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120804

Sigma-Aldrich

o-Vanillin

99%

Synonym(e):

2-Hydroxy-3-methoxy-benzaldehyd, 2-Hydroxy-m-anisaldehyd, 3-Methoxy-salicylaldehyd

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About This Item

Lineare Formel:
CH3OC6H3-2-(OH)CHO
CAS-Nummer:
148-53-8
Molekulargewicht:
152.15
Beilstein:
471913
EG-Nummer:
205-715-3
MDL-Nummer:
MFCD00003322
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847429
NACRES:
NA.22

Qualitätsniveau

100

Assay

99%

Form

solid

bp

265-266 °C (lit.)

mp (Schmelzpunkt)

40-42 °C (lit.)

Funktionelle Gruppe

aldehyde

SMILES String

COc1cccc(C=O)c1O

InChI

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

InChIKey

JJVNINGBHGBWJH-UHFFFAOYSA-N

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Allgemeine Beschreibung

o-Vanillin is a building block commonly used in the synthesis of schiff-base ligands.

Anwendung

o-Vanillin has been used to study the solvent-free reaction between o-vanillin and p-toluidine using NMR, DSC and XRD analysis. It was used in the synthesis of new ligand for Fe(III) and Al(lII).

Biochem./physiol. Wirkung

o-Vanillin induces DNA damage as detected by comet assay.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H319

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup - (External MSDS)

Flammpunkt (°C)

113 °C - closed cup - (External MSDS)

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
WXBF1979V
BCCC4238
BCCC1176
BCBZ5373
BCBS4514V

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Y-L Ma et al.
The Journal of physiology, 590(9), 2095-2105 (2012-03-14)
The abnormally high cation permeability in red blood cells (RBCs) from patients with sickle cell disease (SCD) occupies a central role in pathogenesis. Sickle RBC properties are notably heterogeneous, however, thus limiting conventional flux techniques that necessarily average out the
K Watanabe et al.
Mutation research, 218(2), 105-109 (1989-09-01)
2-Hydroxy-3-methoxybenzaldehyde (omicron-vanillin), the antimutagenic effect of which has been reported on mutagenesis induced by 4-nitroquinoline 1-oxide (4NQO) in Escherichia coli WP2s, enhanced N-methyl-N'-nitro-N-nitrosoguanidine (MNNG)-induced mutagenesis in the same strain. A remarkable enhancement of mutagenesis provoked by N-methyl-N-nitrosourea (MNU) was also
Jingqun Gao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(4), 1278-1286 (2011-02-08)
In this work, three o-Vanillin Schiff Bases (o-VSB: o-Vanillin-D-Phenylalanine (o-VDP), o-Vanillin-L-Tyrosine (o-VLT) and o-Vanillin-L-Levodopa (o-VLL)) with alanine constituent were synthesized by direct reflux method in ethanol solution, and then were used to study the interaction to bovine serum albumin (BSA)
Afzal Hussain et al.
Scientific reports, 9(1), 5237-5237 (2019-03-29)
Copper-based compounds are promising entities for target-specific next-generation anticancer and NSAIDS therapeutics. In lieu of this, benzimidazole scaffold plays an important role, because of their wide variety of potential functionalizations and coordination modes. Herein, we report three copper complexes 1-3
K Takahashi et al.
Mutation research, 230(2), 127-134 (1990-06-01)
Vanillin and its isomer o-vanillin have an effect on the adaptive and SOS responses, as well as mutagenesis, induced in Escherichia coli by N-methyl-N-nitrosourea (MNU) and UV irradiation, potentiating in some cases and suppressing in others. o-Vanillin markedly inhibited the
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