3-Hydroxy-2-naphthanilide (CED0004183)

Record Information

Version

1.0

Creation Date

2016-05-19 04:52:49 UTC

Update Date

2026-08-19 18:29:47 UTC

Accession Number

CHEM015510

Identification

Common Name

3-Hydroxy-2-naphthanilide

Class

Small Molecule

Description

3-Hydroxy-2-naphthanilide is an organic compound with the chemical formula C17H13NO2 and an average molecular weight of 263.30 g/mol. 3-Hydroxy-2-naphthanilide belongs to the naphthalenecarboxylic acids and derivatives, a subclass of naphthalenes within the organic compounds. Within the broader chemical hierarchy, it is classified as part of the benzenoids superclass. This compound has been identified in or released from six recorded sources. These sources include building and construction materials, specifically floors, and electrical and electronic equipment, such as radio transmission systems and discharge lamps. It is also found in drinking water and water supply systems, as well as in food, food processing, and cookware, specifically in food contact materials and processing meats. Human exposure to 3-hydroxy-2-naphthanilide occurs through recorded routes including inhalation, oral ingestion, and touch.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-N-phenylnaphthalene-2-carboximidate	Generator
Naphthol as, monosodium salt	MeSH
3-Hydroxy-2-naphthanilide	MeSH
Naphthol as, 14C-labeled CPD	MeSH
Naphthol as	MeSH

Chemical Formula

C₁₇H₁₃NO₂

Average Molecular Mass

263.296 g/mol

Monoisotopic Mass

263.095 g/mol

CAS Registry Number

92-77-3

IUPAC Name

3-hydroxy-N-phenylnaphthalene-2-carboximidic acid

Traditional Name

3-hydroxy-N-phenylnaphthalene-2-carboximidic acid

SMILES

OC(=NC1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1O

InChI Identifier

InChI=1S/C17H13NO2/c19-16-11-13-7-5-4-6-12(13)10-15(16)17(20)18-14-8-2-1-3-9-14/h1-11,19H,(H,18,20)

InChI Key

JFGQHAHJWJBOPD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalene-2-carboxanilides. These are naphthalene-2-carboxamides, where the carboxamide group is substituted with an aniline.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalene-2-carboxanilides

Alternative Parents

Substituents

Naphthalene-2-carboxanilide
Aromatic anilide
2-naphthol
Salicylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.65	ALOGPS
logP	5.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	0.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.78 m³·mol⁻¹	ChemAxon
Polarizability	28.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-2190000000-26c7ddba7f1f02675ffb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-3950000000-46ab3caddfc0dc14a373	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-6910000000-51fddb2d8a7432e65e5b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0190000000-ff484f794a5f0f8e5afa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-1790000000-1912d9835123029f9a24	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-8900000000-009b223f67a2797f9dc9	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6622.0	Log mg/kg	[3700:12000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
497	Floors	Building & Construction	Not Available
514	Discharge Lamps	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
552	Processing Meats	Food, food processing & cookware	Not Available
630	Toys	Recreation & sports surfaces	Not Available
631	Anthraquinone Dyes	Textiles, leather & furnishings	Not Available
638	Decorating Textiles	Textiles, leather & furnishings	Not Available
641	Foam Dyeing	Textiles, leather & furnishings	Not Available
645	Inorganic Fibres	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available
659	Transfer Printing	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Aldehyde dehydrogenase 1A1	P51647	Rattus norvegicus	Predicted (SEA)	0.544945
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	234.326
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	513.104
Click to view 3D structure	Trans-cinnamate 4-monooxygenase	Q04468	Helianthus tuberosus	Predicted (SEA)	7.23998
Click to view 3D structure	D-amino-acid oxidase	P14920	Humans	Predicted (SEA)	9.809
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	393.917
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	559.969
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	534.124
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	447.789
Click to view 3D structure	LL-diaminopimelate aminotransferase, chloroplastic	Q93ZN9	Arabidopsis thaliana	Predicted (SEA)	24.8339
Click to view 3D structure	Transcription factor SOX-18	P43680	Mus musculus	Predicted (SEA)	15.1027
Click to view 3D structure	Transcription factor SOX-18	P35713	Humans	Predicted (SEA)	15.1027
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	123.936
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	388.468
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	523.38
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	440.237
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	435.099
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	467.874
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	1042.48
Click to view 3D structure	Cysteine protease ATG4B	Q9Y4P1	Humans	Predicted (SEA)	99.7249
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	433.309
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	2891.4
Click to view 3D structure	Secernin-3	Q0VDG4	Humans	Predicted (SEA)	13.2344
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	477.605
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	827.693