31321-68-3

Basic information

• Product Name: (R)-Piperazine-2-carboxylic acid
• Synonyms: (R)-(+)PIPERAZINE-2-CARBOXYLIC ACID;(R)-PIPERAZINE-2-CARBOXYLIC ACID;R-PCA;(R)-2-PIPERAZINECARBOXYLIC ACID;2-PIPERAZINECARBOXYLIC ACID, (2R)-;2-(R)-PIPERAZINE CARBOXYLIC ACID;3-PYRIDAZINECARBOXYLIC ACID, HEXAHYDRO-, (3R)-;(R)-Piperazine-2-carboxylic
• CAS NO: 31321-68-3
• Molecular Formula: C₅H₁₀N₂O₂
• Molecular Weight: 130.15
• Product Categories: Piperazine series;pharmacetical;Piperaizine;Piperazines
• Mol File: 31321-68-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 171 C
• Boiling Point: 67 C
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.174 g/cm³
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.476
• Storage Temp.: Room temperature.
• PKA: 1.90±0.20(Predicted)
• CAS DataBase Reference: (R)-Piperazine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Piperazine-2-carboxylic acid(31321-68-3)
• EPA Substance Registry System: (R)-Piperazine-2-carboxylic acid(31321-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 2920
• WGK Germany: 3
• Hazardous Substances Data: 31321-68-3(Hazardous Substances Data)

Usage

General Description

(R)-Piperazine-2-carboxylic acid is a chemical compound that belongs to the piperazine family. It is a derivative of piperazine and has a carboxylic acid group attached at the 2-position. (R)-Piperazine-2-carboxylic acid is chiral, with the (R)-enantiomer having a specific spatial arrangement of atoms. It is commonly used in the synthesis of pharmaceuticals, particularly as a building block for various drug molecules. (R)-Piperazine-2-carboxylic acid has been studied for its potential biological activities, including its role in modulating neurotransmitter receptors, and its potential as a precursor in the design of novel therapeutic agents. Overall, this compound has important applications in the pharmaceutical industry and holds promise for further drug development efforts.

InChI:InChI=1/C5H10N2O2/c8-5(9)4-3-6-1-2-7-4/h4,6-7H,1-3H2,(H,8,9)/t4-/m1/s1

Upstream product

• 98-96-4 pyrazinamide 
• 138681-31-9 R-(+)-Piperazine-2-carboxamide 
• 84501-64-4 2-aminocarbonylpiperazine 

Downstream Products

• 256446-66-9 (R)-1,4-bis((benzyloxy)carbonyl)piperazine-2-carboxylic acid 
• 173774-48-6 (R)-piperazine-1,2,4-tricarboxylic acid 1,4-di-tert-butyl ester 
• 1187364-81-3 (2R)-N-((R)-1-(4-(4-methoxybenzyl)-5-phenethyl-4H-1,2,4-triazol-3-yl)-2-(1H-indol-3-yl)ethyl)piperazine-2-carboxamide 

Relevant articles and documents

Preparation of (S)-piperazine-2-carboxylic acid, (R)-piperazine-2-carboxylic acid, and (S)-piperidine-2-carboxylic acid by kinetic resolution of the corresponding racemic carboxamides with stereoselective amidases in whole bacterial cells

Whole bacterial cells containing stereospecific amidases were used for the kinetic resolution of racemic piperazine-2-carboxamide and piperidine-2-carboxamide to (S)- and (R)-piperazine-2-carboxylic acid, and (S)-piperidine-2-carboxylic acid, respectively. (S)-Piperazinecarboxylic acid dihydrochloride produced with the biocatalysts Klebsiella terrigena DSM 9174 had an ee value of 99.4% (41% yield), and the ee value of (R)-piperazinecarboxylic acid dihydrochloride obtained with Burkholderia sp. DSM 9925 was 99.0% (22% yield). Using Pseudomonas fluorescens DSM 9924 (S)-piperidine-2-carboxylic acid with an ee value of 97.3% (20% yield) was isolated.