1347758-05-7

Basic information

• Product Name: (S)-1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylic acid
• Synonyms: (S)-1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylic acid
• CAS NO: 1347758-05-7
• Molecular Weight: 388.423
• Mol File: 1347758-05-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylic acid(1347758-05-7)
• EPA Substance Registry System: (S)-1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylic acid(1347758-05-7)

Safety Data

• Hazardous Substances Data: 1347758-05-7(Hazardous Substances Data)

Upstream product

• 37675-18-6 (S)-(+)-nipecotic acid ethyl ester 
• 1347758-04-6 (S)-ethyl 1-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-yl)piperidine-3-carboxylate 
• 1347758-03-5 (S)-ethyl 1-(2-chloropyrimidin-4-yl)piperidine-3-carboxylate 

Downstream Products

• 1347756-36-8 (S)-N-(2-methylbenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-86-8 (S)-N-(3-(4-morpholinyl)benzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-72-2 (S)-N-(4-nitrobenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-83-5 methyl 4-(((((3S)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinyl)carbonyl)amino)methyl)benzoate 
• 1347756-53-9 (S)-N-((S)-1-phenylethyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347757-27-0 (S)-N-(3-phenylpropyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-81-3 (S)-N-(3-nitrobenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-26-6 (S)-N-((R)-1-phenylethyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-08-4 (S)-methyl 3-((1-(2-(3,4,5-trimethoxy-phenylamino)pyrimidin-4-yl)piperidine-3-carboxamido)methyl)benzoate 
• 1347756-70-0 (S)-N-(3-biphenylmethyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347757-08-7 (S)-N-(3-phenoxybenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-41-5 (S)-N-(3-methylbenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347757-04-3 (S)-N-(2-phenylethyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 
• 1347756-42-6 (S)-N-(4-chlorobenzyl)-1-(2-((3,4,5-trimethoxyphenyl)amino)-4-pyrimidinyl)-3-piperidinecarboxamide 

Relevant articles and documents

Rapid development of piperidine carboxamides as potent and selective anaplastic lymphoma kinase inhibitors

Piperidine carboxamide 1 was identified as a novel inhibitor of anaplastic lymphoma kinase (ALK enzyme assay IC50 = 0.174 μM) during high throughput screening, with selectivity over the related kinase insulin-like growth factor-1 (IGF1R). The X-ray cocrystal structure of 1 with the ALK kinase domain revealed an unusual DFG-shifted conformation, allowing access to an extended hydrophobic pocket. Structure-activity relationship (SAR) studies were focused on the rapid parallel optimization of both the right- and left-hand side of the molecule, culminating in molecules with improved potency and selectivity over IGF1R.