Ethionamide

Ethionamide

Systematic (IUPAC) name
2-ethylpyridine-4-carbothioamide
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a682402
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Protein binding	Approximately 30% bound to proteins.
Half-life	2 to 3 hours
Identifiers
CAS number	536-33-4 Y
ATC code	J04AD03
PubChem	CID 2761171
DrugBank	APRD00961
ChemSpider	2041901 Y
UNII	OAY8ORS3CQ Y
KEGG	D00591 Y
ChEBI	CHEBI:4885 Y
ChEMBL	CHEMBL1441 Y
Chemical data
Formula	C8H10N2S
Mol. mass	166.244 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11) Y Key:AEOCXXJPGCBFJA-UHFFFAOYSA-N Y
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Ethionamide (2-ethylthioisonicotinamide, Trecator SC) is an antibiotic used in the treatment of tuberculosis.

It is a prodrug.

It has been proposed for use in combination with gatifloxacin.

The action may be through disruption of mycolic acid.

Synthesis

Liberman, D.; Rist, N.; Grumbach, F.; Cals, S.; Moyeux, M.; Rouaix, A.; Bull. Soc. Chim. Fr. 1958, 687.