DACISTEINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C7H11NO4S
Molecular Weight	205.232
Optical Activity	( - )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)N[C@@H](CSC(C)=O)C(O)=O

InChI

InChIKey=HSPYGHDTVQJUDE-LURJTMIESA-N

InChI=1S/C7H11NO4S/c1-4(9)8-6(7(11)12)3-13-5(2)10/h6H,3H2,1-2H3,(H,8,9)(H,11,12)/t6-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.sciencedirect.com/science/article/pii/S0040403901855179 | https://www.vidal.fr/Medicament/mucothiol-11319-pharmacodynamie.htm

Dacisteine is a derivative of a N-acetylcysteine, where a second acetyl group is attached to a sulfur atom. Dacisteine is marketed in France under tradename Mucothiol for the treatment of disorders of bronchial secretion, acute bronchitis and acute episode of chronic bronchopneumopathies. Dacisteine exerts its action on the gel phase of the mucus, presumably by breaking the disulfide bonds of the glycoproteins, and thus promotes the expectoration.

Approval Year

PubMed

Title	Date	PubMed
Double-prodrugs of L-cysteine: differential protection against acetaminophen-induced hepatotoxicity in mice.	2002	12439865
Reactions of purines-containing butenolides with L-cysteine or N-acetyl-L-cysteine as model biological nucleophiles: a potent mechanism-based inhibitor of ribonucleotide reductase caused apoptosis in breast carcinoma MCF7 cells.	2002 Mar	11900865
First total synthesis of mycothiol and mycothiol disulfide.	2004 Feb 5	14748594

Name

Type

Language

DACISTEINE

Official Name

English

dacisteine [INN]

Common Name

English

MUCOTHIOL

Brand Name

English

N,S-DIACETYL-L-CYSTEINE

Systematic Name

English

N-ACETYL-L-CYSTEINE, ACETATE (ESTER)

Common Name

English

ACETYLCYSTEINE IMPURITY D [EP IMPURITY]

Common Name

English

Dacisteine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C74536