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Thiocarlide
Sign in to saveThiocarlide (or tiocarlide or isoxyl) is a thiourea drug used in the treatment of tuberculosis, inhibiting synthesis of oleic acid and tuberculostearic acid.
Chemical data
- Formula
- C23H32N2O2S
- Molecular weight
- 400.6 g/mol
- IUPAC name
- 1,3-bis[4-(3-methylbutoxy)phenyl]thiourea
- SMILES
- CC(C)CCOC1=CC=C(C=C1)NC(=S)NC2=CC=C(C=C2)OCCC(C)C
- InChIKey
- BWBONKHPVHMQHE-UHFFFAOYSA-N
- XLogP
- 6.4
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- tuberculosis
via ChEMBL · EBI
Research
155 papers- [Thiocarlide. Attempt of an evaluation].Therapie der Gegenwart · 1969
- [On metabolites of thiocarlide].Helvetica chimica acta · 1969
- Clinical experience with thiocarlide (Isoxyl).Antibiotica et chemotherapia. Fortschritte. Advances. Progres · 1970
- A clinical trial of thiocarlide (4-4' diisoamyloxythiocarbanilide).Tubercle · 1966
- A Histoplasma capsulatum Lipid Metabolic Map Identifies Antifungal Targets.mBio · 2021
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 400.218
Show 3 more facts
- chemical formula
- C₂₃H₃₂N₂O₂S
- Commons category
- Thiocarlide
- canonical SMILES
- CC(C)CCOC1=CC=C(C=C1)NC(=S)NC2=CC=C(C=C2)OCCC(C)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Thiocarlide (or tiocarlide or isoxyl) is a thiourea drug used in the treatment of tuberculosis, inhibiting synthesis of oleic acid and tuberculostearic acid.
Thiocarlide has considerable antimycobacterial activity in vitro and is effective against multi-drug resistant strains of Mycobacterium tuberculosis. 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.
Excerpted from Wikipedia’s “Thiocarlide” article, available under the CC BY-SA 4.0 licence.
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