9509. Tolciclate

Nomenclature

CAS number: 50838-36-3
Methyl(3-methylphenyl)carbamothioic acid O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester; O-(1,4-methano-1,2,3,4-tetrahydro-6-naphthyl)-N-methyl-N-(m-tolyl)thiocarbamate; KC-9147; Fungifos (S & K Pharma); Kilmicen (Farmitalia); Tolmicen (Farmitalia).
C20H21NOS; mol wt 323.45.
C 74.27%, H 6.54%, N 4.33%, O 4.95%, S 9.91%.

Description and references

Topical antimycotic agent with high liposolubility. Prepn: P. Melloni et al., DE 2313845 corresp to US 3855263 (1973, 1974 both to Carlo Erba). In vitro and in vivo study: I. deCarneri et al., Arzneim.-Forsch. 26, 769 (1976). Antimycotic studies: A. Bianchi et al., Antimicrob. Agents Chemother. 12, 429 (1977). Clinical studies in dermatomycosis: L. C. Cucé et al., J. Int. Med. Res. 8, 144 (1980); C. Intini et al., Pharmatherapeutica 2, 439 (1980).

Chemical structure

Properties

White cryst powder from isopropanol, mp 92-94°. Practically insol in water. Soly (mg/ml): 14.9 in n-hexane; 23.9 in n-octanol. LD50 in mice, rats, dogs (mg/kg): 4000, 6000, 5000 orally (deCarneri).

Therapeutic Category

Antifungal.

Keywords

Antifungal (Synthetic); Thiocarbamates