L-Cysteine hydrochloride

Base Information

• Chemical Name: L-Cysteine hydrochloride
• CAS No.: 52-89-1
• Deprecated CAS: 122641-75-2,122882-13-7,124558-06-1,29844-56-2,2583545-87-1,122882-13-7,124558-06-1
• Molecular Formula: C3H8ClNO2S
• Molecular Weight: 157.621
• Hs Code.: 29309013
• European Community (EC) Number: 200-157-7
• UNII: A9U1687S1S
• DSSTox Substance ID: DTXSID0020367
• Wikidata: Q27163158
• NCI Thesaurus Code: C77372
• RXCUI: 221086
• Metabolomics Workbench ID: 71543
• ChEMBL ID: CHEMBL1200630
• Mol file: 52-89-1.mol

Synonyms:Cysteine;Cysteine Hydrochloride;Half Cystine;Half-Cystine;L Cysteine;L-Cysteine;Zinc Cysteinate

Chemical Property of L-Cysteine hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.000183mmHg at 25°C
• Melting Point: 180 ºC
• Boiling Point: 293.9 ºC at 760 mmHg
• Flash Point: 131.5 ºC
• PSA: 102.12000
• LogP: 0.83040
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: SOLUBLE
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 156.9964274
• Heavy Atom Count: 8
• Complexity: 75.3

Purity/Quality:

98% or more ^*data from raw suppliers

L-Cysteine Hydrochloride Anhydrous ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(C(C(=O)O)N)S.Cl
• Isomeric SMILES: C([C@@H](C(=O)O)N)S.Cl
• Recent ClinicalTrials: Study of Cysteine Hydrochloride for Erythropoietic Protoporphyria
• Uses: As dough conditioner. L-Cysteine hydrochloride, anhydrous is widely used as additive in food production. It is used as an antioxidant to promote fermentation and keep the flavor. It is also used in cosmetics and animal feed.

Technology Process of L-Cysteine hydrochloride

There total 6 articles about L-Cysteine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(4R)-2-methyl-4,5-dihydrothiazole-4-carboxylic acid methyl ester (2519-89-3,6436-58-4,15263-39-5,45789-42-2) → l-cysteine hydrochloride (52-89-1)

Guidance literature:

With hydrogenchloride; water; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2008.09.014

Reference yield: 15.0%

N-(tert-butoxycarbonyl)-S-(N-methylcarbamoyl)cysteine methyl ester (120033-48-9) → l-cysteine hydrochloride (52-89-1) + S-(N-methylcarbamoyl)cysteine hydrochloride (120033-46-7)

Guidance literature:

With hydrogenchloride; for 168h;

DOI:10.1021/jo00273a031

Reference yield:

cycloforskamide (1447695-69-3) → C5H9NO2*ClH + l-cysteine hydrochloride (52-89-1) + L-valine hydrochloride (17498-50-9,25616-14-2,31320-20-4) + L-isoleucine hydrochloride (17694-98-3) + L-threonine methyl ester hydrochloride (60143-52-4,71264-40-9,82650-07-5,97347-46-1,100157-61-7) + D-alloisoleucine hydrochloride

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 24h;

DOI:10.1021/np400404r

upstream raw materials:

N-(tert-butoxycarbonyl)-S-(N-methylcarbamoyl)cysteine methyl ester

S-(diphenyl-4-pyridylmethyl)-L-cysteine

(4R)-2-methyl-4,5-dihydrothiazole-4-carboxylic acid methyl ester

cycloforskamide

Downstream raw materials:

(2RS,4R)-2-(2-phenylethyl)thiazolidine-4-carboxylic acid

S-(2-hydroxyethylmercapto)-L-cysteine

L-thioproline

ethyl (4R)-1,3-thiazolidine-4-carboxylate

Refernces

Synthesis of a non-peptide analogue of omega-conotoxin MVIIA

10.1016/S0040-4039(98)01657-8

The research aims to develop an efficient synthesis of a peptidomimetic compound that mimics the key amino acids of omega-conotoxin MVIIA, a potent analgesic peptide from the cone shell Conus magus. The purpose of this study is to create a low molecular weight, non-peptide antagonist of N-type neuronal calcium channels, which could potentially serve as a more practical alternative to the peptide for treating severe neuropathic pain, given the high potency and non-addictive nature of omega-conotoxin MVIIA. The researchers employed a dendroid approach to attach side-chain mimetics of the key amino acids (Lys-2, Arg-10, Leu-11, Tyr-13, and Arg-21) to a dendritic backbone, using phloroglucinol as a core unit and introducing aryl ether linkages through Williamson and Mitsunobu etherifications. The synthesis resulted in the desired peptide analogue with high yield and confirmed its structure through NMR spectroscopy and HRMS analysis. The study concludes that the synthesized compound provides a versatile platform for further molecular modeling, organic synthesis, and biological screening, with ongoing biological evaluation to assess its potential as a therapeutic agent.