Carbocisteine

Carbocisteine
Names


IUPAC name (R)-2-Amino-3-(carboxymethylsulfanyl)propanoic acid
Other names S-Carboxymethyl-L-cysteine; Mucodyne, Solmux, Rhinathiol, Humex, Lisomucil, Fluditec, Exputex, Mucolit, Reodyn, Carbotoux, Flemex, Carbolin, Muflex
Identifiers
CAS Number	638-23-3 (R)^Y 2387-59-9 (RS)^N
ChEBI	CHEBI:16163^Y
ChEMBL	ChEMBL396416^Y
ChemSpider	168055^Y
DrugBank	DB04339^Y
Jmol interactive 3D	Image Image
KEGG	D06393^Y
PubChem	193653
UNII	740J2QX53R^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
ATC code	R05CB03
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 (INN), also called carbocysteine (USAN), 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.

Carbocisteine is produced by alkylation of cysteine with chloroacetic acid.^[1]

Trade names

Bronles: Macedonia^[2]
Fluifort: Italy
Carbex: Pakistan
Exputex: Ireland
Fluidol, Humotusin: Romania
Rhinathiol: Bulgaria, Congo, Hong Kong, Hungary, Latvia, Lithuania, Malaysia, Oman, Romania, Singapore, South Korea, Switzerland, Taiwan, Thailand, Tunisia, and Vietnam^[3]
Mucodyne: United Kingdom, India, Ireland, Japan, Netherlands, Serbia.
Mucoral: Portugal
Mucosol: Egypt
Solmux, Loviscol: Philippines

References

↑ Karlheinz Drauz, Ian Grayson, Axel Kleemann, Hans-Peter Krimmer, Wolfgang Leuchtenberger, Christoph Weckbecker “Amino Acids” in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. doi:10.1002/14356007.a02_057.pub2
↑ alkaloid.com.mk http://www.alkaloid.com.mk/vademecum-step-2.nspx?LekTipId=36. Missing or empty |title= (help)
↑ "Rhinathiol". Drugs.com.

Cough and cold preparations (R05)

Expectorants

Mucolytics

Cough suppressants

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