Fenpropimorph

Modify Date: 2024-01-05 17:50:27

Fenpropimorph Structure
Fenpropimorph structure
Common Name Fenpropimorph
CAS Number 67564-91-4 Molecular Weight 303.48
Density 0.928 g/cm3 Boiling Point 392.7ºC at 760 mmHg
Molecular Formula C20H33NO Melting Point 25°C
MSDS Chinese USA Flash Point 115.6ºC
Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09
Signal Word Warning

 Use of Fenpropimorph


Fenpropimorph is a fungicide that inhibits the sterol pathway. Fenpropimorph inhibits δ8-δ7-sterol isomerase in yeast at low concentrations, with δ14-sterol reductase being blocked at higher levels, preventing the biosynthesis of ergosterol. Fenpropimorph also inhibits sterol synthesis in certain plants and mammalian cells[1][2][3].

 Names

Name fenpropimorph
Synonym More Synonyms

 Fenpropimorph Biological Activity

Description Fenpropimorph is a fungicide that inhibits the sterol pathway. Fenpropimorph inhibits δ8-δ7-sterol isomerase in yeast at low concentrations, with δ14-sterol reductase being blocked at higher levels, preventing the biosynthesis of ergosterol. Fenpropimorph also inhibits sterol synthesis in certain plants and mammalian cells[1][2][3].
Related Catalog
References

[1]. Costet MF, 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 U S A. 1987;84(3):643-647.  

[2]. Marcireau C, et al. In vivo effects of fenpropimorph on the yeast Saccharomyces cerevisiae and determination of the molecular basis of the antifungal property. Antimicrob Agents Chemother. 1990;34(6):989-993.  

[3]. Corio-Costet MF, et al. Inhibition by the fungicide fenpropimorph of cholesterol biosynthesis in 3T3 fibroblasts. Biochem J. 1988;256(3):829-834.  

 Chemical & Physical Properties

Density 0.928 g/cm3
Boiling Point 392.7ºC at 760 mmHg
Melting Point 25°C
Molecular Formula C20H33NO
Molecular Weight 303.48
Flash Point 115.6ºC
Exact Mass 303.25600
PSA 12.47000
LogP 4.20980
Index of Refraction 1.49

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QE1940000
CHEMICAL NAME :
Morpholine, 2,6-dimethyl-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-met hylpropyl)-, cis-
CAS REGISTRY NUMBER :
67564-91-4
LAST UPDATED :
199706
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C20-H33-N-O
MOLECULAR WEIGHT :
303.54

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,379,1991
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2900 mg/m3/4H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,379,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,379,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5980 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,379,1991

 Safety Information

Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09
Signal Word Warning
Hazard Statements H302-H315-H361d-H411
Precautionary Statements P273-P281
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn: Harmful;N: Dangerous for the environment;
Risk Phrases R22;R38;R51/53;R63
Safety Phrases 36/37-46-61
RIDADR UN 3082
RTECS QE1940000

 Synthetic Route

~0%

Fenpropimorph Structure

Fenpropimorph

CAS#:67564-91-4

Literature: GALDERMA S.A. Patent: WO2007/12983 A2, 2007 ; Location in patent: Page/Page column 13-16 ;

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Fenpropimorph Structure

Fenpropimorph

CAS#:67564-91-4

Literature: EP1935889 A1, ; Page/Page column 8-9 ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

cis-4-<3-(4-tert-butylphenyl)-2-methylpropyl>-2,6-dimethylmorpholine
4,10-dioxatricyclo[5.2.1.0<2,6>]decan-3,5-dione
Wln: T C555 A ao dvovtj
demethylcantharidin
(2R,6S)-rel-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine
rac-(2R,6S)-4-[(2Ξ)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
3,6-Endooxyphthalic anhydride,hexahydro
MFCD00144306
rel-(2R,6S)-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine
hexahydro-4,7-epoxyisobenzofuran-1,3-dione
7-oxabicyclo[2,2,1]heptane-2,3-dicarboxylic acid anhydride
cis-exo-hexahydro-4,7-epoxyisobenzofuran-1,3-dione
4-[3-(4-tert-butyl-phenyl)-2-methyl-propyl]-2,6-dimethyl-morpholine
EINECS 266-719-9
Fenpropimorph
Demehylcantharidin
cis-4-[(RS)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
Hexahydro-3,6-epoxyphthalic anhydride
Nocantharidin
cis-4-[3-(p-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
(exo)hexahydro-4,7-epoxyisobenzofuran-1,3-dione
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