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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:
Molecular Weight:
208.25
Beilstein:
1910606
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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