All Photos(2)
Synonym(s):
2-Hydroxy-3-methoxybenzaldehyde, 2-Hydroxy-m-anisaldehyde, 3-Methoxysalicylaldehyde
Linear Formula:
CH3OC6H3-2-(OH)CHO
CAS Number:
Molecular Weight:
152.15
Beilstein:
471913
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
solid
bp
265-266 °C (lit.)
mp
40-42 °C (lit.)
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
InChI key
JJVNINGBHGBWJH-UHFFFAOYSA-N
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General description
o-Vanillin is a building block commonly used in the synthesis of schiff-base ligands.
Application
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 Actions
o-Vanillin induces DNA damage as detected by comet assay.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
WGK
WGK 3
Flash Point(F)
(External MSDS)
Flash Point(C)
(External MSDS)
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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 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
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
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