A triazole fungicide
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Hexaconazole

Item No. 24118

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-butyl-α-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-ethanol
CAS Number
79983-71-4
Synonyms
  • (±)-Hexaconazole
Molecular Formula
C14H17Cl2N3O
Formula Weight
314.2
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
ClC1=CC=C(C(CCCC)(O)CN2N=CN=C2)C(Cl)=C1
InChi Code
InChI=1S/C14H17Cl2N3O/c1-2-3-6-14(20,8-19-10-17-9-18-19)12-5-4-11(15)7-13(12)16/h4-5,7,9-10,20H,2-3,6,8H2,1H3
InChi Key
STMIIPIFODONDC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $32

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    100 mg

    $58

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    Cayman Chemical
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    Product Description

    Hexaconazole is a broad-spectrum triazole fungicide that inhibits ergosterol biosynthesis via inhibition of the cytochrome P450-dependent 14α-demethylation of lanosterol, which results in disruption of the fungal cell membrane and cell death.1 It is fungicidal against the powdery mildews B. graminis and S. cucurbitae on cucumber plants in a concentration-dependent manner and is curative against powdery mildew on barley plants when used at a concentration of 6.7 mg/L.2 It also inhibits growth of R. bataticola and S. rolfsii (ED50s = 6.35 and 1.27 mg/L, respectively).3 Exogenous application of hexaconazole (15 mg/L) to M. chamomilla plants improves water, proline, and protein contents as well as increases non-enzymatic and enzymatic antioxidant and apigenin-7-glucoside content during a water deficit stress tolerance test.4 Hexaconazole inhibits the differentiation of mouse embryonic stem cells into cardiomyocytes (EC50 = 16.6 μM).5 It also induces bone morphological defects in mouse fetuses when administered to pregnant adult females during gestation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zarn, J.A., Brüschweiler, B.J., and Schlatter, J.R. Azole fungicides affect mammalian steroidogenesis by inhibiting sterol 14 α-demethylase and aromatase. Environ. Health Perspect. 111(3), 255-261 (2003).

    2. Tsuda, M., Itoh, H., and Kato, S. Evaluation of the systemic activity of simeconazole in comparison with that of other DMI fungicides. Pest Manag. Sci. 60(9), 875-880 (2004).

    3. Shakil, N.A., Kumar, J., Pandey, A., et al. Synthesis and pesticidal activity of new N-alkyl-N-[1-(2-hydroxyphenyl) ethyl]amines. J. Environ. Sci. Health B 44(4), 344-349 (2009).

    4. Hojati, M., Modarres-Sanavy, S.A.M., Ghanati, F., et al. Hexaconazole induces antioxidant protection and apigenin-7-glucoside accumulation in Matricaria chamomilla plants subjected to drought stress. J. Plant Physiol. 168(8), 782-791 (2011).

    5. de Jong, E.G., Barenys, M., Hermsen, S.A.B., et al. Comparison of the mouse embryonic stem cell test, the rat whole embryo culture and the zebrafish embryotoxicity test as alternative methods for developmental toxicity testing of six 1,2,4-triazoles. Toxicol. Appl. Pharmacol. 253(2), 103-111 (2011).