fenpropimorph

cis-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine (9CI)

CAS: 67564-91-4 C20 H33 N O MW: 303.48921000

Identification

Namefenpropimorph
CAS Number67564-91-4
EINECS266-719-9
FDA UNII4548UM725F
Molecular FormulaC20 H33 N O
Molecular Weight303.48921000
MDL NumberMFCD00144306
Nikkaji NumberJ310.265C
Beilstein884767

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 SDSView
Oral/Parenteral Toxicityoral-mouse LD50 5980 mg/kg
Dermal Toxicityskin-rat LD50 4200 mg/kg
Inhalation Toxicityinhalation-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

Categoryherbicides / pesticides
Recommendation for fenpropimorph usage levels up tonot for fragrance use.
Recommendation for fenpropimorph flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

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.