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Record Information
Version3.6
Creation Date2006-10-16 12:15:48 UTC
Update Date2013-02-09 00:13:45 UTC
HMDB IDHMDB05005
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.
Structure
Thumb
Synonyms
  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 IUPAC Nametolnaftate
CAS Registry Number2398-96-1
SMILES
CN(C(=S)OC1=CC2=CC=CC=C2C=C1)C1=CC=CC(C)=C1
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 KeyFUSNMLFNXJSCDI-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Homomonocyclic Compounds
ClassAcenes
Sub ClassNaphthalenes
Other Descriptors
  • Aromatic Homomonocyclic Compounds
  • Aromatic Homopolycyclic Compounds
Substituents
  • Toluene
Direct ParentNaphthalenes
Ontology
StatusExpected and Not Quantified
Origin
  • Drug
Biofunction
  • Enzyme cofactor
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point111 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility5.460E-04 g/LALOGPS
logP4.87ALOGPS
logP5.75ChemAxon
logS-5.8ALOGPS
pKa (strongest basic)0.075ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count0ChemAxon
polar surface area12.47ChemAxon
rotatable bond count3ChemAxon
refractivity94.92ChemAxon
polarizability34.44ChemAxon
Spectra
SpectraMS/MS1D NMR2D NMR
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
References
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