A triazole fungicide
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Prothioconazole

Item No. 46060

Technical Information
Formal Name
2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
CAS Number
178928-70-6
Synonyms
  • JAU-6476
  • PTCZ
Molecular Formula
C14H15Cl2N3OS
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
S=C1NC=NN1CC(CC2=C(Cl)C=CC=C2)(C3(CC3)Cl)O
InChi Code
InChI=1S/C14H15Cl2N3OS/c15-11-4-2-1-3-10(11)7-14(20,13(16)5-6-13)8-19-12(21)17-9-18-19/h1-4,9,20H,5-8H2,(H,17,18,21)
InChi Key
MNHVNIJQQRJYDH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Prothioconazole (PTCZ) is a triazole fungicide.1 It is an inhibitor of the cytochrome P450 (CYP) isoform CYP51, also known as sterol 14α-demethylase. PTCZ (10 mg/kg of media) inhibits ergosterol biosynthesis and reduces deoxynivalenol biosynthesis in F. graminearum, the causative agent of Fusarium head blight, with a greater effect for (R)-PTCZ compared with (S)-PTCZ. It reduces mycelial growth of 252 strains of F. graminearum (EC50s = 0.4742-3.4403 µg/ml). PTCZ reduces the survival rate and induces malformations in zebrafish larvae at 0.35 µg/L, but does so to a lesser extent than (S)-(+)-PTCZ.2 It also reduces egg production in zebrafish. PTCZ (30 mg/kg per day) reduces hepatic glutathione (GSH) and superoxide dismutase (SOD) levels and increases hepatic TNF-α and IL-1β levels in mice.3 Formulations containing PTCZ have been used as fungicides in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, Z., Gao, B., He, Z., et al. Stereoselective bioactivity of the chiral triazole fungicide prothioconazole and its metabolite. Pestic. Biochem. Physiol. 160, 112-118 (2019).

    2. Bian, J., Zhao, H., Xu, W., et al. Stereoselective reproductive and intergenerational toxicity of prothioconazole in female zebrafish: Concurrent ovarian cytotoxicity and endocrine disruption. J. Agric. Food Chem. 74(29), 22708-22722 (2026).

    3. Hu, L., Xu, T., Wang, X., et al. Exposure to the fungicide prothioconazole and its metabolite prothioconazole-desthio induced hepatic metabolism disorder and oxidative stress in mice. Pestic. Biochem. Physiol. 193:105452, (2023).