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
Urinary 1-hydroxypyrene and 2-naphthol concentrations in male Koreans.
2001 Jan
Determining the binding capability of the mouse major urinary proteins using 2-naphthol as a fluorescent probe.
2001 May 1
[Treatment of 2-naphtholwastewater using air oxidation and ion exchange].
2001 Nov
The rational design of novel chiral oxovanadium(IV) complexes for highly enantioselective oxidative coupling of 2-naphthols.
2002 Apr 21
Azo-dyes photocatalytic degradation in aqueous suspension of TiO2 under solar irradiation.
2002 Dec
Electronic determinants of photoacidity in cyanonaphthols.
2002 Feb 13
Synthesis and antimicrobial activity of some 1,3,4-oxadiazole derivatives.
2002 Jul
Catalytic asymmetric oxidative couplings of 2-naphthols by tridentate N-ketopinidene-based vanadyl dicarboxylates.
2002 Jul 25
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
Simultaneous analysis of naphthols, phenanthrols, and 1-hydroxypyrene in urine as biomarkers of polycyclic aromatic hydrocarbon exposure: intraindividual variance in the urinary metabolite excretion profiles caused by intervention with beta-naphthoflavone induction in the rat.
2003 Apr
Novel poly (vinyl chloride) matrix membrane electrodes for the determination of phenolic pollutants in waste water.
2003 Apr
Highly enantioselective quinoline synthesis via ene-type cyclization of 1,7-enynes catalyzed by a cationic BINAP-palladium(II) complex.
2003 Apr 23
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
Biodegradation during contaminant transport in porous media: 6. Impact of sorption on coupled degradation-transport behavior.
2003 Mar
Human gastrointestinal sulfotransferases: identification and distribution.
2003 Mar 15
Fluorescent quenching of the 2-naphthoxide anion by aliphatic and aromatic halides. Mechanism and consequences of electron transfer reactions.
2003 Mar 21
Oxidative degradation of azo dyes by manganese peroxidase under optimized conditions.
2003 Mar-Apr
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
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
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
Simultaneous determination of 1- and 2-naphthol in human urine using on-line clean-up column-switching liquid chromatography-fluorescence detection.
2004 Mar 5
Influence of phenylalanines 77 and 138 on the stereospecificity of aryl sulfotransferase IV.
2004 May
Decolorization of orange II by catalytic oxidation using iron (III) phthalocyanine-tetrasulfonic acid.
2004 Oct 18
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 GMT 2023
Edited
by admin
on Fri Dec 15 15:19:24 GMT 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 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID5027061
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
CAS
135-19-3
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
NCI_THESAURUS
C81517
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
MERCK INDEX
m7739
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
2-NAPHTHOL
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
SMS_ID
100000153158
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
NSC
2044
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
CHEBI
10432
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
DRUG CENTRAL
3370
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
ChEMBL
CHEMBL14126
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
FDA UNII
P2Z71CIK5H
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
MESH
C028405
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
EVMPD
SUB127015
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
HSDB
6812
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-182-7
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
PUBCHEM
8663
Created by admin on Fri Dec 15 15:19:24 GMT 2023 , Edited by admin on Fri Dec 15 15:19:24 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
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PARENT -> METABOLITE
IN VITRO
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP