1200446-04-3

Basic information

• Product Name: (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide
• Synonyms: (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide
• CAS NO: 1200446-04-3
• Molecular Weight: 544.598
• Mol File: 1200446-04-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide(1200446-04-3)
• EPA Substance Registry System: (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxamide(1200446-04-3)

Safety Data

• Hazardous Substances Data: 1200446-04-3(Hazardous Substances Data)

Upstream product

• 89380-77-8 methyl 3-hydroxy-5-nitrothiothiophene-2-carboxylate 
• 1276687-26-3 methyl (+/-)-5-nitro-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 1276687-43-4 methyl (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 1276687-38-7 tert-butyl (+/-)-4-(1-(5-(methoxycarbonyl)-4-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophen-2-yl)-1H-benzo[d]imidazol-6-yloxy)piperidine-1-carboxylate 
• 1276687-36-5 methyl (+/-)-5-(6-hydroxy-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 1276687-32-1 methyl (+/-)-5-(6-(4-methoxybenzyloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 1276687-28-5 methyl (+/-)-5-(5-(4-methoxybenzyloxy)-2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 1276687-27-4 methyl (+/-)-5-amino-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 

Relevant articles and documents

Benzimidazole inhibitors induce a DFG-out conformation of never in mitosis gene a-related kinase 2 (Nek2) without binding to the back pocket and reveal a nonlinear structure-activity relationship

We describe herein the structure-activity relationship (SAR) and cocrystal structures of a series of Nek2 inhibitors derived from the published polo-like kinase 1 (Plk1) inhibitor (R)-1. Our studies reveal a nonlinear SAR for Nek2 and our cocrystal structures show that compounds in this series bind to a DFG-out conformation of Nek2 without extending into the enlarged back pocket commonly found in this conformation. These observations were further investigated, and structure-based design led to Nek2 inhibitors derived from (R)-1 with more than a hundred-fold selectivity against Plk1.