18725-37-6

Usage

Uses

Used in Pharmaceutical Industry:
Dacisteine is used as a double-prodrug for L-cysteine, providing differential protection against acetaminophen-induced hepatotoxicity in mice. This suggests its potential use in the development of treatments for liver damage or diseases related to acetaminophen overdose.
Used in Research and Development:
As a double-prodrug of L-cysteine, dacisteine may also be utilized in research and development for understanding the mechanisms of drug metabolism and the protective effects of L-cysteine derivatives in various biological systems.

InChI:InChI=1/C7H11NO4S/c1-4(9)8-6(7(11)12)3-13-5(2)10/h6H,3H2,1-2H3,(H,8,9)(H,11,12)/t6-/m0/s1

Upstream product

• 19538-81-9 N,S-diacetyl-cysteine 
• 52-90-4 L-Cysteine 
• 108-24-7 acetic anhydride 
• 52-89-1 l-cysteine hydrochloride 
• 616-91-1 N-acetylcystein 
• 546-88-3 acetylhydroxamic acid 

Downstream Products

• 35143-94-3 N,S-Diacetyl-L-Cystein-p-hydroxy-anilid 
• 62147-02-8 N_.S-Diacetyl-DL-cystein-p-nitrophenylester 
• 35143-96-5 N,S-Diacetyl-L-cystein-p-acetoxyanilid 
• 668481-15-0 Acetic acid (1S,2R,3R,4S,5S,6R)-2,3,4,5-tetraacetoxy-6-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((R)-2-acetylamino-3-acetylsulfanyl-propionylamino)-tetrahydro-pyran-2-yloxy]-cyclohexyl ester 
• 669091-43-4 1-D-myo-inosityl-2-(N-acetyl-L-cysteinyl)amino-2-deoxy-α-D-glucopyranoside disulfide 
• 158761-05-8 1-D-myo-inosityl-2-deoxy-2-(N-acetamido-L-cysteinamido)-α-D-glucopyranoside 
• 192126-76-4 1-O-(2'-[N-acetyl-L-cysteinyl]amido-2'-deoxy-α-D-glucopyranosyl)-D-myo-inositol 
• 36914-44-0 N,S-Diacetylcysteinamid 
• 35143-95-4 N-Acetyl-L-cystein-p-hydroxyanilid 
• 1078-38-2 N-acetyl-N'-isonicotinoylhydrazine 

Relevant academic research and scientific papers

Direct Observation of Acyl Nitroso Compounds in Aqueous Solution and the Kinetics of Their Reactions with Amines, Thiols, and Hydroxamic Acids

Acyl nitroso compounds or nitrosocarhonyls (RC(O)N=O) are reactive short-lived electrophiles, and their hydrolysis and reactions with nucleophiles produce HNO. Previously, direct detection of acyl nitroso species in nonaqueous media has been provided by time-resolved infrared spectroscopy demonstrating that its half-life is about 1 ms. In the present study hydroxamic acids (RC(O)NHOH) are oxidized electrochemically in buffered aqueous solutions (pH 5.9-10.2) yielding transient species characterized by their maximal absorption at 314-330 nm. These transient species decompose via a first-order reaction yielding mainly HNO and the respective carboxylic acid and therefore are ascribed to RC(O)N=O. The sufficiently long half-life of RC(O)N=O in aqueous solution allows for the first time the study of the kinetics of its reactions with various nucleophiles demonstrating that the nucleophilic reactivity follows the order thiolate > hydroxamate > amine. Metal chelates of CH3C(O)NHOH catalyze the hydrolysis of CH3C(O)N=O at the efficacy order of CuII > ZnII > NiII > CoII where only CuII catalyzes the hydrolysis also in the absence of the hydroxamate. Finally, oxidation of hydroxamic acids generates HNO, and the rate of this process is determined by the half-life of the respective acyl nitroso compound.

Thiohydantoins: Selective N- and S-functionalization for Liebeskind-Srogl reaction study

Thiohydantoins formed by the Schlack-Kumpf protocol were selectively functionalized at the nitrogen, sulfur, or carbon atom to test the Liebeskind-Srogl reaction possibilities. Georg Thieme Verlag Stuttgart. New York.

First Total Synthesis of Mycothiol and Mycothiol Disulfide

(Matrix presented) The first total synthesis of mycothiol and mycothiol disulfide was achieved by linking D-2,3,4,5,6-penta-O-acetyl-myo-inositol, O-(3,4,6-tri-O-acetyl)-2-azido-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate, and N,S-diacetyl-L-cysteine and deprotecting peracetylated mycothiol. The first full spectral characterization is reported for underivatized mycothiol. The structure of mycothiol was confirmed by spectral analysis of the known bimane derivative.

SYDNONE IMINE DERIVATIVES

Compounds represented by the following general formula (1) or pharmaceutically acceptable salts thereof: [wherein Z represents -A-X-R1, a heterocycle or cycloalkyl; A represents a methylene group; X represents a sulfur atom; R1represents a benzoyl group; R2represents - N(R3)R4(wherein R3represents a methyl group; and R4represents an optionally substituted alkyl group, etc.); or a group represented by the following general formula (2): {wherein R5and R6represent each a hydrogen atom; and Y represents a group represented by the following general formula (3): (wherein R4is as defined above)}]. Because of having vasodilative effect, myocardial protective effect, antiplatelet aggregation effect, etc., the compounds represented by the above general formula (1) or pharmaceutically acceptable salts thereof are useful as drugs such as therapeutic medicines for angina pectoris.

Analysis of acetylcysteine by capillary electrophoresis (CE). Part 2: Determination of side components

The purity of N-acetyl-L-cysteine was tested by capillary electrophoresis (CE). The efficiency was optimized up to a theoretical plate number N of several hundred thousand. The most important impurities, N,N-diacetylcystine and cystine were detectable in amounts below 0.05%. These and other possible by-products were synthesized and their identity was confirmed by NMR spectroscopy. All these compounds could be separated.