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Sigma-Aldrich

2-Hydroxy-4-methoxybenzaldehyde

98%

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Synonym(s):
4-Methoxysalicylaldehyde
Linear Formula:
HOC6H3(OCH3)CHO
CAS Number:
673-22-3
Molecular Weight:
152.15
Beilstein:
1072443
EC Number:
211-604-0
MDL number:
MFCD00003327
PubChem Substance ID:
24849887
NACRES:
NA.22

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 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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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)
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
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
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