60175-95-3

Usage

Uses

Used in Pharmaceutical Industry:
Omonasteine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to undergo condensation reactions with homocysteine thiolactone and aldehydes makes it a valuable component in the development of new drugs and therapeutic agents.
Used in Chemical Industry:
Omonasteine is used as a building block in the synthesis of various organic compounds. Its unique structure and reactivity make it a versatile component in the creation of new chemical entities with potential applications in various fields, such as materials science, agrochemicals, and specialty chemicals.
Used in Research and Development:
Omonasteine is used as a research tool in the study of chemical reactions and mechanisms. Its involvement in the condensation of homocysteine thiolactone with aldehydes provides insights into the development of new synthetic routes and methodologies, contributing to the advancement of organic chemistry and related disciplines.

InChI:InChI=1/C5H9NO2S/c7-5(8)4-1-2-9-3-6-4/h4,6H,1-3H2,(H,7,8)

Upstream product

• 50-00-0 formaldehyd 
• 454-29-5 2-amino-4-mercaptobutyric acid 
• 462-10-2 DL-homocystine 
• 147331-82-6 (R)-1,3-thiazane-4-carboxylic acid 
• 6038-19-3 3-aminodihydrothiophen-2(3H)-one hydrochloride 

Downstream Products

• 86625-94-7 2-phenyl-7,8-dihydro-5H-imidazo<1,5-c><1,3>thiazine-1,3-<2H,8aH>-dione 
• 86625-96-9 2-Phenyl-3-thioxo-tetrahydro-imidazo[1,5-c][1,3]thiazin-1-one 
• 147331-83-7 (S)-1,3-thiazane-4-carboxylic acid 
• 147331-82-6 (R)-1,3-thiazane-4-carboxylic acid 

Relevant academic research and scientific papers

Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores

We report the detection of homocysteine over cysteine based upon characteristic differences between 5- and 6-membered heterocyclic amines formed upon reaction with aldehyde-bearing compounds. Homocysteine-derived thiazinane-4-carboxylic acids are more basic than cysteine-derived thiazolidines-4-carboxylic acids. Fluorescence enhancement in response to homocysteine is achieved by tuning pH and excitation wavelength. This journal is the Partner Organisations 2014.

Preparations of Optically Active Homocysteine and Homocystine by Asymmetric Transformation of (RS)-1,3-Thiazane-4-carboxylic Acid

DL-Homocysteine from (RS)-homocysteine thiolactone hydrochloride was subjected to reaction with formaldehyde in acetic acid to give (RS)-1,3-thiazane-4-carboxylic acid monohydrate .An asymmetric transformation of (RS)-THA*H2O was achieved via salt formation with optically active tartaric acid in the presence of salicylaldehyde in acetic acid.The (R)- and (S)-THA obtained, respectively, from the salt of (R)-THA with (2R,3R)-tartaric acid and its enantiomeric salt were treated with hydroxylamine hydrochloride to give D- and L-Hcy of 100percent optical purity, respectively, in 50percent yield from (RS)-HTL*HCl.Oxidation of D- and L-Hcy with hydrogen peroxide gave D- and L-homocystine, respectively, in 47percent yield.

SYNTHESIS OF 8,9-DIHYDRO-3-METHYL-6H-THIAZINOTHIAZINE-1,4(3H,9ah)-DIONE, A NOVEL HETEROCYCLIC RING SYSTEM

The synthesis of the novel 8,9-dihydro-3-methyl-6H-thiazinothiazine-1,4(3H,9aH)-dione is described.