A metabolite of triadimefon
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Parent Compound(s)
18714Triadimefon
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Triadimenol

Item No. 24216

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-(4-chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
CAS Number
55219-65-3
Molecular Formula
C14H18ClN3O2
Formula Weight
295.8
Purity
≥95% (mixture of isomers)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: 25 mg/ml
SMILES
ClC1=CC=C(OC(N2N=CN=C2)C(O)C(C)(C)C)C=C1
InChi Code
InChI=1S/C14H18ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,12-13,19H,1-3H3
InChi Key
BAZVSMNPJJMILC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    500 mg

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    Product Description

    Triadimenol is a metabolite of triadimefon (Item No. 18714), a broad-spectrum chiral triazole fungicide, that is formed by reduction of a carbonyl group to the corresponding alcohol.1 It is teratogenic, inducing cranial nerve and ganglia abnormalities in a rat post-implantation whole embryo culture model when used at concentrations ranging from 12.5 to 125 μM.2 In vivo, triadimenol induces embryotoxicity in rats and rabbits when administered orally at doses of 100 and 40 mg/kg, respectively. Embryonic exposure to triadimenol (3-3,000 μg/L) induces embryonic mortality as well as decreases fertility and increases the number of female offspring in medaka fish (O. latipes).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shen, Q., Li, J., Xu, P., et al. Enantioselective metabolism of triadimefon and its chiral metabolite triadimenol in lizards. Ecotoxicol. Environ. Saf. 143, 159-165 (2017).

    2. Menegola, E., Broccia, M.L., Di Renzo, F., et al. In vitro teratogenic potential of two antifungal triazoles: Triadimefon and triadimenol. In Vitro Cell. Dev. Biol. Anim. 36(2), 88-95 (2000).

    3. Chu, S.-H., Liao, P.-H., and Chen, P.-J. Developmental exposures to an azole fungicide triadimenol at environmentally relevant concentrations cause reproductive dysfunction in females of medaka fish. Chemosphere 152, 181-189 (2016).