929278-60-4

Basic information

• Product Name: 2-Thiophenecarboxylic acid, 5-amino-3-(phenylmethoxy)-, methyl ester
• CAS NO: 929278-60-4
• Molecular Formula: C13H13NO3S
• Molecular Weight: 263.317
• Mol File: 929278-60-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Thiophenecarboxylic acid, 5-amino-3-(phenylmethoxy)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxylic acid, 5-amino-3-(phenylmethoxy)-, methyl ester(929278-60-4)
• EPA Substance Registry System: 2-Thiophenecarboxylic acid, 5-amino-3-(phenylmethoxy)-, methyl ester(929278-60-4)

Safety Data

• Hazardous Substances Data: 929278-60-4(Hazardous Substances Data)

Upstream product

• 89380-77-8 methyl 3-hydroxy-5-nitrothiothiophene-2-carboxylate 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 
• 929278-58-0 methyl 3-(benzyloxy)-5-nitrothiophene-2-carboxylate 

Downstream Products

• 1276687-29-6 methyl 3-(benzyloxy)-5-(5-(4-methoxybenzyloxy)-2-nitrophenylamino)thiophene-2-carboxylate 
• 1276687-33-2 methyl 3-(benzyloxy)-5-(6-(4-methoxybenzyloxy)-1H-benzo[d]imidazol-1-yl)thiophene-2-carboxylate 
• 1276687-37-6 methyl 3-(benzyloxy)-5-(6-hydroxy-1H-benzo[d]imidazol-1-yl)thiophene-2-carboxylate 
• 1276687-39-8 tert-butyl 4-(1-(4-(benzyloxy)-5-(methoxycarbonyl)thiophen-2-yl)-1H-benzo[d]imidazol-6-yloxy)piperidine-1-carboxylate 
• 1276687-40-1 tert-butyl (+/-)-4-(1-(5-(methoxycarbonyl)-4-(1-phenylethoxy)thiophen-2-yl)-1H-benzo[d]imidazol-6-yloxy)piperidine-1-carboxylate 
• 1276687-41-2 tert-butyl 4-(1-(5-(methoxycarbonyl)-4-(2-(trifluoromethyl)benzyloxy)thiophen-2-yl)-1H-benzo[d]imidazol-6-yloxy)piperidine-1-carboxylate 
• 1276687-44-5 methyl 3-(benzyloxy)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)thiophene-2-carboxylate 
• 1276687-46-7 methyl (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-phenylethoxy)thiophene-2-carboxylate 
• 1276687-47-8 C₂₇H₂₆F₃N₃O₄S 
• 1276687-49-0 C₂₅H₂₆N₄O₃S 
• 1276687-50-3 (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-phenylethoxy)thiophene-2-carboxamide 
• 1276687-52-5 5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(2-(trifluoromethyl)benzyloxy)thiophene-2-carboxamide 
• 960001-03-0 E-Methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-{[(1R)-1-{2-chloro-3-hydroxyphenyl)ethyl]oxy}-2-thiophenecarboxylate 
• 960001-01-8 methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-[(phenylmethyl)oxy]-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.

Benzimidazole Thiophene Compounds

The present invention provides benzimidazole thiophene compounds pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

REGIOSELECTIVE PROCESS FOR PREPARING BENZIMIDAZOLE THIOPHENES

The present invention provides a process for preparing benzimidazole thiophene compounds of formula I. Intermediates used in the process are also claimed.