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alpha-Asarone

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alpha-Asarone Basic information

Product Name:
alpha-Asarone
Synonyms:
  • alpha-Asarion
  • alpha-Asaron
  • ASARONE
  • ASARONE, A-
  • (e)-1,2,4-trimethoxy-5-(1-propenyl)benzene
  • A-ASARONE
  • ALPHA-ASARONE
  • ALPHA-ASARONE (PHENOL DERIVATIVE)
CAS:
2883-98-9
MF:
C12H16O3
MW:
208.25
EINECS:
220-743-6
Product Categories:
  • API
  • Aromatic Ethers
Mol File:
2883-98-9.mol
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alpha-Asarone Chemical Properties

Melting point:
57-61 °C(lit.)
Boiling point:
296 °C(lit.)
Density 
1.1227 (rough estimate)
refractive index 
1.5060 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Soluble in chloroform, methanol.
form 
Solid
color 
White to Off-White
Sensitive 
Light Sensitive
λmax
312nm(EtOH)(lit.)
BRN 
1910606
LogP
3.406 (est)
CAS DataBase Reference
2883-98-9(CAS DataBase Reference)
NIST Chemistry Reference
Asarone(2883-98-9)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
DC2975000
HS Code 
29093090
Hazardous Substances Data
2883-98-9(Hazardous Substances Data)
Toxicity
bird - wild,LD50,oral,750mg/kg (750mg/kg),Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

MSDS

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alpha-Asarone Usage And Synthesis

Chemical Properties

Asarone is a colorless tryst. M.P. 66-67℃. B.P. 296℃. Pure Asarone is reported to be virtually odorless and tasteless. However, available samples of the material have in experiments shown perceptible influence upon the odor of compositions containing lower boiling perfume materials. Insoluble in water, soluble in alcohol and oils.

Uses

α-Asarone was used in the synthesis of series of α-asarone isomers and were investigated for their hypolipidemic and antiplatelet activities. It is used in the synthesis of anti-inflammatory neolignan. Also used in lignan syntheses for antiallergic agents. It is clinically used as medication for treating epilepsy, cough, bronchitis and asthma. It exhibits neuroprotective, anti-oxidative, anticonvulsive and cognitive enhancing action.

Application

Asarone has been suggested for use as a fixative-blender with Patchouli-like odor character.

Preparation

1) by isolation from the essential oil of Acorus Calamus.
2) synthesis. by reduction of Asaraldehyde.

Definition

ChEBI: The trans-isomer of asarone.

General Description

Asarones are toxic morphogenetic agents. It is also known for its chemosterlant and oviposition stimulant properties. Naturally it can be extracted from Acorus calamus. α-Asarone is considered as growth inhibitor. This isomer acts as antifeedant with less toxicity.

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