Carbocisteine
- S -carboxymethyl -L-cysteine
- (R )-2- amino-4- thia- adipic acid
- L-2- amino-3- ( carboxymethylthio ) propionic acid
- 3 - ( carboxymethylthio ) -L-alanine
- L-3- [( carboxymethyl) thio] alanine
- L- carboxymethylcysteine
- (R ) - carbocisteine
R05CB03
White solid
Secretolytics
Fixed
206 ° C
Soluble in water
8400 mg · kg -1 ( LD50, mouse, oral)
Template: Infobox chemical / molecular formula search available
Carbocysteine ( international name carbocisteine ) is a chiral drug that is used as a mucolytic agent against tight cough, such as occurs for example in a bronchitis.
Action and Application
Carbocisteine acts not by cleavage of the disulfide bonds of the secretion in the bronchi as acetylcysteine, but intracellularly: It is increasingly produces mucus thinner and less viscous mucus. Since the 1970s carbocysteine is in the indications
- Acute or chronic bronchitis
- Asthma and emphysema
- Bronchiectasis
- Bronchopneumonia
Employed.
The effectiveness of carbocysteine is controversial, some experts attribute the mucolytic effect on the increased intake of water back.
Properties
The specific optical rotation of carbocysteine [ αD20 ] is 0.5 ° in 1 M hydrochloric acid.
Chemistry
Carbocysteine is produced from chlorine and acetic acid of the natural α - amino acid is L -cysteine by using sodium hydroxide solution, by a nucleophilic substitution reaction with elimination of the sodium chloride. Carbocisteine is used exclusively in the enantiomerically pure L- form as a drug. S -carboxymethyl -L-cysteine having the stereogenic center ( α - carbon atom of the cysteine Substruktureinheit ) (R )-configuration. The resolution of DL- S -carboxymethyl- cysteine is described in the literature.
Trade names
Mephathiol (CH), Mucoseptal (CH), Pectorex (CH), Rhinathiol (CH), Transbronchin (D), Tussantiol (CH)
Triofan (CH)