10318-18-0

Basic information

• Product Name: DL-Cysteine hydrochloride
• Synonyms: DL-Cysteine hydrochloride hydrate,99%;2-Amino-3-mercaptopropanoic acid Hydrochloride;DL-Cysteine HC1;H-DL-Cys-OH·HCl DL-Cysteine hydrochloride;H-DL-Cys.HCl;2-Amino-3-mercaptopropanoicacid;3-Mercaptoalanine;52-89-1dl-cysteinehydrochloride
• CAS NO: 10318-18-0
• Molecular Formula: C₃H₈NO₂S*Cl
• Molecular Weight: 157.62
• EINECS: 233-698-2
• Product Categories: Pharmaceutical Intermediates;Amino Acids;Biochemicals and Reagents
• Mol File: 10318-18-0.mol

Chemical Properties

• Melting Point: 109-112 °C
• Boiling Point: 293.9 °C at 760 mmHg
• Flash Point: 131.5 °C
• Appearance: white crystals or crystalline powder
• Vapor Pressure: 2.47E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble
• Water Solubility: soluble
• Sensitive: Air Sensitive & Hygroscopic
• BRN: 4150473
• CAS DataBase Reference: DL-Cysteine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Cysteine hydrochloride(10318-18-0)
• EPA Substance Registry System: DL-Cysteine hydrochloride(10318-18-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: HA2200000
• F: 3-10-23
• Hazardous Substances Data: 10318-18-0(Hazardous Substances Data)

Usage

Uses

Used in Cell Culture:
DL-Cysteine hydrochloride is used as a supplement in cell culture for promoting cell growth and maintaining cell viability, due to its role as an essential amino acid.
Used in Photochemical Vascular Injury:
In the medical and research fields, DL-Cysteine hydrochloride is used as a component in photochemical vascular injury models, aiding in the study of vascular diseases and their treatments.
Used in Pharmaceutical and Chemical Industries:
DL-Cysteine hydrochloride is used as a starting material in the preparation of DL-4-carboxy-3-formyl-2,2,-dimethylthiazolidine, which is an intermediate in the synthesis of pharmaceuticals and other chemical compounds.
The chemical properties of DL-Cysteine hydrochloride, being a white crystal or crystalline powder, make it suitable for these applications, ensuring stability and reactivity in various chemical processes.

Biochem/physiol Actions

DL-Cysteine is a racemic mixture of the proteinogenic amino acids L-cysteine and the non-proteinogenic D-cysteine. DL-Cysteine is used as an organic reagent and in comparative physicochemical analysis of processes such as crystallization.

Purification Methods

Crystallise the salt from hot 20% HCl and dry it under vacuum over P2O5. It also crystallises from EtOH with m 175o (hydrate). When crystallised from absolute EtOH or EtOH/Et2O, it has m 140-141.5o (anhydrous). [Rurner & Voitle J Am Chem Soc 72 628 1950, Albert Biochem J 50 690 1953, Beilstein 4 IV 3145.]

InChI:InChI=1/C3H7NO2S.ClH.H2O/c4-2(1-7)3(5)6;;/h2,7H,1,4H2,(H,5,6);1H;1H2

Upstream product

• 56-89-3 cysteine disulfide 
• 66871-99-6 2,2-Dimethylthiazolidin-4-carbonitril 
• 116077-28-2 2-Phenyl-2-thiazolin-4-carboxamid 
• 116179-35-2 2-Phenyl-2-thiazolin-4-carbonsaeure-hydrochlorid 

Downstream Products

• 1791-58-8 5-phenyl-2,3-dihydro-thiazolo[3,2-c]quinazoline-3,10b-dicarboxylic acid 
• 444-27-9 L-thiaproline 
• 34592-47-7 L-thioproline 
• 280108-19-2 (4R)-2-(L-arabino-1,2,3,4-Tetrahydroxybutyl)-4-thiazolidincarbonsaeure 
• 17087-36-4 (4S)-2-(L-arabino-1,2,3,4-Tetrahydroxybutyl)-4-thiazolidincarbonsaeure 
• 90303-79-0 Z-Gln-Asn-Cys(Cys)-Pro-Arg(Mbs)-OtBu 
• 638-23-3 carbocisteine 
• 50698-76-5 S-(carboxymethyl)-L-cysteine 
• 25390-17-4 3-[(carboxymethyl)thio]alanine 
• 1265908-22-2 2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid 
• 62096-93-9 2-phenyl-4,5-dihydrothiazole-4-carboxylic acid 
• 72676-33-6 C₄₆H₅₃N₃O₁₂S 
• 72428-95-6 rifamycin Verde 
• 3411-58-3 L-cysteine ethylester 

Relevant articles and documents

REDUCTIVE CLEAVAGE OF SULFUR OF SULFUR-SULFUR BONDS WITH SODIUM HYDROGEN TELLURIDE

Sodium hydrogen telluride is shown to be an effective reagent for reduction of alkyl, aryl and functionally substituted disulfides to thiols in good yield under mild conditions.Organic thiosulfites (Bunte salt) also give thiols through the corresponding disulfide on reaction with sodium telluride.

Amino Acids, 12. - Syntheses of DL-Cysteines from Acrylic Acid Derivatives

The addition of sulfenyl chlorides 1 to 2-alkenoic acid esters 2 gives mixtures of 2(3)-chloro-3(2)-thioalkenoic acid esters 3/4, whereas the addition of thiols 7 to methyl 2-chloro-2-propenoate (6) results in the formation of methyl 2-chloro-3-thiopropanoates 3 only.The dependence of the isomerization of 3 to 4 on the reaction conditions was investigated; at higher temperatures the formation of 4 is especially favored.At temperatures below 55 deg C the 2-azido compounds 8 are obtained without isomerization from 3 by reaction with sodium azide in the presence of a PT catalyst.Cysteine derivatives 9 or 10, resp., are obtained by hydrogenation of 8 with H2S/pyridine/H2O or with H2/Re2S; the overall yields of 9 or 10, resp., starting from 6 are as high as 70percent.DL-Cysteine is obtained in good overall yields as hydrochloride hydrate 16 by HCl-catalyzed hydrolysis of the 2-thiazolines 15a*HCl and 15e, which are prepared by HCl-catalyzed addition of thioacetamide (11a) to α-chloroacrylic acid (12) or the amide 13 and consecutive ring closure.