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Merck
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주요 문서

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221074

Sigma-Aldrich

cis-2,4,5-Trimethoxy-1-propenylbenzene

70%

동의어(들):

β-Asarone, cis-1-Propenyl-2,4,5-trimethoxybenzene, cis-Asarone, cis-Isoasarone

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCH3
CAS Number:
5273-86-9
Molecular Weight:
208.25
Beilstein:
1910605
EC Number:
226-096-6
MDL number:
MFCD00009281
UNSPSC 코드:
12352100
PubChem Substance ID:
24853209

Quality Level

100

분석

70%

양식

liquid

refractive index

n20/D 1.558 (lit.)

density

1.073 g/mL at 25 °C (lit.)

SMILES string

[H]\C(C)=C(/[H])c1cc(OC)c(OC)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-WAYWQWQTSA-N

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일반 설명

cis-2,4,5-Trimethoxy-1-propenylbenzene is an antibiotic and was isolated from the extract of Acorus gramineus using various chromatographic procedures.

애플리케이션

cis-2,4,5-Trimethoxy-1-propenylbenzene (β-Asarone) was used in preparation of:
  • 2,4,5-trimethoxycinnamaldehyde and 2,4,5-trimethoxycinnamyltosylhydrazone
  • 1-(2,4,5-trimethoxyphenyl)-1,2-dihydroxypropane

기타 정보

Remainder trans (α-asarone)

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
STBJ5237
STBJ4351
STBJ3856
STBG3974V
STBG2813V

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문서 라이브러리 방문

Jee Yeon Lee et al.
Journal of agricultural and food chemistry, 52(4), 776-780 (2004-02-19)
An antifungal substance was isolated from the extract of Acorus gramineus using various chromatographic procedures. The antibiotic was identified as beta-asarone, cis-2,4,5-trimethoxy-1-propenylbenzene, on the basis of the high-resolution EI-mass, NMR, and UV spectral data. Beta-asarone completely inhibited mycelial growth of
Arun K Sinha et al.
Journal of natural products, 65(5), 764-765 (2002-05-25)
Oxidation of beta-asarone (2) with DDQ gave trans-2,4,5-trimethoxycinnamaldehyde (3), which on treatment with p-toluenesulfonyl hydrazine provided corresponding alpha,beta-unsaturated hydrazone derivative (4). Reduction of 4 with sodium borohydride in acetic acid afforded gamma-asarone (1) in 43% yield.
A K Sinha et al.
Natural product letters, 15(6), 439-444 (2002-02-13)
1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane (2), a natural phenylpropanoid occurring in Piper clusii, has been synthesized for the first time from toxic beta-asarone (1) of Acorus calamus with osmium tetroxide, while 1 with osmium tetroxide (catalytic amount) in presence of sodium metaperiodate furnished the
Zhen-tao Mo et al.
Acta pharmacologica Sinica, 33(6), 737-742 (2012-05-01)
To explore the effects of β-asarone from Acorus Tatarinowii Schott on autophagy in an ischemic stroke model of PC12 cells. The ischemic stroke model of PC12 cells was made by OGD/R (2 h oxygen-glucose deprivation followed by 24 h reperfusion).
Shuang Liu et al.
Phytotherapy research : PTR, 26(10), 1476-1481 (2012-02-02)
The effects of α-asarone in four assays predictive of anxiolytic activity in male mice were studied, with diazepam as a positive anxiolytic control. The use of the elevated plus-maze test revealed that diazepam (2 mg/kg) or α-asarone (3.5 mg/kg) increased
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