32750-52-0

Usage

Uses

Used in Pharmaceutical Applications:
HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACID is used as a key intermediate for the synthesis of bioactive compounds, contributing to the development of new pharmaceuticals with potential therapeutic benefits.
Used in Research and Development:
HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACID is used as a building block for the creation of novel chemical entities, facilitating the discovery and design of innovative molecules with specific properties and applications in various fields.
It is crucial to handle HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACID with care due to its potential health and environmental hazards associated with its use.

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

Upstream product

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

Relevant academic research and scientific papers

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.

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.

An alternative convenient synthesis of piperidazine-3-carboxylic acid derivatives

The short-step synthesis of the unsubstituted, 5-hydroxy- and 5-chloropiperidazine-3-carboxylic acids using an aza Diels-Alder reaction between the 1,3-diene and azodicarboxylate was described. This synthetic methodology could be used for the preparation