Carbocisteine

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Carbocisteine

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
Identifiers
CAS number	638-23-3 (R)^Y, 2387-59-9 (RS)
PubChem	193653
ChemSpider	168055^Y
DrugBank	DB04339
KEGG	D06393^Y
ChEBI	CHEBI:16163^Y
ChEMBL	CHEMBL396416^Y
ATC code	R05CB03
Jmol-3D images	{{#if:O=C(O)C(N)CSCC(=O)OO=C(O)[C@@H](N)CSCC(=O)O\|Image 1 Image 2
SMILES O=C(O)C(N)CSCC(=O)O O=C(O)[C@@H](N)CSCC(=O)O
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
Properties
Molecular formula	C₅H₉NO₄S
Molar mass	179.19 g mol⁻¹
Appearance	Colorless solid
Melting point	204–207 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Carbocisteine molecule, in 3D

Carbocisteine 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

Rhinathiol: Bulgaria, Congo, Hong Kong, Hungary, Latvia, Lithuania, Malaysia, Oman, Romania, Singapore, South Korea, Switzerland, Taiwan, Thailand, Tunisia, and Vietnam^[2]

Mucodyne: United Kingdom, India, Ireland, Japan, Netherlands, Serbia.

Mucosol: Egypt

Solmux: 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
↑ http://www.drugs.com/international/rhinathiol.html

Cough and cold preparations (R05)

Expectorants

Mucolytics

Cough suppressants

Opium alkaloids, opioids, and derivatives	Acetyldihydrocodeine Benzylmorphine Butorphanol Codeine Dextromethorphan Diacetylmorphine Dihydrocodeine Dimemorfan Droxypropine Ethylmorphine Hydrocodone Hydromorphone Isoaminile Laudanum Levomethadone Levopropoxyphene Methadone Nicocodeine Nicodicodeine Normethadone Noscapine Pholcodine Thebacon Tipepidine

Other	Benzonatate Benproperine Bibenzonium bromide Butamirate Clobutinol Clofedanol Cloperastine Diphenhydramine Dibunate Dimethoxanate Dropropizine Fedrilate Glaucine Levodropropizine Meprotixol Morclofone Nepinalone Oxolamine Oxeladin Pentoxyverine Pipazetate Prenoxdiazine Piperidione Zipeprol

M: RES

anat (n, x, l, c)/phys/devp

noco (c, p)/cong/tumr, sysi/epon, injr

proc, drug (R1/2/3/5/6/7)

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