Methyleugenol

Modify Date: 2024-01-02 09:49:29

Methyleugenol Structure
Methyleugenol structure
Common Name Methyleugenol
CAS Number 93-15-2 Molecular Weight 178.228
Density 1.0±0.1 g/cm3 Boiling Point 254.7±0.0 °C at 760 mmHg
Molecular Formula C11H14O2 Melting Point −4 °C(lit.)
MSDS Chinese USA Flash Point 87.1±22.7 °C
Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09
Signal Word Warning

 Use of Methyleugenol


Methyl Eugenol, a phenylpropanoid chemical in leaves, fruits, stems, and/or roots, may be released when that corresponding part of a plant is damaged as a result of feeding by an herbivore. Methyl Eugenol is used for male annihilation of the oriental fruit fly[1].

 Names

Name O-methyleugenol
Synonym More Synonyms

 Methyleugenol Biological Activity

Description Methyl Eugenol, a phenylpropanoid chemical in leaves, fruits, stems, and/or roots, may be released when that corresponding part of a plant is damaged as a result of feeding by an herbivore. Methyl Eugenol is used for male annihilation of the oriental fruit fly[1].
Related Catalog
References

[1]. Tan KH, et al. Methyl eugenol: its occurrence, distribution, and role in nature, especially in relation to insect behavior and pollination. J Insect Sci. 2012;12:56.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 254.7±0.0 °C at 760 mmHg
Melting Point −4 °C(lit.)
Molecular Formula C11H14O2
Molecular Weight 178.228
Flash Point 87.1±22.7 °C
Exact Mass 178.099380
PSA 18.46000
LogP 2.97
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.500
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
Water Solubility insoluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CY2450000
CHEMICAL NAME :
Benzene, 4-allyl-1,2-dimethoxy-
CAS REGISTRY NUMBER :
93-15-2
BEILSTEIN REFERENCE NO. :
1910871
LAST UPDATED :
199712
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C11-H14-O2
MOLECULAR WEIGHT :
178.25
WISWESSER LINE NOTATION :
1U2R CO1 DO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
810 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>4800 mg/m3
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
540 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Behavioral - somnolence (general depressed activity) Behavioral - altered sleep time (including change in righting reflex)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
112 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Behavioral - somnolence (general depressed activity) Behavioral - altered sleep time (including change in righting reflex)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>2025 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4200 mg/kg/6W-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
Unscheduled DNA synthesis

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 5,1613,1984 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 04500 No. of Facilities: 41 (estimated) No. of Industries: 2 No. of Occupations: 21 No. of Employees: 2840 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 04500 No. of Facilities: 1074 (estimated) No. of Industries: 5 No. of Occupations: 10 No. of Employees: 12682 (estimated) No. of Female Employees: 9413 (estimated)

 Safety Information

Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09
Signal Word Warning
Hazard Statements H302-H315-H319-H335-H351-H411
Precautionary Statements P280-P301 + P312 + P330-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xn:Harmful
Risk Phrases R22;R36/37/38;R40
Safety Phrases S26-S36/37/39
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS CY2450000
HS Code 29093090

 Synthetic Route

 Customs

HS Code 2909309090
Summary 2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles40

More Articles
The natural basil flavonoid nevadensin protects against a methyleugenol-induced marker of hepatocarcinogenicity in male F344 rat.

Food Chem. Toxicol. 74 , 28-34, (2014)

The alkenylbenzene methyleugenol occurs naturally in a variety of spices and herbs, including basil, and their essential oils. At high dose levels methyleugenol induces hepatocarcinogenicity in rodent...

Evaluation of the interindividual human variation in bioactivation of methyleugenol using physiologically based kinetic modeling and Monte Carlo simulations.

Toxicol. Appl. Pharmacol. 283(2) , 117-26, (2015)

The present study aims at predicting the level of formation of the ultimate carcinogenic metabolite of methyleugenol, 1'-sulfooxymethyleugenol, in the human population by taking variability in key bio...

Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.

Bioorg. Med. Chem. Lett. 15 , 1949-53, (2005)

1'S-1'-Acetoxychavicol acetate from the rhizomes of Alpinia galanga inhibited nitric oxide (NO) production in lipopolysaccharide-activated mouse peritoneal macrophages with an IC(50) value of 2.3 micr...

 Synonyms

EINECS 202-223-0
FEMA 2475
1U2R CO1 DO1
methyl eugenol
4-Allylveratrole
1,2-dimethoxy-4-(2-propen-1-yl)benzene
1,3,4-eugenol methyl ether
O-Methyl eugenol
LEVO-ROSE OXIDE
Eugenol methyl ether
4-Allyl-1,2-dimethoxybenzene
3,4-dimethoxyallylbenzene
3-METHYLEUGENOL
1-allyl-3,4-dimethoxybenzene
Allyl veratrole
femanumber2475
O-Methyleugenol
Eugenyl methyl ether
1,2-dimethoxy-4-(prop-2-en-1-yl)benzene
Methyleugenol
Benzene, 1,2-dimethoxy-4-(2-propen-1-yl)-
MFCD00008652
1-(3,4-Dimethoxyphenyl)-2-propene
4-Allylveratrol
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