Compound: Fenpropimorph
SMILES: O1[C@H](CN(CC(Cc2ccc(C(C)(C)C)cc2)C)C[C@H]1C)C
InChIKey: RYAUSSKQMZRMAI-ALOPSCKCSA-N
Synonyms: Fenpropimorph, 67564-91-4, Fenpropimorphe, Mistral, Corbel, Forbel 750, Funbas, BAS 42100F, Mildofix, Mistral T, (+-)-cis-4-(3-(4-tert-Butylphenyl)-2-methylpropyl)-2,6-dimethylmorpholine, cis-2,6-Dimethyl-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)morpholine, 4548UM725F, cis-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine, Ro 14-3169/000, BAS-42100F, BAS 421F, Morpholine, 2,6-dimethyl-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-, cis-, RO-14-3169/000, Morpholine, 4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethyl-, (2R,6S)-rel-, Fenpropimorph cis-, RefChem:140200, CHEBI:50145, 4-(2-((4-tert-butylphenyl)methyl)propyl)-2,6-dimethylmorpholine, 266-719-9, cis-Fenpropimorph, Fenpropimorph cis-form, (2R,6S)-Fenpropimorph, (2R,6S)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, CHEMBL372700, DTXSID4034601, cis-4-(3-(p-tert-Butylphenyl)-2-methylpropyl)-2,6-dimethylmorpholine, (2R,6S)-rel-4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, cis-4-[3-(p-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, Fenpropimorph [BSI:ISO], Fenpropimorphe [ISO-French], Fenpropimorph [ISO], EINECS 266-719-9, LAB 108 406, Amorolfine Impurity 17, FENPROPIMORPH [MI], SCHEMBL22362, orb1702273, orb3025550, DTXCID1032359, UNII-4548UM725F, CHEBI:143732, CIS-4-(3-(4-TERT-BUTYLPHENYL)-2-METHYLPROPYL)-2,6-DIMETHYLMORPHOLINE, DTXSID901045927, GLXC-22181, MORPHOLINE, 4-(3-(4-(1,1-DIMETHYLETHYL)PHENYL)-2-METHYLPROPYL)-2,6-DIMETHYL-, CIS-, MSK21144, Tox21_301571, BDBM50170654, (2S,6R)-4-(3-(4-(tert-butyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine, AKOS040746826, FF23264, Fenpropimorph 10 Axg/mL in Acetonitrile, NCGC00255608-01, Fenpropimorph 100 Axg/mL in Cyclohexane, CAS-67564-91-4, Fenpropimorph 10 microg/mL in Acetonitrile, Fenpropimorph 100 microg/mL in Cyclohexane, HY-128033, CS-0099210, NS00066814, C18787, G76859, Q2368524, cis-4-(3-(p-t-butylphenyl)-2-methylpropyl)-2,6-dimethyl-morpholin, (2R,6S)a4a[3a(4atertaButylphenyl)a2amethylpropyl]a 2,6adimethylmorpholine, N-(3'-p-tertiary butylphenyl-2'-methyl-propyl)-cis-2,6-dimethylmorpholine, (2R,6S)-4-(3-(4-(tert-butyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine, (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methyl-propyl]-2,6-dimethyl-morpholine, (RS)-cis-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethyl-morpholine, 4-(3-(4-(1,1-DIMETHYLETHYL)PHENYL)-2-METHYLPROPYL)-2,6- DIMETHYLMORPHOLINE, MORPHOLINE, 4-(3-(4-(1,1-DIMETHYLETHYL)PHENYL)-2- METHYLPROPYL)-2,6-DIMETHYL-, rel-(2R,6S)-4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, Forbel 750, Corbel, rel-(2R,6S)-4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, Mistral, cis-4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine,Morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, cis-, BAS 42100F, Fenpropimorph, Mistral, BAS 42100F, cis-4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, Forbel 750,Morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, cis-, Corbel, rel-(2R,6S)-4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, Fenpropimorph, Mistral, Corbel, Forbel 750, rel-(2R,6S)-4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, Fenpropimorph, cis-4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine,Morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, cis-, BAS 42100F, Morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, (2R,6S)-rel
Theoretical properties:
molecular_formula: C20H33NO
molecular_weight: 303.5 g/mol
exact_mass: 303.256214676 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 5
heavy_atom_count: 22
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine is an alkylbenzene.
chembl: FENPROPIMORPH is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.
In addition to its effects on fungi, fenpropimorph is also a very high affinity ligand of the mammalian sigma receptor.