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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

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P Giridhar et al.
Indian journal of experimental biology, 42(1), 106-110 (2004-07-28)
Axillary buds obtained from field grown plants of D. hamiltonii were used to initiate multiple shoots on Murashige and Skoog's medium (MS) supplemented with 2 mg L(-1) 6-benzyl aminopurine (BA) and 0.5 mg L(-1) indole-3-acetic acid (IAA). Profuse rooting was
Subban Nagarajan et al.
Journal of AOAC International, 86(3), 564-567 (2003-07-11)
The roots of Decalepis hamiltonii and Hemidesmus indicus are aromatic and possess the crystalline compound 2-hydroxy-4-methoxybenzaldehyde as the major compound (> 90%) in their volatile oils. A gas chromatographic procedure was developed for the assay of 2-hydroxy-4-methoxybenzaldehyde in both fresh
Belagihalli M Srikanta et al.
Biochimie, 93(4), 678-688 (2010-12-28)
Helicobacter pylori mediated gastric ulcer and cancers are common global problems since it was found to colonize in ∼50% of gastric ulcer/cancer patients. Decalepis hamiltonii, (Asclepiadaceae family) extracts have been depicted with medicinal properties supporting the traditional knowledge of health
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
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

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