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533084

6-Methoxy-2-naphthaldehyde

Name: 6-Methoxy-2-naphthaldehyde
Brand: ALDRICH

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About This Item

Linear Formula:

CH₃OC₁₀H₆CHO

CAS Number:

3453-33-6

Molecular Weight:

186.21

NACRES:

NA.22

PubChem Substance ID:

24877938

UNSPSC Code:

12352100

EC Number:

222-377-2

MDL number:

MFCD00081152

Assay:

98%

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Properties

Quality Level

100

assay

98%

mp

81-84 °C (lit.)

functional group

aldehyde

SMILES string

COc1ccc2cc(C=O)ccc2c1

InChI

1S/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3

InChI key

VZBLASFLFFMMCM-UHFFFAOYSA-N

Description

General description

6-Methoxy-2-naphthaldehyde can be prepared by reacting 2-bromo 6-methoxy naphthalene with triethylorthoformate via Grignard reaction. Its crystals belong to the orthorhombic space group, P212121 and shows excellent NLO (non-linear optical) property.

Application

6-Methoxy-2-naphthaldehyde may be used in the preparation of the following 4-(6-methoxy-2-naphthyl)butan-2-one related compounds:

4-(6-methoxy-2-naphthyl)but-3-en-2-one
4-(6-methoxy-2-naphthyl)-3-methylbutan-2-one
5-(6-methoxy-2-naphthyl)pentan-3-one

It may also be used in the synthesis of the following chalcone derivatives:

(2E)-1-(2-hydroxyphenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
(2E)-1-(2-chloropyridin-4-yl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one
(2E)-3-(6-methoxy-2-naphthyl)-1-pyridin-4-ylprop-2-en-1-one
(2E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2-naphthyl)prop-2-en-1-one

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Citral Inhibition of Human Salivary Aldehyde Dehydrogenase.

Amaj Ahmed Laskar et al.

Cell biochemistry and biophysics, 78(1), 31-42 (2019-11-17)

Human salivary aldehyde dehydrogenase (hsALDH) protects us from the toxic effect of aldehydes. It has both diagnostic and therapeutic importance. Citral possesses many biological and pharmacological properties. The aim of this work was to investigate the inhibitory effect and the

Selective assay of the cytosolic forms of the aldehyde dehydrogenase in rat, with possible significance for the investigations of cyclophosphamide cytotoxicity.

J Wierzchowski et al.

Acta poloniae pharmaceutica, 53(3), 203-208 (1996-05-01)

Continuous fluorimetric assay for aldehyde dehydrogenase activity in rat tissue, based on oxidation of the fluorogenic 6-methoxy-2-naphthaldehyde, is described. The new assay is ca. 2 orders of magnitude more sensitive than the standard procedures and it is not subjected to

4-(6-Methoxy-2-naphthyl) butan-2-one and related analogs, a novel structural class of antiinflammatory compounds.

Goudie AC, et al.

Journal of Medicinal Chemistry, 21(12), 1260-1264 (1978)

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Global Trade Item Number

SKU	GTIN
533084-5G	04061831820843