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129658

Sigma-Aldrich

3-Methoxy-benzaldehyd

97%

Synonym(e):

m-Anisaldehyd

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About This Item

Lineare Formel:
CH3OC6H4CHO
CAS-Nummer:
591-31-1
Molekulargewicht:
136.15
Beilstein:
606013
EG-Nummer:
209-712-8
MDL-Nummer:
MFCD00003361
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847920
NACRES:
NA.22

Qualitätsniveau

200

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.553 (lit.)

bp

143 °C/50 mmHg (lit.)

Dichte

1.117 g/mL at 20 °C (lit.)

SMILES String

[H]C(=O)c1cccc(OC)c1

InChI

1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3

InChIKey

WMPDAIZRQDCGFH-UHFFFAOYSA-N

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Allgemeine Beschreibung

m-Anisaldehyde has significant antifungal activity against Candida sp., including the azole-resistant strains.

m-Anisaldehyde is a class of benzaldehyde, used as a potent antifungal agent and as the starting material for complex aromatic compounds.

Anwendung

m-Anisaldehyde was used as an eluent for mono-13C isotopomers of vanillin in normal phase silica gel chromatography. It was also used as an inhibitor of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) metabolism.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

WGK

WGK 3

Flammpunkt (°F)

closed cup

Flammpunkt (°C)

closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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M A Morse et al.
Cancer letters, 97(2), 255-261 (1995-11-06)
As part of a routine screening assay, benzaldehyde was found to inhibit 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) metabolism. Consequently, the effects of benzaldehyde and several structurally related compounds on NNK metabolism were examined in murine hepatic and pulmonary microsomes. All test compounds inhibited
Sheikh Shreaz et al.
Microbial pathogenesis, 51(4), 277-284 (2011-06-15)
Attention has been drawn to evaluate the antifungal activity of p-anisaldehyde (1), o-anisaldehyde (2) and m-anisaldehyde (3). To put forward this approach, antifungal activity has been assessed in thirty six fluconazole-sensitive and eleven fluconazole-resistant Candida isolates. Growth and sensitivity of
Eliot P Botosoa et al.
Journal of chromatography. A, 1216(42), 7043-7048 (2009-09-15)
Quantitative isotopic (13)C NMR at natural abundance has been used to determine the site-by-site (13)C/(12)C ratios in vanillin and a number of related compounds eluted from silica gel chromatography columns under similar conditions. Head-to-tail isotope fractionation is observed in all
Chao-Bin Xue et al.
Bioorganic & medicinal chemistry, 15(5), 2006-2015 (2007-01-30)
Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones. Inhibition of PO may provide a basis for novel environmentally friendly

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