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Record Information
Creation Date2006-10-16 12:15:48 UTC
Update Date2013-02-09 00:13:45 UTC
Secondary Accession NumbersNone
Metabolite Identification
Common NameTolnaftate
DescriptionTolnaftate 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.
  1. Aftate
  2. Aftate for Athlete'S Foot Gel
  3. Aftate for Jock Itch Aerosol Spray Powder
  4. Aftate for Jock Itch Gel
  5. Aftate for Jock Itch Sprinkle Powder
  6. Chinofungin
  7. Dermoxin
  8. Dr. Scholl'S Athlete'S Foot Spray
  9. Dungistop
  10. Focusan
  11. Fungistop
  12. Genaspore Cream
  13. Hi-Alarzin
  14. Hi-alazin
  15. Naphthiomate T
  16. Naphthiomate-T
  17. NP-27 Cream
  18. NP-27 Powder
  19. NP-27 Solution
  20. NP-27 Spray Powder
  21. Phytoderm
  22. Pitrex
  23. Pitrex Cream
  24. Prestwick_472
  25. Separin
  26. Sorgoa
  27. Sporiline
  28. Timoped
  29. Tinactin
  30. Tinactin Aerosol Liquid
  31. Tinactin Aerosol Powder
  32. Tinactin Antifungal Deodorant Powder Aerosol
  33. Tinactin Cream
  34. Tinactin Jock Itch Aerosol Powder
  35. Tinactin Jock Itch Cream
  36. Tinactin Jock Itch Spray Powder
  37. Tinactin Plus Aerosol Powder
  38. Tinactin Plus Powder
  39. Tinactin Powder
  40. Tinactin Solution
  41. Tinaderm
  42. Tinavet
  43. Ting Antifungal Cream
  44. Ting Antifungal Powder
  45. Ting Antifungal Spray Liquid
  46. Ting Antifungal Spray Powder
  47. Ting Products
  48. Tniaderm
  49. Tolnaftate
  50. Tolnaftato
  51. Tolnaftatum
  52. Tolnaphthate
  53. Tolsanil
  54. Tonoftal
  55. Tritin
  56. Zeasorb-AF
  57. Zeasorb-AF Powder
Chemical FormulaC19H17NOS
Average Molecular Weight307.409
Monoisotopic Molecular Weight307.103084861
IUPAC NameN-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
Traditional Nametolnaftate
CAS Registry Number2398-96-1
InChI Identifier
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
  • Naphthalene
  • Aminotoluene
  • Toluene
  • Monocyclic benzene moiety
  • Thiocarbamic acid ester
  • Thiocarbamic acid derivative
  • Tertiary amine
  • Thiocarbonic acid derivative
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
StatusExpected but not Quantified
  • Drug
  • Enzyme cofactor
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
Experimental Properties
Melting Point111 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.000546 mg/mLALOGPS
pKa (Strongest Basic)0.075ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity94.92 m3·mol-1ChemAxon
Polarizability34.22 Å3ChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0z0n000000-19e117da217d372632e2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-3z00000000-a065921efa544c82d972View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-zq00000000-19faf0e6dcd285dad8d1View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB023578
KNApSAcK IDNot Available
Chemspider ID5309
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTolnaftate
NuGOwiki LinkHMDB05005
Metagene LinkHMDB05005
METLIN IDNot Available
PubChem Compound5510
PDB IDNot Available
ChEBI ID234040
Synthesis ReferenceAyyangar, N. R.; Wakharkar, R. D.; Deshpande, V. H.; Rai, B. An alternative method for tolnaftate. Organic Preparations and Procedures International (1990), 22(1), 128-30.
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available