7126-41-2

Basic information

• Product Name: 3-BENZOYLPYRROLE
• Synonyms: 3-BENZOYLPYRROLE;PHENYL-(1H-PYRROL-3-YL)-METHANONE;Ketorolac 3-Benzoylpyrrole IMpurity;3-Benzoyl-1H-pyrrole, [(1H-Pyrrol-3-yl)carbonyl]benzene;3-benzoyl-1H-pyrrole
• CAS NO: 7126-41-2
• Molecular Formula: C₁₁H₉NO
• Molecular Weight: 171.2
• Product Categories: Azoles;blocks
• Mol File: 7126-41-2.mol
• Article Data: 20

Chemical Properties

• Melting Point: 88-90
• Boiling Point: 336.8°C at 760 mmHg
• Flash Point: 165.5°C
• Appearance: /
• Density: 1.173g/cm³
• Vapor Pressure: 0.00011mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: 2-8°C
• PKA: 15.54±0.50(Predicted)
• CAS DataBase Reference: 3-BENZOYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZOYLPYRROLE(7126-41-2)
• EPA Substance Registry System: 3-BENZOYLPYRROLE(7126-41-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Hazardous Substances Data: 7126-41-2(Hazardous Substances Data)

Usage

Description

3-Benzoylpyrrole, also known as Phenyl(1H-pyrrol-3-yl)methanone, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique molecular structure, which consists of a benzoyl group attached to a pyrrole ring. This structure endows 3-Benzoylpyrrole with specific chemical properties that make it valuable in the pharmaceutical industry.

Uses

Used in Pharmaceutical Synthesis:
3-Benzoylpyrrole is used as an intermediate in the synthesis of rac Ketorolac 6-Benzoyl Isomer (K235620), which is an isomeric impurity of Ketorolac (K235620). This application is significant because it contributes to the development of pharmaceutical compounds with potential therapeutic benefits.
In the pharmaceutical industry, 3-Benzoylpyrrole plays a vital role as a building block for the synthesis of various drugs. Its unique chemical properties allow it to be used in the creation of complex molecular structures that can target specific biological pathways, potentially leading to the development of new treatments for various diseases and conditions.
Furthermore, 3-Benzoylpyrrole's involvement in the synthesis of rac Ketorolac 6-Benzoyl Isomer highlights its importance in the production of impurity compounds. These impurities are essential for quality control and regulatory compliance in the pharmaceutical manufacturing process, ensuring the safety and efficacy of the final drug product.

InChI:InChI=1/C11H9NO/c13-11(10-6-7-12-8-10)9-4-2-1-3-5-9/h1-8,12H

Upstream product

• 109-97-7 pyrrole 
• 201230-82-2 carbon monoxide 
• 73728-29-7 para-ditritiumbenzene 
• 98-88-4 benzoyl chloride 
• 15373-02-1 4-benzoyl-1H-pyrrole-2-carboxaldehyde 
• 81453-99-8 1-(phenylsulfonyl)-3-benzoylpyrrole 
• 90971-77-0 3-benzoyl-1-(triisopropylsilyl)pyrrole 
• 103872-47-5 [1-(tert-Butyl-dimethyl-silanyl)-1H-pyrrol-3-yl]-phenyl-methanone 
• 147089-24-5 3-(2-phenyl-1,3-benzodithiol-2-yl)pyrrole 
• 874-60-2 4-methyl-benzoyl chloride 
• 139261-90-8 3-benzoyl-N-p-toluenesulfonylpyrrole 
• 405219-07-0 1-(1-diethoxymethyl-1H-pyrrole-3-yl)phenylmethanone 
• 2227-79-4 benzenecarbothioamide 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 

Downstream Products

• 153850-66-9 2,5-bis(1,3-benzodithiol-2-yl)-3-benzoylpyrrole 
• 121034-78-4 3-benzoyl-2-isopropylpyrrole 
• 121034-77-3 4-benzoyl-2-isopropylpyrrole 
• 98258-78-7 [1-(2-Benzoyl-pyrrol-1-ylmethyl)-1H-pyrrol-2-yl]-phenyl-methanone 
• 147089-06-3 4-benzoyl-2-(2-phenyl-1,3-benzodithiol-2-yl)pyrrole 
• 33234-57-0 3-benzyl-1H-pyrrole 
• 121034-76-2 4-benzoyl-2-chloropyrrole 
• 121034-75-1 4-benzoyl-2-iodopyrrole 
• 147088-89-9 2,4-dibenzoylpyrrole 
• 147088-97-9 1-(4-Benzoyl-1H-pyrrol-2-yl)-hexan-1-one 
• 156026-79-8 (E)-3-(3-Benzoyl-pyrrol-1-yl)-acrylic acid ethyl ester 
• 157769-08-9 (3-benzoylpyrrol-1-yl)acetic acid ethyl ester 
• 499214-39-0 (2,4-dibenzoylpyrrol-1-yl)acetic acid ethyl ester 
• 156210-84-3 2-methylthio-4-benzoylpyrrole 

Relevant articles and documents

Ketorolac impurity C and preparation method and application thereof

The invention discloses a ketorolac impurity C and a preparation method and application thereof. According to the method, the ketorolac impurity C is prepared by taking pyrrole as an initial raw material through a series of reactions such as substitution,

Hexafluoro-2-propanol-Promoted Intermolecular Friedel-Crafts Acylation Reaction

The intermolecular Friedel-Crafts acylation was carried out in hexafluoro-2-propanol to yield aryl and heteroaryl ketones at room temperature without any additional reagents.

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.