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Merck
CN

160695

Sigma-Aldrich

2-Hydroxy-4-methoxybenzaldehyde

98%

Synonym(s):

4-Methoxysalicylaldehyde

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About This Item

Linear Formula:
HOC6H3(OCH3)CHO
CAS Number:
Molecular Weight:
152.15
Beilstein:
1072443
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

98%

mp

41-43 °C (lit.)

functional group

aldehyde

SMILES string

[H]C(=O)c1ccc(OC)cc1O

InChI

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

InChI key

WZUODJNEIXSNEU-UHFFFAOYSA-N

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General description

2-Hydroxy-4-methoxybenzaldehyde is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants.

Application

2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gholamreza Karimipour et al.
Biological trace element research, 145(1), 109-117 (2011-08-13)
In this study, a new sorbent based on the gold nanoparticle loaded in activated carbon (Au-NP-AC) was synthesized and modified by bis(4-methoxy salicylaldehyde)-1,2-phenylenediamine (BMSAPD). This sorbent, which is abbreviated as Au-NP-AC-BMSAPD, has been applied for the enrichment and preconcentration of
Dipjyoti Chakraborty et al.
Journal of plant physiology, 165(10), 1033-1040 (2007-11-21)
The fragrant rootstocks of Hemidesmus indicus are known to accumulate 2-hydroxy-4-methoxybenzaldehyde (MBALD), yet, the enzymatic route to this hydroxybenzoate is not known. Therefore, root organs of H. indicus hold promises to unravel the biosynthesis related to this phenolic fragrance. Chitosan
Synthesis, crystal structures and fluorescence properties of two new di-and polynuclear Cd (II) complexes with N2O donor set of a tridentate Schiff base ligand.
Basak S, et al.
Polyhedron, 27(4), 1193-1200 (2008)
Ken-ichi Nihei et al.
Bioorganic & medicinal chemistry letters, 14(3), 681-683 (2004-01-27)
Chamaecin (2-hydroxy-4-isopropylbenzaldehyde) was synthesized and tested for its tyrosinase inhibitory activity. It partially inhibits the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) catalyzed by mushroom tyrosinase with an IC(50) of 2.3 microM. The inhibition kinetics analyzed by Dixon plots found that chamaecin is
I Kubo et al.
Planta medica, 65(1), 19-22 (1999-03-20)
By bioassay-guided fractionation using mushroom tyrosinase (EC 1.14.18.1), 2-hydroxy-4-methoxybenzaldehyde was characterized as the principal tyrosinase inhibitor from three East African medicinal plants, the root of Mondia whitei (Hook) Skeels (Asclepiaceae), the root of Rhus vulgaris Meikle (Anacardiaceae), and the bark

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