Showing Compound Tolnaftate (FDB023578)

Record Information

Version

1.0

Creation date

2011-09-21 00:31:53 UTC

Update date

2015-10-09 22:32:33 UTC

Primary ID

FDB023578

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Tolnaftate

Description

Tolnaftate is a synthetic over-the-counter anti-fungal agent. It may come as a cream, powder, spray, or liquid aerosol, and is used to treat jock itch, athlete's foot and ringworm. It is sold under several brand names, most notably Tinactin (Schering-Plough Corporation) and Odor-Eaters (Combe Incorporated). Other brands are Absorbine, Aftate, Desenex, Genaspor, NP 27, and Ting.and Odor-Eaters (Combe Incorporated). Other brands are Absorbine, Aftate, Desenex, Genaspor, NP 27, and Ting. [HMDB]

CAS Number

2398-96-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate	ChEBI
2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamic acid	Generator
Aftate	HMDB, MeSH
Aftate for athlete's foot gel	HMDB
Aftate for Athlete's Foot Gel	hmdb
Aftate for jock itch aerosol spray powder	HMDB
Aftate for Jock Itch Aerosol Spray Powder	hmdb
Aftate for jock itch gel	HMDB
Aftate for Jock Itch Gel	hmdb
Aftate for jock itch sprinkle powder	HMDB

Showing 1 to 10 of 128 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.00055 g/L	ALOGPS
logP	4.87	ALOGPS
logP	5.75	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	0.075	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.92 m³·mol⁻¹	ChemAxon
Polarizability	34.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C19H17NOS

IUPAC name

N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide

InChI Identifier

InChI=1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3

InChI Key

FUSNMLFNXJSCDI-UHFFFAOYSA-N

Isomeric SMILES

CN(C(=S)OC1=CC2=CC=CC=C2C=C1)C1=CC=CC(C)=C1

Average Molecular Weight

307.409

Monoisotopic Molecular Weight

307.103084861

Classification

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
Toluene
Monocyclic benzene moiety
Thiocarbamic acid ester
Thiocarbamic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

monothiocarbamic ester (CHEBI:9620 )

Ontology

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Tolnaftate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00xr-0900000000-79ecbdc568d82d58099c	Spectrum
Predicted GC-MS	Tolnaftate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-052b-0905000000-19e117da217d372632e2	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00kb-0900000000-a065921efa544c82d972	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9600000000-19faf0e6dcd285dad8d1	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0002-0900000000-c4dd1b126170bea2c620	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0002-0900000000-b026e71179265a982a40	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-0900000000-a17707ff263e82d6e00e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-3900000000-d0563822804c2844660b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-006x-9700000000-a217b6444068e1406235	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00kf-9200000000-dc89d8219d5ce2567f3c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-01ot-0901000000-c6fc83b073e80d5851f5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-0900000000-b026e71179265a982a40	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-0900000000-c4dd1b126170bea2c620	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00kf-9200000000-dc89d8219d5ce2567f3c	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-006x-9700000000-a217b6444068e1406235	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4j-0908000000-5202387eefde386bfb1a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-0900000000-02d86c1363cdce6a1254	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4j-0908000000-2d24973a40475e59d8cd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-006t-0900000000-cc4b44219e6a91aa19ef	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-00di-1900000000-b191679e9b4cb68f451f	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0009000000-12106483104ee4c1de12	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0209000000-29d902e78a1508311fbd	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fxx-8920000000-3cdabd44b6311142285d	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-007340f99a6e585a149c	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0309000000-2d03a82089f2eff29cff	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000f-3921000000-f20e5c4ad5cecb13df86	2017-07-26	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

5309

ChEMBL ID

CHEMBL83668

KEGG Compound ID

Not Available

Pubchem Compound ID

5510

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB00525

HMDB ID

HMDB05005

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Tolnaftate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

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References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Tolnaftate (FDB023578)

Structure for FDB023578 (Tolnaftate)