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231282

Sigma-Aldrich

α-Asarone

98%

Synonym(s):

alpha-Asarone, trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene, trans-1-Propenyl-2,4,5-trimethoxybenzene, trans-Asarone, Isoasaron

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCH3
CAS Number:
2883-98-9
Molecular Weight:
208.25
Beilstein/REAXYS Number:
1910606
EC Number:
220-743-6
MDL number:
MFCD00064457
UNSPSC Code:
12352100
PubChem Substance ID:
24853852
NACRES:
NA.22

assay

98%

form

powder

bp

296 °C (lit.)

mp

57-61 °C (lit.)

SMILES string

COc1cc(OC)c(\C=C\C)cc1OC

InChI

1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+

InChI key

RKFAZBXYICVSKP-AATRIKPKSA-N

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General description

α-Asarone is an effective component isolated from the chinese medicinal herb Acorus tatarinowii. It is clinically used as medication for treating epilepsy, cough, bronchitis and asthma. It exhibits neuroprotective, anti-oxidative, anticonvulsive and cognitive enhancing action.

Application

α-Asarone was used in the synthesis of series of α-asarone isomers and were investigated for their hypolipidemic and antiplatelet activities.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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J Poplawski et al.
Journal of medicinal chemistry, 43(20), 3671-3676 (2000-10-06)
A series of alpha-asarone isomers was synthesized and investigated for their hypolipidemic and antiplatelet activity. Considering the hypolipidemic activity in rats at a dose of 80 mg/kg/day, some isomers were more potent than clofibrate at 150 mg/kg. Compound 3 was
Ze-Jun Wang et al.
Frontiers in pharmacology, 5, 40-40 (2014-03-22)
Alpha (α)-asarone, a major effective component isolated from the Chinese medicinal herb Acorus tatarinowii, is clinically used as medication for treating epilepsy, cough, bronchitis, and asthma. In the present study, we demonstrated that α-asarone targets central nervous system GABAA receptor
Jung-Won Shin et al.
Biomolecules & therapeutics, 22(1), 17-26 (2014-03-07)
α-Asarone exhibits a number of pharmacological actions including neuroprotective, anti-oxidative, anticonvulsive, and cognitive enhancing action. The present study investigated the effects of α-asarone on pro-inflammatory cytokines mRNA, microglial activation, and neuronal damage in the hippocampus and on learning and memory
Ying Wang et al.
Talanta, 101, 510-515 (2012-11-20)
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 Acorus tatarinowii by using ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM]PF(6)) as oil phase. Experimental
Sreenath Nandakumar et al.
Biomedical chromatography : BMC, 27(3), 318-326 (2012-08-21)
β-Asarone (BAS), a phenylpropanoid from Acorus calamus Linn., has shown biological effects in the management of cognitive impairment conditions such as Alzheimer's disease. The present paper describes a selective and sensitive liquid chromatography-tandem mass spectrometric method (HPLC-MS/MS) using electrospray ionization
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