4778-75-0

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

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

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 academic research and scientific papers

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

An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule

Here is reported the first example of an organocatalyzed coupling between pyrrole and isocyanates in a nanoconfined space. The hexameric resorcinarene capsule C is able to catalyze the direct coupling between isocyanates and pyrroles to give amidopyrroles

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

PYRROLOTRIAZINONE DERIVATIVES AS PI3K INHIBITORS

New pyrrolotriazinone derivatives having the chemical structure of formula (I), are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks)

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.

PYRROLOTRIAZINONE DERIVATIVES AS PI3K INHIBITORS

New pyrrolotriazinone derivatives having the chemical structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks).

Pyrrolotriazinone derivatives as PI3K inhibitors

New pyrrolotriazinone derivatives having the chemical structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks)

Synthesis of pyrrole and indole quinoxalinone and oxazinone derivatives by intramolecular copper-catalyzed reactions

Intramolecular N-arylation of pyrrole and indole carboxamides and carboxylates linked with a pendant haloarene by Cu-catalyzed reactions to synthesize pyrrole and indole quinoxalinone and oxazinone derivatives is reported. The ring closure reactions were carried out by conventional heating and MW irradiation. The use of conventional heating affords moderate to good yields of the quinoxalinone and oxazinone derivatives (34-72%), while by using MW heating the best results are obtained (41-99%). The Royal Society of Chemistry 2011.