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70442

Sigma-Aldrich

1-Naphthol

≥98.0% (GC)

Synonym(s):

α-Naphthol, 1-Hydroxynaphthalene

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About This Item

Linear Formula:
C10H7OH
CAS Number:
90-15-3
Molecular Weight:
144.17
Beilstein/REAXYS Number:
1817321
EC Number:
201-969-4
MDL number:
MFCD00003930
UNSPSC Code:
12352100
PubChem Substance ID:
57652248

vapor density

4.5 (120 °C, vs air)

vapor pressure

1 mmHg ( 94 °C)

assay

≥98.0% (GC)

autoignition temp.

1007 °F

expl. lim.

5 %

bp

278-280 °C (lit.)

mp

94-96 °C (lit.)
94-96 °C

SMILES string

Oc1cccc2ccccc12

InChI

1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H

InChI key

KJCVRFUGPWSIIH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

1-Naphthol is the hydroxyl derivative of naphthalene. It forms hydrogen bonded complexes with H2O, CH3OH, NH3 and ND3 in gas phase. Hydrogen-bond dissociation energy of these complexes has been evaluated. Its sorption by biochars (obtained from orange peels, having pyrolytic temperatures in the range of 150-700 °C and designated as OP150-OP700) has been studied. It has been identified as an impurity in the active pharmaceutical ingredient (API) of duloxetine hydrochloride.

Application

1-Naphthol (Naphthalen-1-ol) may be used as a standard for the NMR, FT-IR and mass spectrometric characterization of impurities present in the Duloxetine Hydrochloride active pharmaceutical ingredient (API).

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 2 Oral - STOT SE 3

target_organs

Kidney, Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

257.0 °F - closed cup

flash_point_c

125 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBD8656V
1446075
1396869
1347173
1324045

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Accurate hydrogen-bonding energies between 1-naphthol and water, methanol and ammonia.
Burgi T, et al
Chemical Physics Letters, 246(3), 291-299 (1995)
Characterization of duloxetine HCL API and its process related impurities
Karagiannidou E, et al.
International Journal of Analytical, Pharmaceutical and Biomedical Sciences, 3(2) (2014)
Baoliang Chen et al.
Chemosphere, 76(1), 127-133 (2009-03-14)
Biochars, derived from biomass, are increasingly recognized as an environmental-friendly sorbent to abate organic pollutants. Sorption variations of biochars with their pyrolytic temperatures are evaluated. Nine biochars of orange peels with different pyrolytic temperatures (150-700 degrees C, referred as OP150-OP700)
Hongbo Zhang et al.
Toxicology in vitro : an international journal published in association with BIBRA, 26(8), 1286-1293 (2012-01-24)
In vitro glucuronidation assays of diclofenac and indomethacin at pH 7.4 are biased by the instability of the glucuronides due to acyl migration. The extent of this acyl migration may be reduced significantly by performing the glucuronidation reaction at pH
Nenad Manevski et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(11), 2192-2203 (2012-08-23)
The presence of bovine serum albumin (BSA) largely modulates the enzyme kinetics parameters of the human UDP-glucuronosyltransferase (UGT) 1A9, increasing both the apparent aglycone substrate affinity of the enzyme and its limiting reaction velocity (Drug Metab Dispos 39:2117-2129, 2011). For
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