An antimycobacterial tuberculosis drug
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Thiocarlide

Item No. 10006976

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N'-bis[4-(3-methylbutoxy)phenyl]-thiourea
CAS Number
910-86-1
Synonyms
  • Isoxyl
Molecular Formula
C23H32N2O2S
Formula Weight
400.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 1 mg/ml
λmax
273 nm
SMILES
CC(C)CCOc1ccc(cc1)NC(=S)Nc1ccc(OCCC(C)C)cc1
InChi Code
InChI=1S/C23H32N2O2S/c1-17(2)13-15-26-21-9-5-19(6-10-21)24-23(28)25-20-7-11-22(12-8-20)27-16-14-18(3)4/h5-12,17-18H,13-16H2,1-4H3,(H2,24,25,28)
InChi Key
BWBONKHPVHMQHE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    Cayman Chemical
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    Product Description

    Thiocarlide (isoxyl) is a thiourea derivative that was used in the 1960s to successfully treat tuberculosis (TB). It has considerable antimycobacterial activity in vitro and is effective against multi-drug resistant strains of Mycobacterium tuberculosis in the range of 1-10 µg/ml.1,2 At concentrations of 10 µM, isoxyl inhibits the synthesis of M. bovis during six hours of exposure which is similar to isoniazid (INH) and ethionamide (ETH), two other predominant anti-tuberculosis drugs. Unlike INH and ETH, isoxyl also partially inhibits the synthesis of fatty acids. Isoxyl shows no acute toxicity against primary macrophage cell cultures as demonstrated by diminution of redox activity.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Phetsuksiri, B., Jackson, M., Scherman, H., et al. Unique mechanism of action of the thiourea drug isoxyl on mycobacterium tuberculosis. The Journal of Biological Chemisty 278(52), 53123-53130 (2003).

    2. Phetsuksiri, B., Baulard, A.R., Cooper, A.M., et al. Antimycobacterial activities of isoxyl and new derivatives through the inhibition of mycolic acid synthesis. Antimicrob. Agents Chemother. 43(5), 1042-1051 (1999).