Chemistry:Carbocisteine

Carbocisteine

Names
IUPAC name (R)-2-Amino-3-(carboxymethylsulfanyl)propanoic acid
Other names S-Carboxymethyl-L-cysteine; Actithiol, Lisomucil, Muciclar, Mucodyne, Mucolex, Rhinathiol, Transbronchin
Identifiers
CAS Number	638-23-3 Y 25390-17-4 (DL) Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:16163 Y
ChEMBL	ChEMBL396416 Y
ChemSpider	168055 Y
DrugBank	DB04339 Y
KEGG	D06393 Y D00175
PubChem CID	193653
UNII	740J2QX53R Y 4252LRM78Q (DL) Y
InChI InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 Y Key: GBFLZEXEOZUWRN-VKHMYHEASA-N Y InChI=1/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10) Key: GBFLZEXEOZUWRN-UHFFFAOYAN InChI=1/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 Key: GBFLZEXEOZUWRN-VKHMYHEABX
SMILES O=C(O)C(N)CSCC(=O)O O=C(O)[C@@H](N)CSCC(=O)O
Properties
Chemical formula	C5H9NO4S
Molar mass	179.19 g·mol−1
Appearance	Colorless solid
Melting point	204 to 207 °C (399 to 405 °F; 477 to 480 K)
Pharmacology
1=ATC code }}	R05CB03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Carbocisteine, also called carbocysteine, is a mucolytic that reduces the viscosity of sputum and so can be used to help relieve the symptoms of chronic obstructive pulmonary disorder (COPD) and bronchiectasis by allowing the sufferer to bring up sputum more easily. Carbocisteine should not be used with antitussives (cough suppressants) or medicines that dry up bronchial secretions.

It was first described in 1951 and came into medical use in 1960. Carbocisteine is produced by alkylation of cysteine with chloroacetic acid.