Chemistry:Cysteine methyl ester

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Short description: Chemical compound
Cysteine methyl ester
Methyl cysteinate.png
Clinical data
Other namesMethyl L-cysteinate
AHFS/Drugs.comInternational Drug Names
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC4H9NO2S
Molar mass135.18 g·mol−1
3D model (JSmol)

Cysteine methyl ester is the organic compound with the formula HSCH2CH(NH2)CO2CH3. A white solid, it is the methyl ester of the amino acid cysteine.

Uses

Under the brand name Mecysteine, cysteine methyl ester is a commercial drug with mucolytic activity.[1] It is used as mucolytic and fluidifying for chronic and acute respiratory disorders. The drug is sold under the commercial names Delta in Paraguay, and Pectite and Zeotin in Japan.[2]

Cysteine methyl ester is also used as a building block for synthesis of N,S-heterocycles.[3][4]

References

  1. "Respiratory System: Mucolytics". Pharmacology (Fifth ed.). Philadelphia, PA: Elsevier. 2018. p. 40. ISBN 978-0-7020-7345-8. https://books.google.com/books?id=NZ12DwAAQBAJ&dq=Mecysteine&pg=PA40. 
  2. "Mecysteine". Drugs.com. https://www.drugs.com/international/mecysteine.html. 
  3. "Facile discrimination of aldose enantiomers by reversed-phase HPLC". Chemical & Pharmaceutical Bulletin 55 (6): 899–901. June 2007. doi:10.1248/cpb.55.899. PMID 17541189. 
  4. "New methods and reagents in organic synthesis. 67. A general synthesis of derivatives of optically pure 2-(1-aminoalkyl)thiazole-4-carboxylic acids". The Journal of Organic Chemistry 52 (7): 1252–1255. 1987. doi:10.1021/jo00383a014.