U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H8O
Molecular Weight 144.1699
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BETANAPHTHOL

SMILES

OC1=CC=C2C=CC=CC2=C1

InChI

InChIKey=JWAZRIHNYRIHIV-UHFFFAOYSA-N
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

HIDE SMILES / InChI

Molecular Formula C10H8O
Molecular Weight 144.1699
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

BETANAPHTHOL (or 2-Naphthol) is used as a preservative. It is known, that this compound can cause dermatitis.

Approval Year

Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes [IC50 17 uM]
yes
Drug as victim
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Evaluation of diazotized 4-amino-3,5-dinitrobenzoic acid (ADBA) as a new derivatizing reagent.
2001 Sep
Comparison of advanced processes on the oxidation of acid orange 7 dye.
2002 Aug
Modeling of the Acid Orange 7 anaerobic biodegradation.
2003
Identification and purification of sulfotransferases for 20-hydroxysteroid from the larval fat body of a fleshfly, Sarcophaga peregrina.
2003 Aug
Use of chiral zwitterionic surfactants for enantiomeric resolutions by capillary electrophoresis.
2003 Aug
Predictive value of comparative molecular field analysis modelling of naphthalene inhibition of human CYP2A6 and mouse CYP2A5 enzymes.
2003 Aug
Altered expression of sulfotransferases, glucuronosyltransferases and mrp transporters in FVB/mrp1-/- mice.
2003 Dec
Study of tropaeolin degradation by iron--proposition of a reaction mechanism.
2003 Dec
Dissolution-aggregation behavior of water-soluble nanographites and their adsorptive characteristics for 2-naphthol in aqueous solutions.
2003 Dec 1
Reaction between naphthols and dimethyl acetylenedicarboxylate in the presence of phosphites. Synthesis of stable oxa-2 lambda 5-phosphaphenanthrenes, and benzochromene derivatives.
2003 Feb 7
Enantioselective oxidative biaryl coupling reactions catalyzed by 1,5-diazadecalin metal complexes: efficient formation of chiral functionalized BINOL derivatives.
2003 Jul 11
Effect-directed identification of oxygen and sulfur heterocycles as major polycyclic aromatic cytochrome P4501A-inducers in a contaminated sediment.
2003 Jul 15
Synthesis and evaluation of esters and carbamates to identify critical functional groups for esterase-specific metabolism.
2003 Jul 31
DNA damage in T- and B-lymphocytes and granulocytes in emission inspection and incineration workers exposed to polycyclic aromatic hydrocarbons.
2003 Jul 8
The application of HPLC-F and GC-MS to the analysis of selected hydroxy polycyclic hydrocarbons in two certified fish bile reference materials.
2003 Jun
Boron-doped diamond microelectrodes for use in capillary electrophoresis with electrochemical detection.
2003 Jun 1
Carboxylations of alkali metal phenoxides with carbon dioxide.
2003 Mar 7
Effects of genetic polymorphisms in metabolic enzymes on the relationships between 8-hydroxydeoxyguanosine levels in human leukocytes and urinary 1-hydroxypyrene and 2-naphthol concentrations.
2003 May
Electrophilic substitution of C60F18 into phenols: HF elimination between OH and a 1,3-shifted fluorine giving benzofurano[2',3':10,26]hexadecafluro[60]fullerene and derivatives.
2003 May 21
Measurement of pesticides and other toxicants in amniotic fluid as a potential biomarker of prenatal exposure: a validation study.
2003 Nov
Urinary biomarkers of exposure to jet fuel (JP-8).
2003 Nov
Pyran derivatives. Part XXI. Antiproliferative and cytotoxic properties of novel N-substituted 4-aminocoumarins, their benzo-fused derivatives, and some related 2-aminochromones.
2003 Nov
Cytotoxic isolates of Helicobacter pylori from peptic ulcer diseases decrease K+-dependent ATPase activity in HeLa cells.
2003 Nov 6
Naphthalene--an environmental and occupational toxicant.
2003 Oct
Synthesis of alpha-amino acids via asymmetric phase transfer-catalyzed alkylation of achiral nickel(II) complexes of glycine-derived Schiff bases.
2003 Oct 22
Arginine residues in the active site of human phenol sulfotransferase (SULT1A1).
2003 Sep 19
Photocatalytic degradation of wastewater pollutants: titanium dioxide mediated degradation of methyl orange and beta-naphthol orange.
2003 Sep-Oct
Discoloration and mineralization of non-biodegradable azo dye Orange II by copper-doped TiO2 nanocatalysts.
2004
Effect of reverse micelles on the Rose Bengal-sensitized photo-oxidation of 1- and 2-hydroxynaphthalenes.
2004
Adsorption and biodegradation of azo dye in biofilm processes.
2004
Binary competitive adsorption of naphthalene compounds onto an aminated hypercrosslinked macroporous polymeric adsorbent.
2004
Albumin adducts of naphthalene metabolites as biomarkers of exposure to polycyclic aromatic hydrocarbons.
2004 Jan
Urinary hydroxy-metabolites of naphthalene, phenanthrene and pyrene as markers of exposure to diesel exhaust.
2004 Jan
Novel bentonite clay-based Fe-nanocomposite as a heterogeneous catalyst for photo-Fenton discoloration and mineralization of Orange II.
2004 Jan 1
7-Hydroxynaphthalen-1-yl-urea and -amide antagonists of human vanilloid receptor 1.
2004 Jan 19
Effect of pH on adsolubilization of single and binary organic solutes into a cationic hydrocarbon surfactant adsorbed layer on silica.
2004 Jul 15
Urinary biomarkers in charcoal workers exposed to wood smoke in Bahia State, Brazil.
2004 Jun
Treatment of orange II azo-dye by electrocoagulation (EC) technique in a continuous flow cell using sacrificial iron electrodes.
2004 Jun 18
Molecular imprinting made easy.
2004 Jun 30
Ruthenium-catalyzed cyclization of epoxide with a tethered alkyne: formation of ketene intermediates via oxygen transfer from epoxides to terminal alkynes.
2004 Jun 9
Simultaneous determination of 1- and 2-naphthol in human urine using on-line clean-up column-switching liquid chromatography-fluorescence detection.
2004 Mar 5
Naphthalene and its biomarkers as measures of occupational exposure to polycyclic aromatic hydrocarbons.
2004 May
Influence of phenylalanines 77 and 138 on the stereospecificity of aryl sulfotransferase IV.
2004 May
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers.
2004 May 14
Enantioselective O- and N-nitroso aldol synthesis of tin enolates. Isolation of three BINAP-silver complexes and their role in regio- and enantioselectivity.
2004 May 5
Differential pulse polarographic determination of lead in standard alloys and biological samples after separation and preconcentration with PAN.
2004 May-Jun
Decolorization of orange II by catalytic oxidation using iron (III) phthalocyanine-tetrasulfonic acid.
2004 Oct 18
Synthesis and coordinating ability of an anionic cobaltabisdicarbollide ligand geometrically analogous to BINAP.
2004 Oct 25
Stress regulation of sulfotransferases in male rat liver.
2004 Oct 8
Controlling the regiospecific oxidation of aromatics via active site engineering of toluene para-monooxygenase of Ralstonia pickettii PKO1.
2005 Jan 7
Patents
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:50:17 UTC 2023
Edited
by admin
on Wed Jul 05 22:50:17 UTC 2023
Record UNII
P2Z71CIK5H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BETANAPHTHOL
HSDB   II   MART.   WHO-DD  
Systematic Name English
2-NAPHTHOL [MI]
Common Name English
Betanaphthol [WHO-DD]
Common Name English
BETA-NAPHTHOL
Systematic Name English
TOLNAFTATE IMPURITY A [EP IMPURITY]
Common Name English
NSC-2044
Code English
2-NAPHTHOL
INCI   MI  
INCI  
Official Name English
BETANAPHTHOL [MART.]
Common Name English
.BETA.-NAPHTHOL
Systematic Name English
BETANAPHTHOL [HSDB]
Common Name English
2-NAPHTHOL [INCI]
Common Name English
.BETA.-HYDROXYNAPHTHALENE
Systematic Name English
2-NAPHTHALENOL
Systematic Name English
BETANAPHTHOL [II]
Common Name English
ISONAPHTHOL
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 10301
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
NCI_THESAURUS C250
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID5027061
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
CAS
135-19-3
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
NCI_THESAURUS
C81517
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
MERCK INDEX
M7739
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
2-NAPHTHOL
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
SMS_ID
100000153158
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
NSC
2044
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
CHEBI
10432
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
DRUG CENTRAL
3370
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
ChEMBL
CHEMBL14126
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
FDA UNII
P2Z71CIK5H
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
MESH
C028405
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
EVMPD
SUB127015
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
HSDB
6812
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
ECHA (EC/EINECS)
205-182-7
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
PUBCHEM
8663
Created by admin on Wed Jul 05 22:50:18 UTC 2023 , Edited by admin on Wed Jul 05 22:50:18 UTC 2023
PRIMARY
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IN VITRO
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP