533084
6-Methoxy-2-naphthaldehyde
98%
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About This Item
Fórmula lineal:
CH3OC10H6CHO
Número de CAS:
Peso molecular:
186.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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:
It may also be used in the synthesis of the following chalcone derivatives:
- 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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
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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Human salivary aldehyde dehydrogenase (hsALDH) is an important detoxifying enzyme and maintains oral health. Subjects with low hsALDH activity are at a risk of developing oral cancers. Arsenic (As) toxicity causes many health problems in humans. The objective of this
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)
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
J Wierzchowski et al.
Analytical biochemistry, 245(1), 69-78 (1997-02-01)
Two highly fluorogenic aldehydes, 7-methoxy-1-naphthaldehyde (MONAL-71) and 6-methoxy-2-naphthaldehyde (MONAL-62), were examined as indicators of the aldehyde dehydrogenase (ALDH) activity in human tissue homogenates and accessible body fluids. Both compounds were previously found to be excellent substrates for the ALDH from
Structures of three chalcones derived from 6-Methoxy-2-naphthaldehyde.
Jasinski JP, et al.
Journal of Chemical Crystallography, 39(3), 157-162 (2009)
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