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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2O2.C5H9NO4S.H2O
Molecular Weight 343.397
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBOCYSTEINE LYSINE MONOHYDRATE

SMILES

O.NCCCC[C@H](N)C(O)=O.N[C@@H](CSCC(O)=O)C(O)=O

InChI

InChIKey=QVJUWKMADMJHJZ-PBUQCQDLSA-N
InChI=1S/C6H14N2O2.C5H9NO4S.H2O/c7-4-2-1-3-5(8)6(9)10;6-3(5(9)10)1-11-2-4(7)8;/h5H,1-4,7-8H2,(H,9,10);3H,1-2,6H2,(H,7,8)(H,9,10);1H2/t5-;3-;/m00./s1

HIDE SMILES / InChI

Description

S-Carboxymethylcysteine (carbocysteine or SCMC; also available in the lysinate form, SCMC-Lys) is a mucoactive drug, has antioxidant and anti-inflammatory properties. Carbocysteine has been recently recognized as an effective and safe treatment for the long-term management of COPD, able to reduce the incidence of exacerbations and improve patient quality of life. Moreover, carbocysteine was effective in counteracting some symptoms associated with cancer cachexia. Preclinical and clinical studies have demonstrated that the antioxidant and anti-inflammatory properties of carbocysteine are more important than mucolysis itself for its therapeutic efficacy. Therefore, carbocysteine may be able to reverse the oxidative stress associated with several chronic inflammatory diseases, such as cardiovascular diseases and neurodegenerative disorders.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Carbocisteine

Cmax

ValueDoseCo-administeredAnalytePopulation
13.38 mg/L
1.5 g single, oral
CARBOCYSTEINE plasma
Homo sapiens
8.02 μg/mL
750 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens
5.6 μg/mL
1000 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
63.15 mg × h/L
1.5 g single, oral
CARBOCYSTEINE plasma
Homo sapiens
14.88 μg × h/mL
750 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens
22.8 μg × h/mL
1000 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2.05 h
1.5 g single, oral
CARBOCYSTEINE plasma
Homo sapiens
2.02 h
750 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens
1.5 h
1000 mg single, oral
CARBOCYSTEINE plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Dosage is based upon an initial daily dosage of 2250 mg carbocysteine (6 capsules) in divided doses, reducing to 1500 mg (4 capsules) daily in divided doses when a satisfactory response is obtained. For example, two capsules three times a day reducing to one capsule four times a day.
Route of Administration: Oral
In Vitro Use Guide
Carbocysteine inhibited rhinovirus (RV)2 and RV14 infection in human tracheal epithelial cells in a concentration-dependent manner, the maximum effect being obtained at 10 and 30 μM