Thiocarlide

Thiocarlide
Structural formula of thiocarlide
Space-filling model of the thiocarlide molecule
Systematic (IUPAC) name
1,3-bis[4-(3-methylbutoxy)phenyl]thiourea
Identifiers
CAS Number 910-86-1 N
ATC code J04AD02 (WHO)
PubChem CID 3001386
ChemSpider 2272774 YesY
UNII 43M23X81Y2 YesY
ChEMBL CHEMBL214920 YesY
Chemical data
Formula C23H32N2O2S
Molar mass 400.578 g/mol
 NYesY (what is this?)  (verify)

Thiocarlide (or tiocarlide or isoxyl) is a thiourea drug used in the treatment of tuberculosis, inhibiting synthesis of oleic acid and tuberculostearic acid.[1]

Thiocarlide has considerable antimycobacterial activity in vitro and is effective against multi-drug resistant strains of Mycobacterium tuberculosis.[2] Isoxyl inhibits M. bovis with six hours of exposure, which is similar to isoniazid and ethionamide, two other prominent anti-TB drugs. Unlike these two drugs, however, isoxyl also partially inhibits the synthesis of fatty acids.

Thiocarlide was developed by a Belgian company, Continental Pharma S.A. Belgo-Canadienne in Brussels, Belgium. The head researcher was Professor N. P. Buu-Hoi, head of Continental Pharma's Research Division.

References

  1. Phetsuksiri B, Jackson M, Scherman H, et al. (December 2003). "Unique mechanism of action of the thiourea drug isoxyl on Mycobacterium tuberculosis". J. Biol. Chem. 278 (52): 53123–30. doi:10.1074/jbc.M311209200. PMID 14559907.
  2. Phetsuksiri B, Baulard AR, Cooper AM, et al. (May 1999). "Antimycobacterial activities of isoxyl and new derivatives through the inhibition of mycolic acid synthesis". Antimicrob. Agents Chemother. 43 (5): 1042–51. PMC 89109. PMID 10223912.


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