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Merck
CN

70430

1,4-Dihydroxynaphthalene

technical, ≥90% (HPLC)

Synonym(s):

1,4-Naphthalenediol, p-Naphthohydroquinone (α)

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About This Item

Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
Molecular Weight:
160.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-336-4
Beilstein/REAXYS Number:
1307689
MDL number:
Assay:
≥90% (HPLC)
Form:
crystals
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InChI

1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H

InChI key

PCILLCXFKWDRMK-UHFFFAOYSA-N

SMILES string

Oc1ccc(O)c2ccccc12

grade

technical

assay

≥90% (HPLC)

form

crystals

mp

191-192 °C (dec.)

Quality Level

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pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - 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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María Teresa Molina et al.
The Journal of organic chemistry, 74(24), 9573-9575 (2009-11-27)
The NHC-catalyzed conjugate hydroacylation of 1,4-naphthoquinones allows for the synthesis of monoacylated 1,4-dihydroxynaphthalene derivatives. These targets, difficult to prepare selectively by standard protocols, represent important intermediates in the elaboration of highly substituted 1,4-naphthoquinone derivatives, which constitute relevant pharmaceutical scaffolds. High
R Munday
Free radical biology & medicine, 22(4), 689-695 (1997-01-01)
At neutral pH, 1,4-naphthohydroquinone and 2-methyl-1,4-naphthohydroquinone readily autoxidize to the corresponding quinones. In an unpurified phosphate buffer, the autoxidation of both substances proceeded in a linear fashion after a brief lag phase. Addition of a chelating agent or purification of
R Munday
Free radical research, 32(3), 245-253 (2000-03-24)
The rates of autoxidation of a number of pure naphthohydroquinones have been determined, and the effects of pH, superoxide dismutase (SOD) and of the parent naphthoquinone on the oxidation rates have been investigated. Most compounds were slowly oxidised in acid
M Matsumoto et al.
Biological & pharmaceutical bulletin, 24(3), 236-241 (2001-03-21)
The proteases encoded by herpesviruses including herpes simplex virus type 1 (HSV-1) and human cytomegalovirus (HCMV) are attractive targets for antiviral drug development because of their important roles in viral replication. We randomly screened a chemical compound library for inhibitory
Aurora Molinari et al.
Archiv der Pharmazie, 342(10), 591-599 (2009-09-16)
Several new 6-(3-pyrazolylpropyl) derivatives of 1,4-naphthohydroquinone-1,4-diacetate (NHQ-DA) have been prepared by chemical modifications of the Diels-Alder adduct of alpha-myrcene and 1,4-benzoquinone. All these new compounds and precursors have been evaluated in vitro for their cytotoxicity against cultured human cancer cells

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