Carbocisteine

Carbocisteine: 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^Y=, (R)
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 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, 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]

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

v · d · eCough and cold preparations (R05)

Expectorants
Althea root • Antimony pentasulfide • Creosote • Guaiacolsulfonate • Guaifenesin • Ipecacuanha (Syrup of ipecac) • Levoverbenone • Potassium iodide • Senega • Tyloxapol

Mucolytics
Acetylcysteine • Ambroxol • Bromhexine • Carbocisteine • Domiodol • Dornase alfa • Eprazinone • Erdosteine • Letosteine • Mesna • Neltenexine • Sobrerol • Stepronin • Tiopronin

Cough suppressants

Opium alkaloids,
opioids,
and derivatives

Acetyldihydrocodeine • Benzylmorphine • Codeine • Dextromethorphan • Diacetylmorphine • Dihydrocodeine • Dimemorfan • Droxypropine • Ethylmorphine • Hydrocodone • Hydromorphone • Isoaminile • Laudanum • Levomethadone • Levopropoxyphene • Methadone • Nicocodeine • Nicodicodeine • Normethadone • Noscapine • Pholcodine • Thebacon • Tipepidine • Zipeprol

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

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)

Categories:
Dicarboxylic acids
Expectorants
Thioethers
Amino acid derivatives

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^Y=, (R) 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	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, 100 kPa)
Infobox references

Игры ⚽ Поможем сделать НИР

Look at other dictionaries:

carbocisteine — noun A mucolytic that reduces the viscosity of sputum … Wiktionary
ATC code R05 — ATC codes R Respiratory system R01 Nasal preparations R02 Throat preparations R03 Drugs for obstructive airway diseases R05 Cough and cold preparations R06 Antihistamines for systemic use … Wikipedia
638-23-3 — Carbocystéine Carbocystéine Général No CAS 638 23 3 … Wikipédia en Français
C5H9NO4S — Carbocystéine Carbocystéine Général No CAS 638 23 3 … Wikipédia en Français
Carbocystéine — Général No CAS … Wikipédia en Français
Hydrocodone — Systematic (IUPAC) name 4,5a Epoxy … Wikipedia
Laudanum — Combination of Morphine morphinan Codeine morphinan Thebaine morphinan Papaverine benzylisoquinoline Clinical data Pregna … Wikipedia
Cough medicine — Cough syrup redirects here. For the Young the Giant song, see Cough Syrup (song). Cough medicine often contains cough suppressants or expectorants. A cough medicine (or linctus, when in syrup form) is a medicinal drug used in an attempt to treat… … Wikipedia
Hydromorphone — Systematic (IUPAC) name … Wikipedia
Acetylcysteine — Systematic (IUPAC) name … Wikipedia

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