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Merck

129658

m-Anisaldehyde

97%

Synonym(s):

3-Methoxybenzaldehyde

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About This Item

Linear Formula:
CH3OC6H4CHO
CAS Number:
591-31-1
Molecular Weight:
136.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847920
EC Number:
209-712-8
Beilstein/REAXYS Number:
606013
MDL number:
MFCD00003361
Assay:
97%
Form:
liquid

Key Documents

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Quality Level

200

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

129658-100G: + 129658-VAR: + 129658-25G: + 129658-BULK:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
00302HJ
1395686
1391407
11003DJ
1303988

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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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