97188-31-3

Basic information

• Product Name: 1H-Pyrrole, 3-(4-chlorobenzoyl)-1-(phenylsulfonyl)-
• CAS NO: 97188-31-3
• Molecular Formula: C17H12ClNO3S
• Molecular Weight: 345.806
• Mol File: 97188-31-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 3-(4-chlorobenzoyl)-1-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 3-(4-chlorobenzoyl)-1-(phenylsulfonyl)-(97188-31-3)
• EPA Substance Registry System: 1H-Pyrrole, 3-(4-chlorobenzoyl)-1-(phenylsulfonyl)-(97188-31-3)

Safety Data

• Hazardous Substances Data: 97188-31-3(Hazardous Substances Data)

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 16851-82-4 N-phenylsulfonylpyrrole 
• 122-01-0 4-chloro-benzoyl chloride 

Downstream Products

• 1314253-72-9 C₁₈H₁₅BrClN 
• 1314253-29-6 C₁₃H₁₀ClNO₂ 
• 1314253-32-1 C₁₈H₂₀ClNO₂ 
• 1314253-42-3 C₁₈H₁₁ClFNO₂ 
• 1314253-43-4 C₁₈H₁₁BrClNO₂ 
• 78758-76-6 3-(4-chlorobenzyl)-1H-pyrrole 
• 123124-58-3 α,α-bis(4-chlorophenyl)-1H-pyrrole-3-methanol 
• 147089-56-3 2,4-Bis-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole 
• 147089-35-8 4-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-2-[2-(4-chloro-phenyl)-benzo[1,3]oxathiol-2-yl]-1H-pyrrole 
• 147089-45-0 (4-Chloro-phenyl)-{4-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrol-2-yl}-methanone 
• 147089-09-6 (4-Chloro-phenyl)-{5-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrol-3-yl}-methanone 
• 147088-92-4 [4-(4-Chloro-benzoyl)-1H-pyrrol-2-yl]-(4-chloro-phenyl)-methanone 
• 147089-27-8 3-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole 
• 156026-93-6 3-[(4-Chloro-phenyl)-imidazol-1-yl-methyl]-1'H-[1,3']bipyrrolyl-4'-carboxylic acid ethyl ester 

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.

1-arylsulfonyl-3-(α-hydroxybenzyl)-1H-pyrroles, a novel class of anti-HIV-1 reverse transcriptase inhibitors

Various 1-arylsulfonyl-3-(α-hydroxybenzyl)-1H-pyrroles were prepared by Friedel-Crafts reaction of 1-arylsulfonyl-1H-pyrroles with aroylchlorides in the presence of aluminum trichloride, followed by reduction of the ketones to the required carbinols. The compounds were identified as a novel class of non-nucleoside HIV-1 reverse transcriptase inhibitors characterized by the presence of a diarylcarbinol moiety, a chemical feature that strictly correlates with the anti-HIV-1 activity.

General Methods for Synthesizing 2,4-Diacylpyrroles and their Precursors Containing One or Two Masked Acyl Groups

A thorough study of the synthesis of 2,4-diacylpyrroles by direct acylation of pyrrole and 2- and 3-acylpyrroles is reported.Among these, Friedel-Crafts acylation of 3-acylpyrroles is the most general and advantageous method because it utilises easily accessible starting materials.In addition it is always regiospecific and readily provides 2,4-diacylpyrroles containing identical or different acyl groups in very high yields (81-100percent) under mild conditions, Alternative procedures concern the synthesis of precursors of 2,4-diacylpyrroles containing one or two acyl groups masked by a 1,3-benzodithiolyl or 1,3-benzoxathiolyl group and subsequent hydrolysis with HgO-35percent aq.HBF4-Me2SO.Overall yields are always good (52-60percent).Indirect acylation constitutes a secure complement to direct acylation when it is necessary to operate in the presence of protected acyl groups.