An internal standard for the quantification of propiconazole
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Alternative(s)
31177Propiconazole-d7
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Propiconazole-d3 (nitrate)

Item No. 26788

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-((2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl-4,5,5-d3)methyl)-1H-1,2,4-triazole, mononitrate
CAS Number
2699607-26-4
Molecular Formula
C15H14Cl2D3N3O2 • HNO3
Formula Weight
408.3
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 0.1 mg/ml
SMILES
ClC(C=C1)=CC(Cl)=C1C2(CN3C=NC=N3)OC([2H])([2H])C(CCC)([2H])O2.O=[N](O)=O
InChi Code
InChI=1S/C15H17Cl2N3O2.HNO3/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17;2-1(3)4/h4-6,9-10,12H,2-3,7-8H2,1H3;(H,2,3,4)/i7D2,12D;
InChi Key
OHCCKHXQYTUYED-XIQAKCKDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    Product Description

    Propiconazole-d3 is intended for use as an internal standard for the quantification of propiconazole (Item No. 18853) by GC- or LC-MS. Propiconazole is a broad-spectrum triazole fungicide that inhibits the conversion of lanosterol to ergosterol, leading to fungal cell membrane disruption.1 It inhibits S. cerevisiae, but not rat liver, microsomal cytochrome P450 (IC50s = 0.04 and >200 µM, respectively).2 Propiconazole inhibits the growth of T. deformans and R. stolonifer (ED50s = 0.073 and 4.6 µg/ml, respectively), as well as A. niger, M. fructigena, S. nodorum, T. harzanium, R. solani, and S. rolfsii at concentrations ranging from 0.1 to 5 ppm.3 It increases the weight of seminal vesicles and vas deferens, as well as the percentage of sperm with abnormal tail morphology, and decreases the plasma concentration of estradiol in male rats when administered at a dose of 4 mg/kg.4 Propiconazole increases production of reactive oxygen species (ROS), the number of DNA mutations, and the incidence of tumor formation in mouse liver.5 Formulations containing propiconazole have been used in the control of fungi in agriculture.

    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. Vanden Bossche, H., Lauwers, W., Willemsens, G., et al. Molecular basis for the antimycotic and antibacterial activity of N-substituted imidazoles and triazoles: The inhibition of isoprenoid biosynthesis. Pestic. Sci. 15(2), 188-198 (1984).

    3. Sancholle, M., Weete, J.D., and Montani, C. Effects of triazoles on fungi: I. Growth and cellular permeability. Pest. Biochem. Phys. 21(1), 31-44 (1984).

    4. Costa, N.O., Vieira, M.L., Sgarioni, V., et al. Evaluation of the reproductive toxicity of fungicide propiconazole in male rats. Toxicology 335, 55-61 (2015).

    5. Nesnow, S. Integration of toxicological approaches with "omic" and related technologies to elucidate mechanisms of carcinogenic action: Propiconazole, an example. Cancer Lett. 334(1), 20-27 (2013).