Structure via PubChem · Public domain (PubChem)
fenpropimorph
Sign in to saveFenpropimorph is a morpholine-derived fungicide used in agriculture, primarily on cereal crops such as wheat. It has been reported to disrupt eukaryotic sterol biosynthesis pathways, notably by inhibiting fungal Δ14 reductases. It has also been reported to inhibit mammalian sterol biosynthesis by affecting lanosterol demethylation. Although used in agriculture for pest management purposes, it has been reported to have a strong adverse effect on sterol biosynthesis in higher-plants by inhibiting the cycloeucalenol-obtusifoliol isomerase. This inhibition was shown to not only alter the lipid com
Chemical data
- Formula
- C20H33NO
- Molecular weight
- 303.5 g/mol
- IUPAC name
- (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
- SMILES
- C[C@@H]1CN(C[C@@H](O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
- InChIKey
- RYAUSSKQMZRMAI-ALOPSCKCSA-N
- XLogP
- 5.2
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
141 papers- Developmental and organ toxicity of fenpropimorph in zebrafish: Involvement of apoptosis and inflammation.Chemico-biological interactions · 2025
- Simultaneous Analysis of Fenpropimorph and Fenpropimorph Acid in Six Different Livestock Products Using a Single-Sample Preparation Method Followed by Liquid Chromatography-Tandem Mass Spectrometry.Molecules (Basel, Switzerland) · 2021
- Reprotoxic effects of fenpropimorph on the fertilizing potential of AI boars: A case study.Reproduction in domestic animals = Zuchthygiene · 2022
- Fenpropimorph slows down the sterol pathway and the development of the arbuscular mycorrhizal fungus Glomus intraradices.Mycorrhiza · 2009
- Physiological effects of fenpropimorph on wild-type Saccharomyces cerevisiae and fenpropimorph-resistant mutants.Antimicrobial agents and chemotherapy · 1991
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 303.256
- Has use
- fungicide
Show 4 more facts
- chemical formula
- C₂₀H₃₃NO
- isomeric SMILES
- C[C@@H]1CN(C[C@@H](O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
- canonical SMILES
- CC1CN(CC(O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
- Commons category
- Fenpropimorph
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
{{Chembox | ImageFile = Fenpropimorph.svg | ImageSize = | IUPACName = cis-2,6-Dimethyl-4-{2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propyl}morpholine or (2R,6S)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine | OtherNames = BAS 42100F; Corbel; Forbel 750; Mistral |Section1= |Section2= |Section3= }}
Fenpropimorph is a morpholine-derived fungicide used in agriculture, primarily on cereal crops such as wheat. It has been reported to disrupt eukaryotic sterol biosynthesis pathways, notably by inhibiting fungal Δ14 reductases. It has also been reported to inhibit mammalian sterol biosynthesis by affecting lanosterol demethylation. Although used in agriculture for pest management purposes, it has been reported to have a strong adverse effect on sterol biosynthesis in higher-plants by inhibiting the cycloeucalenol-obtusifoliol isomerase. This inhibition was shown to not only alter the lipid composition of the plasma-membrane, but also impact cell division and growth, in plants.
Excerpted from Wikipedia’s “fenpropimorph” article, available under the CC BY-SA 4.0 licence.