929278-58-0

Basic information

• Product Name: 2-Thiophenecarboxylic acid, 5-nitro-3-(phenylmethoxy)-, methyl ester
• CAS NO: 929278-58-0
• Molecular Formula: C13H11NO5S
• Molecular Weight: 293.3
• Mol File: 929278-58-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Thiophenecarboxylic acid, 5-nitro-3-(phenylmethoxy)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxylic acid, 5-nitro-3-(phenylmethoxy)-, methyl ester(929278-58-0)
• EPA Substance Registry System: 2-Thiophenecarboxylic acid, 5-nitro-3-(phenylmethoxy)-, methyl ester(929278-58-0)

Safety Data

• Hazardous Substances Data: 929278-58-0(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 89380-77-8 methyl 3-hydroxy-5-nitrothiothiophene-2-carboxylate 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 

Downstream Products

• 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 
• 959909-81-0 methyl 5-{[4-(1-methyl-1H-pyrazol-4-yl)-2-nitrophenyl]amino}-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 960001-00-7 methyl 5-[(5-chloro-4-fluoro-2-nitrophenyl)amino]-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 960001-01-8 methyl 5-(6-chloro-5-fluoro-1H-benzimidazol-1-yl)-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 959999-86-1 methyl 5-((2-amino-4-bromo-phenyl)amino)-3-benzyloxy-2-thiophenecarboxylate 
• 929278-62-6 methyl 5-[(4-bromo-2-nitrophenyl)amino]-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 929280-84-2 methyl 5-[5-(1-methyl-1H-pyrazol-4-yl)-1H-benzimidazol-1-yl]-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 929276-47-1 methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-[(phenylmethyl)oxy]-2-thiophenecarboxylate 
• 1276687-52-5 5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(2-(trifluoromethyl)benzyloxy)thiophene-2-carboxamide 
• 1276687-50-3 (+/-)-5-(6-(1-methylpiperidin-4-yloxy)-1H-benzo[d]imidazol-1-yl)-3-(1-phenylethoxy)thiophene-2-carboxamide 
• 1276687-49-0 C₂₅H₂₆N₄O₃S 

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.