62128-38-5

Basic information

• Product Name: (4-Chlorophenyl)-(1H-pyrrol-3-yl)methanone
• Synonyms: 3-(4-Chlorobenzoyl)-1H-pyrrole
• CAS NO: 62128-38-5
• Molecular Formula: C₁₁H₈ClNO
• Molecular Weight: 205.64
• Mol File: 62128-38-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 375.846°C at 760 mmHg
• Flash Point: 181.106°C
• Appearance: /
• Density: 1.303g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (4-Chlorophenyl)-(1H-pyrrol-3-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Chlorophenyl)-(1H-pyrrol-3-yl)methanone(62128-38-5)
• EPA Substance Registry System: (4-Chlorophenyl)-(1H-pyrrol-3-yl)methanone(62128-38-5)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 62128-38-5(Hazardous Substances Data)

Usage

General Description

(4-Chlorophenyl)-(1H-pyrrol-3-yl)methanone, also known as 4-CPM, is a chemical compound that belongs to the class of ketones. It is an organic compound with the molecular formula C11H8ClNO and a molecular weight of 211.64 g/mol. 4-CPM is a white to light yellow crystalline powder at room temperature and is insoluble in water but soluble in organic solvents. It is primarily used in the research and development of pharmaceuticals and agrochemicals. This chemical may also have potential applications in medicinal chemistry as a building block for the synthesis of various biologically active compounds. However, its specific properties, uses, and potential hazards should be thoroughly investigated before handling or using this compound.

InChI:InChI=1/C11H8ClNO/c12-10-3-1-8(2-4-10)11(14)9-5-6-13-7-9/h1-7,13H

Upstream product

• 13169-71-6 2-(4-chlorobenzoyl)pyrrole 
• 97188-31-3 (1-benzenesulfonyl-1H-pyrrol-3-yl)-(4-chlorophenyl)methanone 
• 124-41-4 sodium methylate 
• 122-01-0 4-chloro-benzoyl chloride 

Downstream Products

• 147089-09-6 (4-Chloro-phenyl)-{5-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrol-3-yl}-methanone 
• 13169-71-6 2-(4-chlorobenzoyl)pyrrole 
• 147088-92-4 [4-(4-Chloro-benzoyl)-1H-pyrrol-2-yl]-(4-chloro-phenyl)-methanone 
• 156026-81-2 (E)-3-[3-(4-Chloro-benzoyl)-pyrrol-1-yl]-acrylic acid ethyl ester 
• 156026-85-6 (E)-3-{3-[(4-Chloro-phenyl)-hydroxy-methyl]-pyrrol-1-yl}-acrylic acid ethyl ester 
• 156026-89-0 (E)-3-{3-[(4-Chloro-phenyl)-imidazol-1-yl-methyl]-pyrrol-1-yl}-acrylic acid ethyl ester 
• 156026-97-0 3-[(4-Chloro-phenyl)-imidazol-1-yl-methyl]-1'H-[1,3']bipyrrolyl-4'-carboxylic acid 
• 156026-93-6 3-[(4-Chloro-phenyl)-imidazol-1-yl-methyl]-1'H-[1,3']bipyrrolyl-4'-carboxylic acid ethyl ester 
• 78758-76-6 3-(4-chlorobenzyl)-1H-pyrrole 
• 1314253-72-9 C₁₈H₁₅BrClN 

Relevant articles and documents

Antimalarial activity of natural and synthetic prodiginines

Prodiginines are a family of linear and cyclic oligopyrrole red-pigmented compounds. Herein we describe the in vitro antimalarial activity of four natural (IC50 = 1.7-8.0 nM) and three sets of synthetic prodiginines against Plasmodium falciparum. Set 1 compounds replaced the terminal nonalkylated pyrrole ring of natural prodiginines and had diminished activity (IC 50 > 2920 nM). Set 2 and set 3 prodiginines were monosubstituted or disubstituted at either the 3 or 5 position of the right-hand terminal pyrrole, respectively. Potent in vitro activity (IC50 = 0.9-16.0 nM) was observed using alkyl or aryl substituents. Metacycloprodiginine and more potent synthetic analogues were evaluated in a P. yoelii murine patent infection using oral administration. Each analogue reduced parasitemia by more than 90% after 25 (mg/kg)/day dosing and in some cases provided a cure. The most favorable profile was 92% parasite reduction at 5 (mg/kg)/day, and 100% reduction at 25 (mg/kg)/day without any evident weight loses or clinical overt toxicity.

Antifungal agents. VIII. Synthesis and antifungal activities of bipyrryl analogues of bifonazole

Various bipyrryl analogues of bifonazole were synthesized starting from aryl-3-pyrryl-1-imidazolylmethanes. The introduction of a second pyrryl portion was performed by linking an acrylate moiety at 1-position of the pyrrole ring and then by treatment with TosMIC. The bipyrryl esters were hydrolyzed and decarboxylated to afford the required imidazoles. All new imidazole derivatives were tested against Candida albicans and Candida spp using as standard controls miconazole, bifonazole and ketoconazole.

Pyrrole chemistry. XXVIII. Substitution reactions of 1-(phenylsulfonyl)pyrrole and some derivatives

The preparative value of the 1-(phenylsulfonyl) N-blocking and directing group for the synthesis of 3-acylpyrroles has been further evaluated.Acetylation and benzoylation are strongly regiospecific and give good yields.However, the regiospecificity is not general and other substitution reactions give mixtures of 2- and 3-substitution or even mostly 2-substitution.Friedel and Crafts tert-butylation gives 3-tert-butyl-1-(phenylsulfonyl)pyrrole and provides a useful route to tert-butylpyrrole, but ethylation and isopropylation give mixtures.Acylations of 2- and 3-alkyl-1-(phenylsulfonyl)pyrroles show little evidence of useful regiospecificity.