| Identification | Back Directory | [Name]
tolciclate | [CAS]
50838-36-3 | [Synonyms]
K 9147
KC 9147
Kilmicen
Tolmicen
Fungifos
Aids029681
Aids-029681
1,4-Methanonaphthalene, carbamothioic acid deriv.
N-Methyl-N-(m-tolyl)thiocarbamic acid O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester
N-(3-Methylphenyl)-N-methylthiocarbamic acid O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester
Carbamothioic acid, methyl(3-methylphenyl)-, o-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester
Carbamothioic acid, N-methyl-N-(3-methylphenyl)-, O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester
Carbamothioic acid, methyl(3-methylphenyl)-, O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl) ester (9CI)
N-(3-Methylphenyl)-N-methylthiocarbamic acid O-(1,2,3,4-tetrahydro-1,4-methanonaphthalenanonaphthalen-6-yl) | [EINECS(EC#)]
256-792-5 | [Molecular Formula]
C20H21NOS | [MDL Number]
MFCD01739034 | [MOL File]
50838-36-3.mol | [Molecular Weight]
323.45 |
| Chemical Properties | Back Directory | [Melting point ]
92-94° | [Boiling point ]
447.3±55.0 °C(Predicted) | [density ]
1.0965 (rough estimate) | [refractive index ]
1.5800 (estimate) | [pka]
-0.42±0.50(Predicted) |
| Hazard Information | Back Directory | [Originator]
Tolmicen,Carlo Erba,Italy,1979 | [Definition]
ChEBI: Tolciclate is a monothiocarbamic ester. It has a role as an antifungal drug. | [Manufacturing Process]
Thiophosgene (1.15 g, 0.01 mol) in chloroform (40 ml) was slowly treated at
room temperature with sodium 1,4-methano-1,2,3,4-tetrahydro-6-
naphthoxide (1.82 g, 0.01 mol). After 30 minutes, N-methyl-m-toluidine (2.42
g, 0.02 mol) in chloroform (40 ml) was added dropwise to the solution so
obtained at room temperature. The reaction mixture was stirred for 48 hours
at room temperature and then refluxed for 2 hours. The solvent was
evaporated, and the residue redissolved in water and extracted repeatedly
with diethyl ether. The organic phase was dried (Na2SO4) and evaporated to dryness to give, after crystallization from isopropanol, O-(1,4-methano-
1,2,3,4-tetrahydro-6-naphthyl)-N-methyl-N-(m-tolyl)-thiocarbamate (1.3 g)
melting point 92°C to 94°C. | [Therapeutic Function]
Topical antimycotic |
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