50703-06-5

Usage

Uses

Used in Pharmaceutical Synthesis:
METHYL THIAZOLIDINE-2-CARBOXYLATE HYDROCHLORIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its role in the production process is crucial for creating a range of medications that can address different health conditions.
Used in Agrochemical Synthesis:
In the agrochemical industry, METHYL THIAZOLIDINE-2-CARBOXYLATE HYDROCHLORIDE is used as a precursor in the development of compounds that contribute to crop protection and enhancement of agricultural yields.
Used as a Chelating Agent in Metal-Binding Reactions:
METHYL THIAZOLIDINE-2-CARBOXYLATE HYDROCHLORIDE is used as a chelating agent for its ability to bind with metal ions. This application is significant in various chemical processes where metal ion management is necessary.
Used in Antioxidant and Anti-Inflammatory Research:
METHYL THIAZOLIDINE-2-CARBOXYLATE HYDROCHLORIDE is utilized in research for its potential antioxidant and anti-inflammatory properties. These studies aim to explore its capacity to mitigate oxidative stress and inflammation, which are implicated in numerous diseases and conditions.

InChI:InChI=1/C5H9NO2S.ClH/c1-8-5(7)4-2-9-3-6-4;/h4,6H,2-3H2,1H3;1H

Upstream product

• 444-27-9 (RS)-4-thiazolidinecarboxylic acid 
• 67-56-1 methanol 
• 34592-47-7 L-thioproline 

Downstream Products

• 270258-77-0 N-methyl-1,3-thiazolidine-4-carboxamide 
• 1103879-74-8 N,N-dimethyl-1,3-thiazolidine-4-carboxamide 

Relevant academic research and scientific papers

Transnitrosation of alicyclic N-nitrosamines containing a sulfur atom

Aromatic and aliphatic nitrosamines are known to transfer a nitrosonium ion to another amine. The transnitrosation of alicyclic N-nitroso compounds generates S-nitrosothiols, which are potential nitric oxide donors in vivo. In this study, certain alicyclic N-nitroso compounds based on non-mutagenic N-nitrosoproline or N-nitrosothioproline were synthesised, and the formation of S-nitrosoglutathione (GSNO) was quantified under acidic conditions. We then investigated the effect of a sulfur atom as the substituent and as a ring component on the GSNO formation. In the presence of thiourea under acidic conditions, GSNO was formed from N-nitrosoproline and glutathione, and an N-nitroso compound containing a sulfur atom and glutathione produced GSNO without thiourea. The quantity of GSNO derived from the reaction of the N-nitrosamines containing a sulfur atom and glutathione was higher than that from the N-nitrosoproline and glutathione plus thiourea. Among the analogues that contained a sulfur atom either in the ring or as a substituent, the thiazolidines produced a slightly higher quantity of GSNO than the analogue with a thioamide group. A compound containing sulfur atoms both in the ring and as a substituent exhibited the highest activity for GSNO formation among the alicyclic N-nitrosamines tested. The results indicate that the intramolecular sulfur atom plays an important role in the transnitrosation via alicyclic N-nitroso compounds to form GSNO.

Effect of alkyl group on transnitrosation of N-nitrosothiazolidine thiocarboxamides

S-Nitrosoglutathione (GSNO) relaxes vascular smooth muscles, prevents platelet aggregation, and acts as a potential in vivo nitric oxide donor. 3-Nitroso-1,3-thiazolidine-4-thiocarboxamide (1), a N-nitrosothio-proline analogue, exhibited a high GSNO formation activity. In this study, two compounds (2 and 3) based on compound 1 were newly synthesized by introducing either one or two methyl groups onto a nitrogen atom on the thioamide substituent in 1. The pseudo-first-order rate constants (kobs) for the GSNO formation for the reaction between the compound and glutathione followed the order 1>2=3. Thus, the introduction of a methyl group(s) onto the thioamide group led to a decrease in the transnitrosation activity. On the basis of density functional theoretical calculations, the transnitrosation for the N-nitrosothiazolidine thiocarboxamides was proposed to proceed via a bridged intermediate pathway. Specifically, the protonated compound 1 forms a bridged structure between the nitrogen atom in the nitroso group and two sulfur atoms - one in the ring and the other in the substituent. The bridged intermediate gives rise to a second intermediate in which the nitroso group is bonded to the sulfur atom in the thioamide group. Finally, the nitroso group is transferred to GSH to form GSNO.

[4R]-3-(Omega-AROYLPROPIONYL)-4-THIAZOLIDINECARBOXYLIC ACIDS AND ESTERS

This disclosure describes novel 4R!-3-(ω-aroylpropionyl)-4-thiazolidinecarboxylic acids and esters and the cationic salts thereof which are useful as hypotensive agents in mammals.