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Key Documents

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/REAXYS Number:
1072443
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

41-43 °C (lit.)

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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
Rubén Córdoba et al.
Bioorganic & medicinal chemistry, 15(15), 5300-5315 (2007-05-18)
A series of analogues of the potentially angiogenic inhibitor aeroplysinin-1 1 were synthesized and their in vitro antiangiogenic and cytotoxic activities evaluated. In the case of epoxy ketone 6 and azlactone 36 the relationship sprouting inhibition assay/cytotoxicity in BAE cells
Jihua Wang et al.
Molecules (Basel, Switzerland), 15(8), 5807-5817 (2010-08-26)
The root bark essential oil of Periploca sepium Bunge (Asclepiadaceae/ Apocynaceae) obtained by hydrodistillation was investigated by GC and GC-MS. 2-Hydroxy-4-methoxybenzaldehyde was found to be the main component (78.8% of the total) among 17 identified compounds. 2-Hydroxy-4-methoxybenzaldehyde was separated and
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)

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