1222710-49-7

Basic information

• Product Name: S-1-Benzyl-piperidine-3-carboxylic acid
• Synonyms: (3S)-1-(Phenylmethyl)-3-piperidinecarboxylic acid;N-phenylmethyl-S-3-Piperidinecarboxylic acid
• CAS NO: 1222710-49-7
• Molecular Formula: C13H17NO2
• Molecular Weight: 219
• Mol File: 1222710-49-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.165
• CAS DataBase Reference: S-1-Benzyl-piperidine-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: S-1-Benzyl-piperidine-3-carboxylic acid(1222710-49-7)
• EPA Substance Registry System: S-1-Benzyl-piperidine-3-carboxylic acid(1222710-49-7)

Safety Data

• Hazardous Substances Data: 1222710-49-7(Hazardous Substances Data)

Upstream product

• 72551-53-2 ethyl 1-benzylpiperidine-3-carboxylate 
• 94379-05-2 (R,S)-N-benzylpiperidine-3-carboxamide 
• 100-44-7 benzyl chloride 
• 71962-74-8 Ethyl nipecotate 
• 100-39-0 benzyl bromide 
• 498-95-3 nipecotic acid 
• 141943-03-5 N-benzylnipecotic acid benzyl ester 

Downstream Products

• 609780-68-9 N-[4-(aminocarbonyl)phenyl]-piperidine-3-carboxamide 

Relevant articles and documents

Characterization of an enantioselective amidase from Cupriavidus sp. KNK-J915 (FERM BP-10739) useful for enzymatic resolution of racemic 3-piperidinecarboxamide

A novel amidase (CsAM) acting on (R,S)-N-benzyl-3-piperidinecarboxamide was purified from Cupriavidus sp. KNK-J915 (FERM BP-10739) and characterized. The enzyme acts on (R,S)-N-benzyl-3-piperidinecarboxamide S-selectively to yield (R)-N-benzyl-3-piperidinecarboxamide. Analytical gel filtration column chromatography and SDS-PAGE revealed that the enzyme is a tetramer with a subunit of approximately 47 kDa. It has a broad substrate spectrum against nitrogen-containing heterocyclic amides. Its optimal pH and temperature are 8.0-9.0 and 50 °C, respectively. The CsAM gene was cloned and sequenced, and it was found to comprise 1341 bp and encode a polypeptide of 46,388 Da. The deduced amino acid sequence exhibited 78% identity to that of a putative amidase (CnAM) from Cupriavidus necator JMP134. The cultured cells of recombinant Escherichia coli producing CnAM could be used for the S-selective hydrolysis of (R,S)-N-benzyl-3-piperidinecarboxamide but could not be used for the S-selective hydrolysis of (R,S)-3-piperidinecarboxamide because of its very low level of selectivity. In contrast, the cultured cells of recombinant E. coli producing CsAM could hydrolyze both (R,S)-N-benzyl-3-piperidinecarboxamide and (R,S)-3-piperidinecarboxamide with high S-selectivity.

NOVEL COMPOUNDS USEFUL FOR THE TREATMENT OF DEGENERATIVE and INFLAMMATORY DISEASES

The present invention relates to compounds of formula (I) that are inhibitors of PDElA, a phosphodiesterase that is involved in the modulation of the degradation of cartilage, joint degeneration and diseases involving such degradation and/or inflammation.

BENZAMIDE DERIVATIVES

A compound represented by formula (1): wherein X is a single bond or a substituted or unsubstituted lower alkylene group; Z is a saturated or unsaturated monocyclic hydrocarbon ring group or the like; and each of R1, R2, R3 and R4, which may be the same or different, is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a carboxyl group, a substituted or unsubstituted alkyl group, or the like, a prodrug of said compound, or a pharmaceutically acceptable salt of said compound or prodrug has inhibitory effect on Rho kinase and hence is useful for treating diseases which are such that morbidity due to them is expected to be improved by inhibition of Rho kinase and secondary effects such as inhibition of the Na+/H+ exchange transport system caused by the Rho kinase inhibition, for example, hypertension.