S-Acetamidomethyl-D-cysteine hydrochloride
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S-Acetamidomethyl-D-cysteine hydrochloride

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Category
D-Amino Acids
Catalog number
BAT-003567
CAS number
200352-41-6
Molecular Formula
C6H12N2O3S·HCl
Molecular Weight
228.70
S-Acetamidomethyl-D-cysteine hydrochloride
IUPAC Name
(2S)-3-(acetamidomethylsulfanyl)-2-aminopropanoic acid;hydrochloride
Synonyms
(S)-3-((Acetamidomethyl)Thio)-2-Aminopropanoic Acid Hydrochloride
Appearance
White to off-white powder
Purity
≥ 98%
Melting Point
150-183 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C6H12N2O3S.ClH/c1-4(9)8-3-12-2-5(7)6(10)11;/h5H,2-3,7H2,1H3,(H,8,9)(H,10,11);1H/t5-;/m1./s1
InChI Key
SZWPOAKLKGUXDD-NUBCRITNSA-N
Canonical SMILES
CC(=O)NCSCC(C(=O)O)N.Cl
1. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
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