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
Decolorization of Orange II dye by white-rot fungi.
2001
The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes.
2001 Aug 23
A packed-bed fungal bioreactor for the continuous decolourisation of azo-dyes (Orange II).
2001 Aug 23
Supramolecular assistance to regioselectivity in the reactions of chlorocyclophosphazenes with sodium oxyanions: macrocyclic effect and anion dependence.
2001 Aug 24
[Treatment of 2-naphtholwastewater using air oxidation and ion exchange].
2001 Nov
Expression profiling of sulfotransferases in human cell lines derived from extra-hepatic tissues.
2001 Nov
Evaluation of diazotized 4-amino-3,5-dinitrobenzoic acid (ADBA) as a new derivatizing reagent.
2001 Sep
Biological monitoring of environmental exposure to polycyclic aromatic hydrocarbons in subjects living in the vicinity of a creosote impregnation plant.
2001 Sep
Xenophilus azovorans gen. nov., sp. nov., a soil bacterium that is able to degrade azo dyes of the Orange II type.
2001 Sep
Effects of genetic polymorphisms of CYP1A1, CYP2E1, GSTM1, and GSTT1 on the urinary levels of 1-hydroxypyrene and 2-naphthol in aircraft maintenance workers.
2001 Sep 15
Cooxidation of naphthalene and other polycyclic aromatic hydrocarbons by the nitrifying bacterium, Nitrosomonas europaea.
2002
Comparison of advanced processes on the oxidation of acid orange 7 dye.
2002 Aug
Azo-dyes photocatalytic degradation in aqueous suspension of TiO2 under solar irradiation.
2002 Dec
Progress in arylpiperazine synthesis by the catalytic amination reaction.
2002 Dec
Electronic determinants of photoacidity in cyanonaphthols.
2002 Feb 13
Highly conserved mouse and human brain sulfotransferases: molecular cloning, expression, and functional characterization.
2002 Feb 20
Degradation of acid orange 7 in an aerobic biofilm.
2002 Jan
Polymer-supported chiral catalysts with positive support effects.
2002 Jul 22
Polymer-supported catalysts: enantioselective hydrogenation and hydrogen transfer reduction.
2002 Jul 22
Correlation of urinary 1-hydroxypyrene and 2-naphthol with total suspended particulates in ambient air in municipal middle-school students in Korea.
2002 Jul-Aug
Waste-free chemistry of diazonium salts and benign separation of coupling products in solid salt reactions.
2002 Mar 15
Anaerobic decolorisation of simulated textile wastewater containing azo dyes.
2002 May
Enzymatic membrane reactors for biodegradation of recalcitrant compounds. Application to dye decolourisation.
2002 Nov 13
Mechanistic insights into the Pd(BINAP)-catalyzed amination of aryl bromides: kinetic studies under synthetically relevant conditions.
2002 Nov 27
Integrated reactor concepts for the enzymatic kinetic synthesis of cephalexin.
2002 Oct 20
A straightforward synthesis in aqueous medium of enantiomerically. Enriched S(-)2,2'-dihydroxy-1,1'-binaphthyl.
2003
Novel poly (vinyl chloride) matrix membrane electrodes for the determination of phenolic pollutants in waste water.
2003 Apr
Identification and purification of sulfotransferases for 20-hydroxysteroid from the larval fat body of a fleshfly, Sarcophaga peregrina.
2003 Aug
Study of tropaeolin degradation by iron--proposition of a reaction mechanism.
2003 Dec
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
High performance degradation of azo dye Acid Orange 7 and sulfanilic acid in a laboratory scale reactor after seeding with cultured bacterial strains.
2003 Jun
Boron-doped diamond microelectrodes for use in capillary electrophoresis with electrochemical detection.
2003 Jun 1
Simultaneous determination of urinary 1- and 2-naphthols, 3- and 9-phenanthrols, and 1-pyrenol in coke oven workers.
2003 Mar-Apr
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
Synthesis of alpha-amino acids via asymmetric phase transfer-catalyzed alkylation of achiral nickel(II) complexes of glycine-derived Schiff bases.
2003 Oct 22
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
Albumin adducts of naphthalene metabolites as biomarkers of exposure to polycyclic aromatic hydrocarbons.
2004 Jan
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
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 Fri Dec 15 15:19:24 UTC 2023
Edited
by admin
on Fri Dec 15 15:19:24 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 Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID5027061
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
CAS
135-19-3
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
NCI_THESAURUS
C81517
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
MERCK INDEX
m7739
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
2-NAPHTHOL
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
SMS_ID
100000153158
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
NSC
2044
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
CHEBI
10432
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
DRUG CENTRAL
3370
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
ChEMBL
CHEMBL14126
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
FDA UNII
P2Z71CIK5H
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
MESH
C028405
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
EVMPD
SUB127015
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
HSDB
6812
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
ECHA (EC/EINECS)
205-182-7
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
PUBCHEM
8663
Created by admin on Fri Dec 15 15:19:24 UTC 2023 , Edited by admin on Fri Dec 15 15:19:24 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE
IN VITRO
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP