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Sigma-Aldrich

Isosafrol-(cis+trans)

mixture of cis and trans

Synonym(e):

1,2-Methylendioxy-4-propenyl-benzol

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About This Item

Empirische Formel (Hill-System):
C10H10O2
CAS-Nummer:
120-58-1
Molekulargewicht:
162.19
Beilstein:
82640
EG-Nummer:
204-410-2
MDL-Nummer:
MFCD00005838
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24859803
NACRES:
NA.22

Form

liquid

Brechungsindex

n20/D 1.573 (lit.)

bp

77-86 °C/3.5 mmHg (lit.)

Dichte

1.12 g/mL at 25 °C (lit.)

SMILES String

C\C=C\c1ccc2OCOc2c1

InChI

1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2+

InChIKey

VHVOLFRBFDOUSH-NSCUHMNNSA-N

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Allgemeine Beschreibung

Isosafrol is also referred as 1,2-methylenedioxy-4(1-propenyl)benzene. It is an important intermediate for the synthesis of drugs like L-DOPA. Peracid oxidation of isosafrole yields isomers of 2,4-dimethyl-3,5-bis(3,4-methylenedioxyphenyl)tetrahydrofuran. Encapsulated vanadyl compounds in Y-zeolite pores catalyzed isosafrol oxidation under microwave irradiation was reported.

Anwendung

Isosafrol was used in preparation of 1-(3,4-methylenedioxyphenyl)-2-propanone (MDP-2-P or PMK).

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302,H315

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Irrit. 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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E I Shvartz et al.
Voprosy meditsinskoi khimii, 44(2), 167-171 (1998-06-23)
The transcription level of CYP2B1/2 gene in the liver of Sprague-Dawley (SD), Brattleboro (BL) and Wistar (W) rats treated with isosafrol (IS), Arochlor 1254 (AC), phenobarbital (PB) and triphenildioxane (TPD) was studied. The quantity of CYP2B1/2 mRNA was assessed by
P H Jellinck et al.
The Journal of steroid biochemistry and molecular biology, 46(6), 791-798 (1993-12-01)
The effect of indole-3-carbinol (IC), an anticarcinogen present in cruciferous vegetables, to alter the metabolism of 4-androstenedione (AD) by female rat liver microsomes was investigated and compared to that of its main gastric conversion product, diindolylmethane (DIM) as well as
M J Leaver et al.
Molecular marine biology and biotechnology, 2(6), 338-345 (1993-12-01)
A full length cDNA coding for cytochrome P450 1A1 was isolated from a plaice liver cDNA library constructed in lambda ZAPII. The deduced amino acid sequence of this cDNA was 78% homologous to that of rainbow trout P450 1A1 and
C L Miranda et al.
Toxicology and applied pharmacology, 142(1), 123-132 (1997-01-01)
Liver microsomes from juvenile trout metabolized DMBA to unknown highly polar metabolites (X) and to DMBA-t-5,6-diol, DMBA-t-8,9-diol, 7-OHM-12-MBA, 7M-12-OHMBA, 2-OH-DMBA, 4-OH-DMBA, and trace amounts of DMBA-t-3,4-diol. Treatment of trout with beta-naphthoflavone (BNF) and isosafrole (ISF) increased the formation of these
D Ronisz et al.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology, 121(1-3), 289-296 (1999-02-11)
The CYP1A enzyme in liver of rainbow trout (Oncorhynchus mykiss) and eelpout (Zoarces viviparus) was induced by intraperitoneal injections of isosafrole (ISF), beta-naphthoflavone (BNF), retene, 3,3',4,4'-tetrachlorobiphenyl (TCB), Clophen A50 and combinations of these compounds. The livers were sampled 5 days
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