Methyleugenol
Names
[ CAS No. ]:
93-15-2
[ Name ]:
Methyleugenol
[Synonym ]:
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
Biological Activity
[Description]:
[Related Catalog]:
[References]
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
MSDS
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
[ 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
Precursor & DownStream
Precursor
DownStream
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%
Articles
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...