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129658

Sigma-Aldrich

m-Anisaldehyde

97%

Sinónimos:

3-Methoxybenzaldehyde

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About This Item

Fórmula lineal:
CH3OC6H4CHO
Número de CAS:
591-31-1
Peso molecular:
136.15
Beilstein/REAXYS Number:
606013
EC Number:
209-712-8
MDL number:
MFCD00003361
UNSPSC Code:
12352100
PubChem Substance ID:
24847920
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.553 (lit.)

bp

143 °C/50 mmHg (lit.)

density

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

InChI key

WMPDAIZRQDCGFH-UHFFFAOYSA-N

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General description

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.

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Structural and spectroscopic (UV--Vis, IR, Raman, and NMR) characteristics of anisaldehydes that are flavoring food additives: A density functional study in comparison with experiments
Altun, et al.
Journal of Molecular Structure, 1128, 590-605 (2017)
Retention of sparingly soluble volatile compounds during the freeze drying of model solutions
Smyrl,et al.
Journal of Food Process Engineering, 2, 151-170 (1978)
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
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
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
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