fenpropimorph
cis-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine (9CI)
Identification
| Name | fenpropimorph |
| CAS Number | 67564-91-4 |
| EINECS | 266-719-9 |
| FDA UNII | 4548UM725F |
| Molecular Formula | C20 H33 N O |
| Molecular Weight | 303.48921000 |
| MDL Number | MFCD00144306 |
| Nikkaji Number | J310.265C |
| Beilstein | 884767 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 392.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 240.00 °F. TCC ( 115.60 °C. ) (est) |
| logP (o/w) | 4.930 |
| Soluble in | water, 7.354 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-mouse LD50 5980 mg/kg |
| Dermal Toxicity | skin-rat LD50 4200 mg/kg |
| Inhalation Toxicity | inhalation-rat LC50 2900 mg/m3/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for fenpropimorph usage levels up to | not for fragrance use. |
| Recommendation for fenpropimorph flavor usage levels up to | not for flavor use. |
Glentham Life Sciences Ltd
The Chemical, Biochemical & Research Essentials Supplier
Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK.
Potential Uses
Natural Occurrence
Synonyms
cis-4-(3-(para-tert-
butyl phenyl)-2-methyl propyl)-2,6-dimethyl morpholine
cis-4-(3-(p-tert-
butylphenyl)-2-methylpropyl)-2,6-dimethylmorpholine
(2R,6S)-4-[3-(4-tert-
butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
(2R,6S)-4-[3-(p-tert-
butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
cis-4-[3-(4-tert-
butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
cis-4-[3-(p-tert-
butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
cis-2,6-
dimethyl-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)morpholine
(2R,6S)-2,6-
dimethyl-4-{2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propyl}morpholine
cis-4-(3-(4-(1,1-
dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine
cis-4-[3-[4-(1,1-
dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine (9CI)
fenpropimorphe
funbas
mildofix
mistral T
morpholine, 2,6-dimethyl-4-[3-[4-(1,1-dimethylethyl)phenyl]-2- methylpropyl]-, cis-
morpholine, 4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethyl-, (2R,6S)-rel-
morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, (2R,6S)-
morpholine, 4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethyl-, cis-
PubMed:
Untargeted profiling of pesticide metabolites by LC-HRMS: an exposomics tool for human exposure evaluation.
PubMed:
Identification and functional analysis of the primary pantothenate transporter, PfPAT, of the human malaria parasite Plasmodium falciparum.
PubMed:
Sterols are required for cell-fate commitment and maintenance of the stomatal lineage in Arabidopsis.
PubMed:
Highly concentrated emulsified microemulsions as solvent-free plant protection formulations.
PubMed:
Effect of fenpropimorph, prochloraz and tebuconazole on growth and production of T-2 and HT-2 toxins by Fusarium langsethiae in oat-based medium.
PubMed:
Sorption of biocides, triazine and phenylurea herbicides, and UV-filters onto secondary sludge.
PubMed:
Fenpropimorph and fenhexamid impact phosphorus translocation by arbuscular mycorrhizal fungi.
PubMed:
Synergism between demethylation inhibitor fungicides or gibberellin inhibitor plant growth regulators and bifenthrin in a pyrethroid-resistant population of Listronotus maculicollis (Coleoptera: Curculionidae).
PubMed:
Synthesis and characterization of N,N-dialkyl and N-alkyl-N-aralkyl fenpropimorph-derived compounds as high affinity ligands for sigma receptors.
PubMed:
Characterization of a CuZn superoxide dismutase gene in the arbuscular mycorrhizal fungus Glomus intraradices.
PubMed:
Pesticide cocktails can interact synergistically on aquatic crustaceans.
PubMed:
Toxicity of fungicides to natural bacterial communities in wetland water and sediment measured using leucine incorporation and potential denitrification.
PubMed:
Arbuscular mycorrhiza partially protect chicory roots against oxidative stress induced by two fungicides, fenpropimorph and fenhexamid.
PubMed:
Baseline sensitivity to proquinazid in Blumeria graminis f. sp. tritici and Erysiphe necator and cross-resistance with other fungicides.
PubMed:
Fenpropimorph slows down the sterol pathway and the development of the arbuscular mycorrhizal fungus Glomus intraradices.
PubMed:
Functional characterization of a C-4 sterol methyl oxidase from the endomycorrhizal fungus Glomus intraradices.
PubMed:
Differential effects of fenpropimorph and fenhexamid, two sterol biosynthesis inhibitor fungicides, on arbuscular mycorrhizal development and sterol metabolism in carrot roots.
PubMed:
Novel chamber to measure equilibrium soil-air partitioning coefficients of low-volatility organic chemicals under conditions of varying temperature and soil moisture.
PubMed:
Probing the steroid binding domain-like I (SBDLI) of the sigma-1 receptor binding site using N-substituted photoaffinity labels.
PubMed:
Effects of two sterol biosynthesis inhibitor fungicides (fenpropimorph and fenhexamid) on the development of an arbuscular mycorrhizal fungus.
PubMed:
Survival in the presence of antifungals: genome-wide expression profiling of Aspergillus niger in response to sublethal concentrations of caspofungin and fenpropimorph.
PubMed:
Identification of regions of the sigma-1 receptor ligand binding site using a novel photoprobe.
PubMed:
Factors influencing degradation of pesticides in soil.
PubMed:
Lipids: architects and regulators of membrane dynamics and trafficking.
PubMed:
Sterol demethylation inhibitor fungicides as disruptors of insect development and inducers of glutathione S-transferase activities in Mamestra brassicae.
PubMed:
Prediction of the adsorption of ionizable pesticides in soils.
PubMed:
Comparison of wind tunnel and field experiments to measure potential deposition of fenpropimorph following volatilisation from treated crops.
PubMed:
Insights into the role of specific lipids in the formation and delivery of lipid microdomains to the plasma membrane of plant cells.
PubMed:
Volatilization of the pesticides chlorpyrifos and fenpropimorph from a potato crop.
PubMed:
Common pesticide increases costs of antipredator defenses in Rana temporaria tadpoles.
PubMed:
Specific patterns of changes in wheat gene expression after treatment with three antifungal compounds.
PubMed:
A latent variable model for chemogenomic profiling.
PubMed:
Pesticide retention in the watershed and in a small constructed wetland treating diffuse pollution.
PubMed:
Cold-climate vegetative buffer zones as pesticide-filters for surface runoff.
PubMed:
Measured and computed volatilisation of the fungicide fenpropimorph from a sugar beet crop.
PubMed:
Pesticide volatilization from plants: improvement of the PEC model PELMO based on a boundary-layer concept.
PubMed:
A link between sterol biosynthesis, the cell wall, and cellulose in Arabidopsis.
PubMed:
Subsurface tile drainage loss of modern pesticides: field experiment results.
PubMed:
The Candida albicans lanosterol 14-alpha-demethylase (ERG11) gene promoter is maximally induced after prolonged growth with antifungal drugs.
PubMed:
Screening the retention of thirteen pesticides in a small constructed wetland.
PubMed:
Cyclic AMP signaling pathway modulates susceptibility of candida species and Saccharomyces cerevisiae to antifungal azoles and other sterol biosynthesis inhibitors.
PubMed:
Pesticide volatilization from soil: lysimeter measurements versus predictions of European registration models.
PubMed:
Impact of strobilurins on physiology and yield formation of wheat.
PubMed:
Sterols regulate development and gene expression in Arabidopsis.
PubMed:
Ergosterol biosynthesis inhibitors become fungicidal when combined with calcineurin inhibitors against Candida albicans, Candida glabrata, and Candida krusei.
PubMed:
Effects of three fungicides alone and in combination on glutathione S-transferase activity (GST) and cytochrome P-450 (CYP 1A1) in the liver and gill of brown trout (Salmo trutta).
PubMed:
Histone deacetylase inhibitors enhance Candida albicans sensitivity to azoles and related antifungals: correlation with reduction in CDR and ERG upregulation.
PubMed:
Inhibition of the sterol pathway in leek seedlings impairs phosphatidylserine and glucosylceramide synthesis but triggers an accumulation of triacylglycerols.
PubMed:
Semi-volatile organic compounds at the leaf/atmosphere interface: numerical simulation of dispersal and foliar uptake.
PubMed:
Measurement of xylem translocation of weak electrolytes with the pressure chamber technique.
PubMed:
The influence of newly synthesised fenporpimorph derivatives on some pathogen yeasts.
PubMed:
Aberrant pathways in the late stages of cholesterol biosynthesis in the rat. Origin and metabolic fate of unsaturated sterols relevant to the Smith-Lemli-Opitz syndrome.
PubMed:
Upregulation of ERG genes in Candida species by azoles and other sterol biosynthesis inhibitors.
PubMed:
Use of supercritical fluid extraction in the analysis of pesticides in soil.
PubMed:
The distribution of micro-organic contaminants in river bed-sediment cores.
PubMed:
Sterol metabolism and ERG2 gene regulation in the yeast Saccharomyces cerevisiae.
PubMed:
The fenpropimorph resistance gene FEN2 from Saccharomyces cerevisiae encodes a plasma membrane H+-pantothenate symporter.
PubMed:
A calcium-dependent ergosterol mutant of Saccharomyces cerevisiae.
PubMed:
Human lamin B receptor exhibits sterol C14-reductase activity in Saccharomyces cerevisiae.
PubMed:
Both the immunosuppressant SR31747 and the antiestrogen tamoxifen bind to an emopamil-insensitive site of mammalian Delta8-Delta7 sterol isomerase.
PubMed:
Influence of new fenpropimorph fungicides on the growth and sterol composition in Saccharomyces cerevisiae: relationship between structure and activity.
PubMed:
Genetic analysis of resistance to fenpropimorph in Aspergillus niger.
PubMed:
High affinity of sigma 1-binding sites for sterol isomerization inhibitors: evidence for a pharmacological relationship with the yeast sterol C8-C7 isomerase.
PubMed:
Yeast sterol C8-C7 isomerase: identification and characterization of a high-affinity binding site for enzyme inhibitors.
PubMed:
Transcriptional regulation by ergosterol in the yeast Saccharomyces cerevisiae.
PubMed:
Emopamil-binding protein, a mammalian protein that binds a series of structurally diverse neuroprotective agents, exhibits delta8-delta7 sterol isomerase activity in yeast.
PubMed:
Characterization of the Saccharomyces cerevisiae FMS1 gene related to Candida albicans corticosteroid-binding protein 1.
PubMed:
FEN2: a gene implicated in the catabolite repression-mediated regulation of ergosterol biosynthesis in yeast.
PubMed:
Isolation and characterization of the Saccharomyces cerevisiae SUT1 gene involved in sterol uptake.
PubMed:
Neuroprotective sigma ligands interfere with the glutamate-activated NOS pathway in hippocampal cell culture.
PubMed:
Effects of sterol biosynthesis inhibitors on phosphatidylcholine biosynthesis in Apium graveolens.
PubMed:
Investigation of the role of sterol delta 8-->7-isomerase in the sensitivity of Saccharomyces cerevisiae to fenpropimorph.
PubMed:
Fenpropimorph affects uptake of uracil and cytosine in Saccharomyces cerevisiae.
PubMed:
The identification of a gene family in the Saccharomyces cerevisiae ergosterol biosynthesis pathway.
PubMed:
General resistance to sterol biosynthesis inhibitors in Saccharomyces cerevisiae.
PubMed:
Identification of delta 5,7-sterol-delta 7-reductase in higher plant microsomes.
PubMed:
Physiological effects of fenpropimorph on wild-type Saccharomyces cerevisiae and fenpropimorph-resistant mutants.
PubMed:
Radio-detection high-performance liquid chromatographic enzyme assay for inhibitors of fungal sterol delta 14-reductase.
PubMed:
In vivo effects of fenpropimorph on the yeast Saccharomyces cerevisiae and determination of the molecular basis of the antifungal property.
PubMed:
Inhibition of microbial cholesterol oxidases by dimethylmorpholines.
PubMed:
Cyclopropyl sterol and phospholipid composition of membrane fractions from maize roots treated with fenpropimorph.
PubMed:
Effect of some sterol-biosynthesis-inhibiting fungicides on the biosynthesis of polyisoprenoid compounds in barley seedings.
PubMed:
Conformational analysis of fenpropimorph.
PubMed:
Inhibition by the fungicide fenpropimorph of cholesterol biosynthesis in 3T3 fibroblasts.
PubMed:
Sterol biosynthesis via cycloartenol and other biochemical features related to photosynthetic phyla in the amoeba Naegleria lovaniensis and Naegleria gruberi.
PubMed:
The action of the systemic fungicides tridemorph and fenpropimorph on sterol biosynthesis by the soil amoeba Acanthamoeba polyphaga.
PubMed:
Determination of fenpropimorph in citrus fruit by reversed-phase high-performance liquid chromatography.
PubMed:
Ecdysteroid biosynthesis and embryonic development are disturbed in insects (Locusta migratoria) reared on plant diet (Triticum sativum) with a selectively modified sterol profile.
PubMed:
Gas chromatographic determination of fenpropimorph residues in citrus fruit.
PubMed:
Effect of oxiconazole and Ro 14-4767/002 on sterol pattern in Candida albicans.