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Merck
CN

59930

Isovanillin

purum, ≥98.0% (HPLC), faintly brown to slightly brown

Synonym(s):

3-Hydroxy-4-methoxybenzaldehyde, 3-Hydroxyanisaldehyde

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About This Item

Empirical Formula (Hill Notation):
C8H8O3
CAS Number:
Molecular Weight:
152.15
EC Number:
210-694-9
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
1073021
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grade

purum

assay

≥98.0% (HPLC)

color

faintly brown to slightly brown

mp

113-116 °C

SMILES string

COc1ccc(C=O)cc1O

InChI

1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3

InChI key

JVTZFYYHCGSXJV-UHFFFAOYSA-N

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>212.0 °F

flash_point_c

> 100 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Antonio Rescigno et al.
Drug testing and analysis, 3(3), 176-181 (2010-12-03)
A number of vanilloids have been tested as tyrosinase inhibitors using Ligand-Based Virtual Screening (LBVS) driven by QSAR (Quantitative Structure-Activity Relationship) models as the multi-agent classification system. A total of 81 models were used to screen this family. Then, a
S E Clarke et al.
Drug metabolism and disposition: the biological fate of chemicals, 23(2), 251-254 (1995-02-01)
Famciclovir is the diacetyl 6-deoxy derivative of the active antiviral penciclovir that is for use in the treatment of infections caused by the herpes family of viruses. The major pathway of conversion is via di-deacetylation to BRL 42359, followed by
Michael D Markey et al.
Organic letters, 9(17), 3255-3257 (2007-07-31)
The first total synthesis of santiagonamine (1) is achieved in 12 steps from isovanillin. A palladium-catalyzed Ullmann cross-coupling reaction and a photocyclization are the key steps in the synthesis.
Jiyoung Ryu et al.
Archives of pharmacal research, 27(9), 912-914 (2004-10-12)
Seven compounds were isolated from the stem of Acanthopanax senticosus by repeated column chromatography. Their structures were elucidated as isovanillin (1), (-)-sesamin (2), isofraxidin (3), (+)-syringaresinol (4), 5-hydroxymethylfurfural (5), eleutheroside B (6), and eleutheroside E (7) by spectral analysis. Among
Georgios I Panoutsopoulos
International journal of toxicology, 24(2), 103-109 (2005-07-23)
Phenylacetaldehyde is formed when the xenobiotic and biogenic amine 2-phenylethylamine is inactivated by a monoamine oxidase-catalyzed oxidative deamination. Exogenous phenylacetaldehyde is found in certain foodstuffs such as honey, cheese, tomatoes, and wines. 2-Phenylethylamine can trigger migraine attacks in susceptible individuals

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