ContaminantDB: Naftifine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:38 UTC

Update Date

2016-11-09 01:17:26 UTC

Accession Number

CHEM022171

Identification

Common Name

Naftifine

Class

Small Molecule

Description

A tertiary amine in which the nitrogen is substituted by methyl, alpha-naphthylmethyl, and (1E)-cinnamyl groups. It is used (usually as its hydrochloride salt) for the treatment of fungal skin infections.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e)-N-Cinnamyl-N-methyl-1-naphthalenemethylamine	ChEBI
Naftifin	ChEBI
Naftifina	ChEBI
Naftifinum	ChEBI
trans-N-Cinnamyl-N-methyl-(1-naphthylmethyl)amine	ChEBI
Naftifine hydrochloride, (e)-isomer	MeSH
N-Cinnamyl-N-methyl-1-naphthalenemethylamine hydrochloride	MeSH
Naftifine hydrochloride	MeSH
Naftifine	MeSH

Chemical Formula

C₂₁H₂₁N

Average Molecular Mass

287.406 g/mol

Monoisotopic Mass

287.167 g/mol

CAS Registry Number

65472-88-0

IUPAC Name

methyl[(naphthalen-1-yl)methyl][(2E)-3-phenylprop-2-en-1-yl]amine

Traditional Name

naftifine

SMILES

[H]\C(CN(C)CC1=CC=CC2=CC=CC=C12)=C(\[H])C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H21N/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-13-19-12-5-6-15-21(19)20/h2-15H,16-17H2,1H3/b11-8+

InChI Key

OZGNYLLQHRPOBR-DHZHZOJOSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Styrene
Aralkylamine
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

allylamine antifungal drug (CHEBI:7451 )
tertiary amine (CHEBI:7451 )
naphthalenes (CHEBI:7451 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.00023 g/L	ALOGPS
logP	4.96	ALOGPS
logP	5.24	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	8.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.98 m³·mol⁻¹	ChemAxon
Polarizability	34.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0190000000-fd201be8eee2bb433cb0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-1960000000-35f1fa638d6e1dc5f490	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-4900000000-3a485b07ea52fcd7daa7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-9145fb80fdfbae4d7d88	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0079-0890000000-02539444187b5684da24	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-2900000000-5e6be894cea51a6b4aa6	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Naftifine

Chemspider ID

Not Available

ChEBI ID

7451

PubChem Compound ID

47641

Kegg Compound ID

C08071

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18212112

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24196340

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25294700

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6388170

Naftifine (CHEM022171)

Structure for CHEM022171: Naftifine