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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.)

functional group

aldehyde

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)
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
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)
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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