Basic information
- Name:
Tolnaftate
- CAS No.:
2398-96-1
- Molecular Structure:
- Formula:
- C19H17NOS
- Molecular Weight:
- 307.41
- Deleted CAS:
- 94256-64-1
- Synonyms:
- Dungistop;Focusan;Hi-Alarzin;NaphthiomateT;O-2-Naphthyl m,N-dimethylthiocarbanilate;Phytoderm;Pitrex;Sch 10144;Sporiline;Timoped;Tinactin;Tinaderm;Tineacure;Tniaderm;Tolnaphthate;Tolsanil;Tonoftal;Tritin;TolnaftateUSP;Carbamothioicacid, methyl(3-methylphenyl)-, O-2-naphthalenyl ester (9CI);Carbanilic acid, m,N-dimethylthio-,O-2-naphthyl ester (7CI,8CI);2-Naphthyl N-methyl-N-(3-tolyl)thiocarbamate;2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate;2-NaphthylN-methyl-N-m-tolylthiocarbamate;Aftate;Chinofungin;Dermoxin;Dr. Scholl'sAthlete's Foot Spray;
- EINECS:
- 219-266-6
- Density:
- 1.223 g/cm3
- Melting Point:
- 110.5-111.5°C
- Boiling Point:
- 453.4 °C at 760 mmHg
- Flash Point:
- 228 °C
- Solubility:
- <0.1 g/100 mL at 22 °C in water
- Appearance:
- white powder
- particular:
- particular
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Chemistry
Structure of Tolnaftate (CAS NO.2398-96-1):
IUPAC Name: O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate
Molecular Formula: C19H17NOS
Molar mass: 307.4094 g/mol
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 44.56Å2
Density: 1.223 g/cm3
Flash Point: 228 °C
Storage temp: 2-8°C
Index of Refraction: 1.697
Melting point: 110.5-111.5°C
Appearance:Crystals or white powder
Boiling Point: 453.4 °C at 760 mmHg
Water solubility: <0.1 g/100 mL at 22 °C
Vapour Pressure: 2.08E-08 mmHg at 25°C
Molar Refractivity: 96.77 cm3
Molar Volume: 251.1 cm3
Classification Code: Anti-Infective Agents; Antifungal; Antifungal agents; Drug / Therapeutic Agent; Mutation data; Reproductive Effect
InChI
InChI=1/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
c12c(cc(OC(N(c3cc(ccc3)C)C)=S)cc1)cccc2
Toxicity Data With Reference
| dog | LD50 | oral | > 14gm/kg (14000mg/kg) | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 615, 1964. | |
| guinea pig | LD50 | oral | > 4gm/kg (4000mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 380, 1966. | |
| mouse | LD50 | intraperitoneal | 120mg/kg (120mg/kg) | Drug and Chemical Toxicology. Vol. 13, Pg. 195, 1990. | |
| mouse | LD50 | intravenous | 4800mg/kg (4800mg/kg) | Drugs in Japan Vol. 6, Pg. 530, 1982. | |
| mouse | LD50 | oral | 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 530, 1982. | |
| mouse | LD50 | subcutaneous | > 6gm/kg (6000mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 380, 1966. | |
| rabbit | LD | intravenous | > 50mg/kg (50mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 380, 1966. | |
| rat | LD50 | oral | > 6gm/kg (6000mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 380, 1966. | |
| rat | LD50 | subcutaneous | > 4gm/kg (4000mg/kg) | Toxicology and Applied Pharmacology. Vol. 8, Pg. 380, 1966. |
Consensus Reports
EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
Safety Profile
Mildly toxic by ingestion. An experimental teratogen. When heated to decomposition it emits toxic fumes of SOx and NOx. A fungicide used to control athlete’s foot. See also Esters and Carbamates.
WGK Germany: 2
RTECS: FD8891300
Specification
Tolnaftate , with CAS number of 2398-96-1, can be called Chinofungin ; Tinaderm ; Sporiline ; Aftate ; 2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate ; Methyl-(3-methylphenyl)carbamothioic acid O-2-naphthyl ester ; Tinactin ; Tonoftal . When used to treat tinea pedis, tolnaftate (CAS NO.2398-96-1) has been found to be generally slightly less effective than azoles. However, It is useful when dealing with ringworm, especially when passed from pets to humans.