstream product

• 3481-02-5 cyclopropyl phenyl ketone 
• 555-16-8 4-nitrobenzaldehdye 
• 411235-57-9 cyclopropylboronic acid 
• 925430-09-7 tricyclopropylbismuthane 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 75-11-6 diiodomethane 
• 22731-72-2 1-(4-nitrophenyl)prop-2-en-1-one 
• 103-84-4 Acetanilid 
• 56924-11-9 1-(4-acetylaminophenyl)-4-chloro-1-butanone 
• 57189-90-9 (4-aminophenyl)(cyclopropyl)methanone 

Downstream Products

• 166337-20-8 {4-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester 
• 166337-21-9 3-[(4-Aminophenyl)cyclopropylmethyl]-5,6,7,8,9,10-hexahydro-4-hydroxy-2H-cycloocta[b]pyran-2-one 
• 166337-95-7 [4-(Cyclopropyl-hydroxy-methyl)-phenyl]-carbamic acid benzyl ester 
• 166337-94-6 (4-Cyclopropanecarbonyl-phenyl)-carbamic acid benzyl ester 
• 85562-17-0 8-<4-(4-nitrophenyl)-4-oxobutyl>-1-phenyl-1,3,8-triazaspiro<4.5>decan-4-one 
• 150717-69-4 4-(4-chlorophenyl)-1-<4-(4-nitrophenyl)-4-oxobutyl>-4-piperidinol 
• 749-02-0 spiperone 
• 52-86-8 haloperidol 
• 93639-16-8 C₁₀H₉⁽¹⁸⁾FO 
• 93639-13-5 4-chloro-4'-nitrobutyrophenone 
• 57189-90-9 (4-aminophenyl)(cyclopropyl)methanone 

Relevant articles and documents

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction between Aryl(Heteroaryl) Iodides and Tricyclopropylbismuth: Expedient Access to Aryl Cyclopropylketones

The carbonylative cross-coupling reaction between aryl and heteroaryl iodides and tricyclopropylbismuth is reported. The reaction is catalyzed by (SIPr)Pd(allyl)Cl, a NHC-palladium(II) catalyst, operates under 1 atm of carbon monoxide and tolerates a wide range of functional groups. The use of lithium chloride was found to provide higher yields of the desired aryl cyclopropylketones. The conditions were also applied to the carbonylative cross-coupling of an iodoalkene to afford the corresponding alkenyl cyclopropylketone.

Copper-catalyzed arylation of arylboronic acids with aldehydes

A novel copper-catalyzed arylation of arylboronic acids with aldehydes under oxygen atmosphere was achieved in the presence of Cu(OTf)2 and Xantphos, affording diaryl ketone derivatives in moderate to good yields. The efficiency of this reaction was demonstrated by the compatibility with fluoro, bromo, chloro, nitro, -methylsulfonyl, and trifluoromethyl groups. Georg Thieme Verlag Stuttgart ? New York.

Structure-based design of nonpeptidic HIV protease inhibitors: The sulfonamide-substituted cyelooctylpyranones

Recently, cyclooctylpyranone derivatives with m-carboxamide substituents (e.g. 2c) were identified as potent, nonpeptidic HIV protease inhibitors, but these compounds lacked significant antiviral activity in cell culture. Substitution of a sulfonamide group at the meta position, however, produces compounds with excellent HIV protease binding affinity and antiviral activity. Guided by an iterative structure-based drug design process, we have prepared and evaluated a number of these derivatives, which are readily available via a seven-step synthesis. A few of the most potent compounds were further evaluated for such characteristics as pharmacokinetics and toxicity in rats and dogs. From this work, the p-cyanophenyl sulfonamide derivative 35k emerged as a promising inhibitor, was selected for further development, and entered phase I clinical trials.