alpha-Asarone

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Names

[ CAS No. ]:
2883-98-9

[ Name ]:
alpha-Asarone

[Synonym ]:
Benzene, 1,2,4-trimethoxy-5-[(1E)-1-propen-1-yl]-
trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene
Asarin
1,2,4-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene
EINECS 220-743-6
A-Asarion
trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene,trans-1-Propenyl-2,4,5-trimethoxybenzene
Asaron
alpha-asarone
(E)-Asarone
benzene, 1,2,4-trimethoxy-5-[(1E)-1-propenyl]-
a-Asarone
α-Asarone
1,2,4-Trimethoxy-5-[(1E)-1-propen-1-yl]benzene
ASARONE,A
MFCD00064457
1,2,4-Triméthoxy-5-[(1E)-1-propèn-1-yl]benzène
trans-Asarone
trans-2,4,5-trimethoxyphenylpropene
Asarone
trans-asaron
Etherophenol

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
296.0±0.0 °C at 760 mmHg

[ Melting Point ]:
57-61 °C(lit.)

[ Molecular Formula ]:
C12H16O3

[ Molecular Weight ]:
208.254

[ Flash Point ]:
107.7±23.8 °C

[ Exact Mass ]:
208.109940

[ PSA ]:
27.69000

[ LogP ]:
2.98

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.526

[ Storage condition ]:
−20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DC2975000
CHEMICAL NAME :
Benzene, 1,2,4-trimethoxy-5-propenyl-, (E)-
CAS REGISTRY NUMBER :
2883-98-9
BEILSTEIN REFERENCE NO. :
1910606
LAST UPDATED :
199612
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C12-H16-O3
MOLECULAR WEIGHT :
208.28
WISWESSER LINE NOTATION :
2U1R BO1 DO1 EO1 -T

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
418 mg/kg
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 :
310 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
66 mg/kg
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 :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
176 mg/kg
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 :
Oral
SPECIES OBSERVED :
Bird - wild bird species
DOSE/DURATION :
750 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 - mouse
DOSE/DURATION :
156 mg/kg
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
150 mg/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
600 mg/kg
SEX/DURATION :
female 6-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
Mutation test systems - not otherwise specified

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 279,269,1992 *** REVIEWS *** TOXICOLOGY REVIEW RICLAG Revista de Investigacion Clinica. (Instituto Nacional de la Nutricion Salvador Zubiran, Vasco de Quiroga No. 15, Deleq. Tlalpan, 14000 Mexico City, Mexico) V.1- 1948- Volume(issue)/page/year: 45,597,1993

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DC2975000

[ Packaging Group ]:
II; III

[ Hazard Class ]:
4.1

Synthetic Route

Precursor & DownStream

Precursor

  • 1,2,4-trimethoxy-5-propyl-Benzene
  • 1-bromo-4,5-dimethoxy-2-propenylbenzene
  • Sodium Methylate
  • 3-hydroxy-2-methyl-3-(2,4,5-trimethoxyphenyl)propanoic acid
  • 2,4,5-Trimethoxybenzaldehyde
  • Ethyl(triphenyl)phosphonium bromide
  • beta-Asarone
  • 3,4-Dimethoxyphenylacetone

DownStream

  • beta-Asarone
  • 2,4,5-Trimethoxybenzaldehyde
  • 3-Methoxy-3-(2,4,5-trimethoxyphenyl)-propan
  • 2,4,5-Trimethoxynitrobenzene
  • gamma-Diasarone

Articles

β-Asarone, an active principle of Acorus calamus rhizome, inhibits morphogenesis, biofilm formation and ergosterol biosynthesis in Candida albicans.

Phytomedicine 20(2) , 139-42, (2013)

Anti-Candida potential of Acorus calamus rhizome and its active principle, β-asarone, was evaluated against the human fungal pathogen, Candida albicans. β-Asarone exhibited promising growth inhibitory...

Cerebrovascular protection of β-asarone in Alzheimer's disease rats: a behavioral, cerebral blood flow, biochemical and genic study.

J. Ethnopharmacol. 144(2) , 305-12, (2012)

Recent studies have suggested that β-asarone have neuroprotective and cardiovascular protective effects in animal model. However, the influence of β-asarone on cerebrovascular system has not been expl...

Simultaneous determination ofα-,β- andγ-asarone inAcorus tatarinowiiby microemulsion electrokinetic chromatography with [BMIM]PF6as oil phase

Talanta 101 , 510-5, (2012)

In the present study, a rapid and repeatable microemulsion electrokinetic chromatography (MEEKC) method was developed for the simultaneous determination of three isomers (α-, β- and γ-asarone) in Acor...


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