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Merck

152757

1,4-Naphthoquinone

97%

Synonym(s):

α-Naphthoquinone

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About This Item

Empirical Formula (Hill Notation):
C10H6O2
CAS Number:
Molecular Weight:
158.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-977-6
Beilstein/REAXYS Number:
878524
MDL number:
Assay:
97%
Form:
powder
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Quality Level

assay

97%

form

powder

mp

119-122 °C (lit.)

functional group

ketone

SMILES string

O=C1C=CC(=O)c2ccccc12

InChI

1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H

InChI key

FRASJONUBLZVQX-UHFFFAOYSA-N

Application

1,4-Naphthoquinone was used as a potential inhibitor of monoamine oxidase and DNA topoisomerase activities. It was also used to inhibit the acetyltransferase activity.


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Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

285.8 °F

flash_point_c

141 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Eduardo Coelho-Cerqueira et al.
Chemical biology & drug design, 83(4), 401-410 (2013-10-30)
Monoamine oxidase (MAO) action has been involved in the regulation of neurotransmitters levels, cell signaling, cellular growth, and differentiation as well as in the balance of the intracellular polyamine levels. Although so far obscure, MAO inhibitors are believed to have
Don Antoine Lanfranchi et al.
Organic & biomolecular chemistry, 10(31), 6375-6387 (2012-07-11)
Improving the solubility of polysubstituted 1,4-naphthoquinone derivatives was achieved by introducing nitrogen in two different positions of the naphthoquinone core, at C-5 and at C-8 of menadione through a two-step, straightforward synthesis based on the regioselective hetero-Diels-Alder reaction. The antimalarial
Michael G Berg et al.
Molecular and cellular biology, 32(7), 1271-1283 (2012-01-19)
Despite intensive research, there are very few reagents with which to modulate and dissect the mRNA splicing pathway. Here, we describe a novel approach to identify such tools, based on detection of the exon junction complex (EJC), a unique molecular