64044-11-7

Basic information

• Product Name: (S)-PIPERAZINE-2-CARBOXYLIC ACID
• Synonyms: (S)-(-)-2-PIPERAZINECARBOXYLIC ACID;(S)-2-PIPERAZINECARBOXYLIC ACID;S-PCA;3-PYRIDAZINECARBOXYLIC ACID, HEXAHYDRO-, (S)-;2-PIPERAZINECARBOXYLIC ACID, (2S)-;(2S)-PIPERAZINE-2-CARBOXYLIC ACID;L-PIPERAZINECARBOXYLIC ACID;(2S)-Piperazine-2-carboxlicacid
• CAS NO: 64044-11-7
• Molecular Formula: C5H10N2O2
• Molecular Weight: 130.15
• Mol File: 64044-11-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 313.6 °C at 760 mmHg
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.174 g/cm³
• PKA: 3.37±0.20(Predicted)
• CAS DataBase Reference: (S)-PIPERAZINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-PIPERAZINE-2-CARBOXYLIC ACID(64044-11-7)
• EPA Substance Registry System: (S)-PIPERAZINE-2-CARBOXYLIC ACID(64044-11-7)

Safety Data

• Hazardous Substances Data: 64044-11-7(Hazardous Substances Data)

Usage

General Description

(S)-PIPERAZINE-2-CARBOXYLIC ACID is a chemical compound that belongs to the class of piperazine carboxylic acids. (S)-PIPERAZINE-2-CARBOXYLIC ACID is an important intermediate in the synthesis of pharmaceuticals and agrochemicals. It is used in the production of various drugs, including antipsychotics, antihistamines, and antifungal agents. (S)-PIPERAZINE-2-CARBOXYLIC ACID is also used as a building block for the preparation of heterocyclic compounds and as a chelating ligand for metal ions. It has a wide range of applications in the pharmaceutical and chemical industries.

Upstream product

• 1219380-72-9 N,N'-di-tert-butoxycarbonylpiperazic acid 
• 72064-50-7 (+/-) hexahydropyridazine-3-carboxylic acid hydrochloride 

Relevant articles and documents

Synthesis of cyclic α-hydrazino acids

Synthesis of five-, six-, seven-, eight-, and nine-membered cyclic α-hydrazino acids from a common starting material 'diethylmalonate' with 26, 16, 34, 13.5, and 13.33% overall yields is described. Sequential allylation or homoallylation and electrophilic amination followed by cyclization gave the desired rings. The methyl esters of eight- and nine-membered rings were synthesized by RCM and the corresponding free acids were generated after hydrolysis in the presence of 1 M BBr3 solution in DCM.

Chloptosin, an apoptosis-inducing dimeric cyclohexapeptide produced by Streptomyces

In the course of screening for apoptosis-inducing agents, chloptosin (1) was isolated from the culture broth of Streptomyces. The dumbbell-type structure of the dimeric cyclohexapeptide consisting of D-valine, (3S)- and (3R)-piperazic acids, O-methyl-L-serine, D-threonine, and (2S,3aR,8aR)-6- chloro-3a-hydroxy-2,3,3a,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylic acid was elucidated by spectroscopic and chemical degradation studies. The amino acid components in each cyclohexapeptide domain were presented in alternating R and S configurations. Chloptosin (1) was found to induce apoptotic activity in apoptosis-resistant human pancreatic adenocarcinoma cell line AsPC-1 and showed a strong antimicrobial activity against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus.