A fungicide that inhibits the sterol pathway
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Fenpropimorph

Item No. 20875

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,6S)-rel-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-morpholine
CAS Number
67564-91-4
Synonyms
  • BAS 42100F
Molecular Formula
C20H33NO
Formula Weight
303.5
Purity
≥98%
Formulation
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 5 mg/mlEthanol: 15 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
218, 263, 271 nm
SMILES
CC(CC1=CC=C(C(C)(C)C)C=C1)CN2C[C@@H](C)O[C@@H](C)C2
InChi Code
InChI=1S/C20H33NO/c1-15(12-21-13-16(2)22-17(3)14-21)11-18-7-9-19(10-8-18)20(4,5)6/h7-10,15-17H,11-14H2,1-6H3/t15?,16-,17+
InChi Key
RYAUSSKQMZRMAI-ALOPSCKCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 mg

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    Cayman Chemical
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    Product Description

    Fenpropimorph is a fungicide that inhibits the sterol pathway.1 It inhibits Δ8-Δ7-sterol isomerase in yeast at low concentrations, with Δ14-sterol reductase being blocked at higher levels, preventing the biosynthesis of ergosterol (Item No. 19850).2 Fenpropimorph is also able to inhibit sterol synthesis in certain plants and mammalian cells.1,3 Formulations containing fenpropimorph 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. Costet, M.F., Achouri, M.E., Charlet, M., et al. Ecdysteroid biosynthesis and embryonic development are disturbed in insects (Locusta migratoria) reared on plant diet (Triticum sativum) with a selectively modified sterol profile. Proc. Natl. Acad. Sci. USA 84(3), 643-647 (1987).

    2. Marcireau, C., Guilloton, M., and Karst, F. In vivo effects of fenpropimorph on the yeast Saccharomyces cerevisiae and determination of the molecular basis of the antifungal property. Antimicrob. Agents Chemother. 34(6), 989-993 (1990).

    3. Corio-Costet, M.F., Gerst, N., Benveniste, P., et al. Inhibition by the fungicide fenpropimorph of cholesterol biosynthesis in 3T3 fibroblasts. Biochem J. 256(3), 829-834 (1988).