211817-56-0

Basic information

• Product Name: 6-amino-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide
• Synonyms: 6-amino-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide
• CAS NO: 211817-56-0
• Molecular Weight: 266.302
• Mol File: 211817-56-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 6-amino-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide(211817-56-0)
• EPA Substance Registry System: 6-amino-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide(211817-56-0)

Safety Data

• Hazardous Substances Data: 211817-56-0(Hazardous Substances Data)

Upstream product

• 5626-75-5 Δ^2,α-Pyrrolidinemalononitrile 
• 587-65-5 N-chloroacetyl-aniline 
• 62-53-3 aniline 

Downstream Products

• 1214880-12-2 3-(4-oxo-9-(phenylcarbamoyl)-4,5,6,7-tetrahydro-1Hpyrimido[5,4-a]pyrrolizin-2-yl) acrylic acid 
• 1214880-15-5 3-(4-oxo-9-(phenylcarbamoyl)-4,5,6,7-tetrahydro-1H-pyrimido[5,4-a]pyrrolizin-2-yl)propanoic acid 
• 1214880-09-7 7-cyano-6-(1,3-dioxoisoindolin-2-yl)-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1214880-06-4 6,13-dioxo-N-phenyl-7,8,9,13-tetrahydro-7H-pyrrolizino[1',2':5,6]pyrimido[2,1-a]isoindole-11-carboxamide 
• 1214879-94-3 7-cyano-6-[(4-methoxybenzylidene)amino]-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1214879-97-6 7-cyano-6-[(4-hydroxy-3-methoxybenzylidene)amino]-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1214880-00-8 7-cyano-6-[2-(4-isobutylphenyl)propionylamino]-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1259234-90-6 7-cyano-6-(2-oxopyrrolidino)-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 
• 1259234-87-1 6-(4-chlorobutyrylamino)-7-cyano-N-phenyl-2,3-dihydro-1H-pyrrolizine-5-carboxamide 

Relevant articles and documents

Pharmacophore-based virtual screening, synthesis, biological evaluation, and molecular docking study of novel pyrrolizines bearing urea/thiourea moieties with potential cytotoxicity and CDK inhibitory activities

In the current study, virtual screening of a small library of 1302 pyrrolizines bearing urea/thiourea moieties was performed. The top-scoring hits were synthesised and evaluated for their cytotoxicity against three cancer (MCF-7, A2780, and HT29) and one normal (MRC-5) cell lines. The results of the MTT assay revealed potent cytotoxic activities for most of the new compounds (IC50 = 0.16–34.13 μM). The drug-likeness study revealed that all the new compounds conform to Lipinski’s rule. Mechanistic studies of compounds 18 b, 19a, and 20a revealed the induction of apoptosis and cell cycle arrest at the G1 phase in MCF-7 cells. The three compounds also displayed potent inhibitory activity against CDK-2 (IC50 = 25.53–115.30 nM). Moreover, the docking study revealed a nice fitting of compound 19a into the active sites of CDK-2/6/9. These preliminary results suggested that compound 19a could serve as a promising scaffold in the discovery of new potent anticancer agents.

Optimization of pyrrolizine-based Schiff bases with 4-thiazolidinone motif: Design, synthesis and investigation of cytotoxicity and anti-inflammatory potency

Two new series of pyrrolizine-5-carboxamides were synthesized and evaluated for their anticancer and anti-inflammatory activities. The new compounds exhibited potent cytotoxicity (IC50 = 0.10–22.96 μM) against three cancer (MCF-7, A2780 and HT2

Pyrrolizines: Design, synthesis, anticancer evaluation and investigation of the potential mechanism of action

A novel set of pyrrolizine-5-carboxamides has been synthesized and evaluated for their anticancer potential against human breast MCF-7, lung carcinoma A549 and hepatoma Hep3B cancer cell lines. Compound 10c was the most active against MCF-7 with IC50