Synonym
Tolnaftate, Tinactin, Tinaderm, Aftate, NP-27, NP 27, NP27
IUPAC/Chemical Name
O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate
InChi Key
FUSNMLFNXJSCDI-UHFFFAOYSA-N
InChi Code
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
SMILES Code
S=C(OC1=CC=C2C=CC=CC2=C1)N(C)C3=CC=CC(C)=C3
Appearance
White to off-white solid powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
307.41
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Eu(III)-Sensitized Luminescence Probe for Determination of Tolnaftate in Pharmaceuticals and Biological Fluids. J AOAC Int. 2016 Mar 10. [Epub ahead of print] PubMed PMID: 26964843.
2: Kezutyte T, Drevinskas T, Maruska A, Rimdeika R, Briedis V. Study of tolnaftate release from fatty acids containing ointment and penetration into human skin ex vivo. Acta Pol Pharm. 2011 Nov-Dec;68(6):965-73. PubMed PMID: 22125963.
3: Dhas DA, Joe IH, Roy SD, Balachandran S. Nonplanar property study of antifungal agent tolnaftate-spectroscopic approach. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):993-1003. doi: 10.1016/j.saa.2011.04.011. Epub 2011 Apr 15. PubMed PMID: 21565546.
4: Kezutyte T, Kornysova O, Maruska A, Briedis V. Assay of tolnaftate in human skin samples after in vitro penetration studies using high performance liquid chromatography. Acta Pol Pharm. 2010 Jul-Aug;67(4):327-34. PubMed PMID: 20635527.
5: Patil ST, Bhoir IC, Bhagwat AM, Sundaresan M. Assay of tolnaftate and related impurities by isocratic supercritical fluid chromatography. Fresenius J Anal Chem. 2000 May;367(1):91-3. PubMed PMID: 11227443.
6: Sastry CS, Sastry BS, Rao JV, Krishna RR. Spectrophotometric methods for the determination of tolnaftate. Talanta. 1993 Apr;40(4):571-6. PubMed PMID: 18965668.
7: Gupta MP, Kapur N, Bala I, Khuller GK. Studies on the mode of action of tolnaftate in Microsporum gypseum. J Med Vet Mycol. 1991;29(1):45-52. PubMed PMID: 2061794.
8: Ryder NS, Frank I, Dupont MC. Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate. Antimicrob Agents Chemother. 1986 May;29(5):858-60. PubMed PMID: 3524433; PubMed Central PMCID: PMC284167.
9: Viegas TX, Kibbe AH, Hikal AH, Cleary RW, Jones AB. An in vitro method of evaluating tolnaftate release from topical powder. Pharm Res. 1986 Apr;3(2):88-92. doi: 10.1023/A:1016389319174. PubMed PMID: 24271466.
10: Barrett-Bee KJ, Lane AC, Turner RW. The mode of antifungal action of tolnaftate. J Med Vet Mycol. 1986 Apr;24(2):155-60. PubMed PMID: 3522841.
11: Lang E, Goos M. Combined allergy to tolnaftate and nystatin. Contact Dermatitis. 1985 Mar;12(3):182. PubMed PMID: 3995953.
12: Qadripur SA. [Antimycotic therapy. 1: Classification, antimycotic drugs: flucytosine, tolnaftate]. Fortschr Med. 1983 Feb 24;101(8):310-4. German. PubMed PMID: 6840659.
13: Ishii M, Hamada T, Asai Y. Treatment of onychomycosis by ODT therapy with 20% urea ointment and 2% tolnaftate ointment. Dermatologica. 1983;167(5):273-9. PubMed PMID: 6228447.
14: Amsel LP. Comparative in vitro and in vivo antifungal activity of tolnaftate and various undecylenates: a rebuttal. J Pharm Sci. 1980 Jun;69(6):741-2. PubMed PMID: 7205601.
15: Fuerst JF, Cox GF, Weaver SM, Duncan WC. Comparison between undecylenic acid and tolnaftate in the treatment of tinea pedis. Cutis. 1980 May;25(5):544-6, 549. PubMed PMID: 6991217.
16: Hincal AA. [The role of ointment bases in the formulation of 2 antifungal drugs. II. Liberation studies on 5-fluorocytosine and tolnaftate ointment bases by the microbiological agar plate method]. Mikrobiyol Bul. 1979 Jan;13(1):35-51. Turkish. PubMed PMID: 555791.
17: Wahab S, Srivastava OP, Singh NB, Gupta SK. Comparative in vitro & in vivo evaluation of tolciclate, tolnaftate, miconazole, clotrimazole & undecylenic acid against Trichophyton mentagrophytes. Indian J Exp Biol. 1978 Nov;16(11):1200-2. PubMed PMID: 750408.
18: Hernández MS. [Comparative studies on Bi-Nerisona cream (diflucortolone valerinate + chlorquinaldol) and on a combination preparation (betamethasone valerinate + gentamicin + tolnaftate + clioquinol) in a double-blind trial]. Z Hautkr. 1978 Jul 1;53(13):453-8. German. PubMed PMID: 150142.
19: Meunier A, Blassin R, Meunier F. [Remarkable efficacy of tolnaftate on otomycoses (30 cases)]. Ann Otolaryngol Chir Cervicofac. 1975 Dec;92(12):669-702. French. PubMed PMID: 1225108.
20: Male O. A double-blind comparison of clotrimazole and tolnaftate therapy of superficial dermatophytoses. Postgrad Med J. 1974 Jul;50 Suppl 1:75-6. PubMed PMID: 4619464.
