4778-75-0

Basic information

• Product Name: 1H-Pyrrole-2-carboxamide, N-phenyl-
• Synonyms: Pyrrol-2-carbanilid;pyrrole-2-carboxylic acid anilide;Pyrrol-2-carbonsaeure-anilid;1H-Pyrrole-2-carboxylic acid phenylamide
• CAS NO: 4778-75-0
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• Mol File: 4778-75-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 181 - 182 °C
• CAS DataBase Reference: 1H-Pyrrole-2-carboxamide, N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2-carboxamide, N-phenyl-(4778-75-0)
• EPA Substance Registry System: 1H-Pyrrole-2-carboxamide, N-phenyl-(4778-75-0)

Safety Data

• Hazardous Substances Data: 4778-75-0(Hazardous Substances Data)

Usage

Molecular weight

186.21 g/mol

Chemical class

Pyrrole carboxamides

Industrial applications

Building block for the synthesis of pharmaceuticals and agrochemicals

Biological activities

Anti-inflammatory and anticancer properties

Unique chemical reactivity

N-phenyl substitution on the pyrrole carboxamide structure

Value in drug discovery

Potential use in the development of new drugs due to its unique chemical and biological properties

Upstream product

• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 62-53-3 aniline 
• 634-97-9 pyrrole-2-carboxyl acid 
• 5427-82-7 1H-pyrrole-2-carbonyl chloride 
• 1315282-52-0 N-(2-bromo-4-chlorophenyl)-1H-pyrrole-2-carboxamide 
• 109-97-7 pyrrole 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 1353565-39-5 5-phenyl-3-(tetrahydro-2H-pyran-2-yl)pyrrolo[1',2':1,6]pyrazino[2,3-d]pyridazine-4,6(3H,5H)-dione 
• 1353565-27-1 5-phenyl-2-(tetrahydro-2H-pyran-2-yl)pyrrolo[1',2':1,6]pyrazino[2,3-d]pyridazine-1,6(2H,5H)-dione 

Relevant articles and documents

New pyrrole inhibitors of monoamine oxidase: Synthesis, biological evaluation, and structural determinants of MAO-A and MAO-B selectivity

A series of new pyrrole derivatives have been synthesized and evaluated for their monoamine oxidase (MAO) A and B inhibitory activity and selectivity. N-Methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine (7) and N-(2-benzyl),N-(1- methylpyrrol-2-ylmethyl)amine

Substrate Controlled Regioselective Bromination of Acylated Pyrroles Using Tetrabutylammonium Tribromide (TBABr3)

Electrophilic bromination of pyrroles bearing carbonyl substituents at C-2 typically results in a mixture of the 4- and 5-brominated species, generally favoring the 4-position. Herein, we describe a substrate-controlled regioselective bromination in which

Synthesis of 6-substituted 2-pyrrolyl and indolyl benzoxazoles by intramolecular O-arylation in photostimulated reactions

The synthesis of a series of 6-substituted 2-pyrrolyl and 2-indolyl benzoxazoles by photostimulated C-O cyclization of anions from 2-pyrrole carboxamides, 2-indole carboxamides, or 3-indole carboxamides has been found to proceed in good to excellent yields (41-100%) in DMSO and liquid ammonia. The pyrrole and indole carboxamides are obtained in good to very good isolated yields by an amidation reaction of different 2-haloanilines with 2-carboxylic acid of pyrrole and 2- or 3-carboxylic acid of indole. To explain the regiochemical outcome of these reactions (C-O arylation vs C-N or C-C arylation), a theoretical analysis was performed using DFT methods and the B3LYP functional.