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Substance Name: Carbocysteine [USAN:INN:BAN]
RN: 638-23-3
UNII: 740J2QX53R
InChIKey: GBFLZEXEOZUWRN-VKHMYHEASA-N

Note

  • A compound formed when iodoacetic acid reacts with sulfhydryl groups in proteins. It has been used as an anti-infective nasal spray with mucolytic and expectorant action.

Molecular Formula

  • C5-H9-N-O4-S

Molecular Weight

  • 179.1951
 

Classification Codes

  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Drug / Therapeutic Agent
  • Expectorants
  • Mucolytic
  • Reproductive Effect
  • Respiratory System Agents
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Names and Synonyms

Name of Substance

  • Carbocistein [JAN]
  • Carbocisteine [INN]
  • Carbocysteine [USAN:INN:BAN]
  • L-Cysteine, S-(carboxymethyl)-

MeSH Heading

  • Carbocysteine

Synonyms

  • (L)-2-Amino-3-(carboxymethylthio)propionic acid
  • (R)-S-(Carboxymethyl)cysteine
  • 3-(Carboxymethylthio)-L-alanine
  • 4-04-00-03150 (Beilstein Handbook Reference)
  • AHR 3053
  • AHR-3053
  • BRN 1725012
  • Bronchokod
  • Carbocistein
  • Carbocisteina
  • Carbocisteina [INN-Spanish]
  • Carbocisteine
  • Carbocisteinum
  • Carbocisteinum [INN-Latin]
  • Carbocysteine
  • Chilvax
  • DF 1794Y
  • EINECS 211-327-5
  • Fluifort
  • L-(Carboxymethyl)cysteine
  • L-3-((Carboxymethyl)thio)alanine
  • L.J. 206
  • Lisil
  • Lisomucil
  • LJ 206
  • Loviscol
  • Muciclar
  • Mucocis
  • Mucodyne
  • Mucofan
  • Mucojet sirup
  • Mucolase
  • Mucolex sirup
  • Mucosol
  • Mucotab
  • Mucotron
  • NSC 14156
  • PectDrill
  • Reomucil
  • Rhinathiol
  • Rinatiol
  • S-(Carboxymethyl)-(R)-cysteine
  • S-(Carboxymethyl)-L-cysteine
  • S-Carboxylmethyl-L-cysteine
  • Siroxyl
  • Superthiol sirup
  • Thiodril
  • Transbronchin
  • UNII-740J2QX53R

Systematic Names

  • Alanine, 3-((carboxymethyl)thio)-, L-
  • Carbocisteine
  • L-Cysteine, S-(carboxymethyl)-

Registry Numbers

CAS Registry Number

  • 638-23-3

FDA UNII

  • 740J2QX53R

Other Registry Number

  • 11139-64-3

System Generated Number

  • 0000638233

Structure Descriptors

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

InChIKey

GBFLZEXEOZUWRN-VKHMYHEASA-N

Smiles

C([C@@H](C(=O)O)N)SCC(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1433mg/kg (1433mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1419, 1974.
mouse LD50 oral 8400mg/kg (8400mg/kg)   Drugs in Japan Vol. 6, Pg. 190, 1982.
mouse LD50 subcutaneous 9gm/kg (9000mg/kg)   Drugs in Japan Vol. 6, Pg. 190, 1982.
rat LD50 intraperitoneal 7800mg/kg (7800mg/kg)   Drugs in Japan Vol. 6, Pg. 190, 1982.
rat LD50 oral > 15gm/kg (15000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 1705, 1982.
rat LD50 subcutaneous 10300mg/kg (10300mg/kg) BEHAVIORAL: ATAXIA Yakkyoku. Pharmacy. Vol. 32, Pg. 993, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 206 deg C   EXP
log P (octanol-water) -4.240 (none)   EST
Atmospheric OH Rate Constant 5.48E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.