Details
| Stereochemistry | EPIMERIC |
| Molecular Formula | C20H21NOS |
| Molecular Weight | 323.452 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C(=S)OC1=CC=C2[C@H]3CC[C@H](C3)C2=C1)C4=CC=CC(C)=C4
InChI
InChIKey=CANCCLAKQQHLNK-LSDHHAIUSA-N
InChI=1S/C20H21NOS/c1-13-4-3-5-16(10-13)21(2)20(23)22-17-8-9-18-14-6-7-15(11-14)19(18)12-17/h3-5,8-10,12,14-15H,6-7,11H2,1-2H3/t14-,15+/m0/s1
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/907333Curator's Comment: description was created based on several sources, including:
https://www.jstage.jst.go.jp/article/chemotherapy1953/34/2/34_2_137/_article
Sources: http://www.ncbi.nlm.nih.gov/pubmed/907333
Curator's Comment: description was created based on several sources, including:
https://www.jstage.jst.go.jp/article/chemotherapy1953/34/2/34_2_137/_article
Tolciclate [O-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)-m,N-dimethylthiocarbanilate] is an antimycotic agent with specific activity on dermatophytes. In vitro it is as active as tolnaftate, but shows greater liposolubility, which might be important for in vivo activity. When applied topically for 10 days to guinea pigs infected acutely with Trichophyton mentagrophytes (synonymous with T. asteroides), it is about three times more active than tolnaftate. Inhibition by tolciclate of sterol synthesis through blocking the step of squalene epoxidation in a fungal sterol biosynthetic pathway may be primarily involved in the antifungal action of the drug.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: sterol biosynthesis in fungal sells Sources: https://www.ncbi.nlm.nih.gov/pubmed/3524433 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/989349
having an in vitro activity on dermatophytes between 0.1 and 0.01 mug/ml
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WHO-ATC |
D01AE19
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WHO-VATC |
QD01AE19
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NCI_THESAURUS |
C514
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C013305
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3614
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50838-36-3
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C152679
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m10939
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DTXSID0057758
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3811
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38372
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92169693
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SUB11152MIG
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1279880-60-2
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CHEMBL2105485
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100000077752
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TOLCICLATE
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256-792-5
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DB13360
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T3TZ02X2AZ
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ACTIVE MOIETY