U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of TOLCICLATE

SMILES

CN(C(=S)OC1=CC=C2[C@H]3CC[C@H](C3)C2=C1)C4=CC(C)=CC=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

HIDE SMILES / InChI

Molecular Formula C20H21NOS
Molecular Weight 323.452
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: sterol biosynthesis in fungal sells
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Fungicidal activity of liranaftate against Trichophyton rubrum].
2002
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
having an in vitro activity on dermatophytes between 0.1 and 0.01 mug/ml
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:13:21 UTC 2023
Edited
by admin
on Fri Dec 15 15:13:21 UTC 2023
Record UNII
T3TZ02X2AZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOLCICLATE
INN   JAN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
K 9147
Code English
TOLCICLATE [MART.]
Common Name English
TOLCICLATE [USAN]
Common Name English
KILMICEN
Brand Name English
FUNGIFOS
Brand Name English
CARBAMOTHIOIC ACID, METHYL(3-METHYLPHENYL)-, O-(1,2,3,4-TETRAHYDRO-1,4-METHANONAPHTHALEN-6-YL) ESTER
Systematic Name English
CARBAMOTHIOIC ACID, N-METHYL-N-(3-METHYLPHENYL)-, O-(1,2,3,4-TETRAHYDRO-1,4-METHANONAPHTHALEN-6-YL) ESTER
Systematic Name English
O-(1,2,3,4-TETRAHYDRO-1,4-METHANONAPHTHALEN-6-YL) M,N-DIMETHYLTHIOCARBANILATE
Systematic Name English
Tolciclate [WHO-DD]
Common Name English
TOLMICEN
Brand Name English
tolciclate [INN]
Common Name English
K-9147
Code English
TOLCICLATE [MI]
Common Name English
CARBAMOTHIOIC ACID, N-METHYL-N-(3-METHYLPHENYL)-, O-((1R,4S)-1,2,3,4-TETRAHYDRO-1,4-METHANONAPHTHALEN-6-YL) ESTER, REL-
Systematic Name English
TOLCICLATE [JAN]
Common Name English
Classification Tree Code System Code
WHO-ATC D01AE19
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
WHO-VATC QD01AE19
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
Code System Code Type Description
MESH
C013305
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
DRUG CENTRAL
3614
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
CAS
50838-36-3
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
NCI_THESAURUS
C152679
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
MERCK INDEX
m10939
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID0057758
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
INN
3811
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
RXCUI
38372
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY RxNorm
PUBCHEM
92169693
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
EVMPD
SUB11152MIG
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
CAS
1279880-60-2
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
ALTERNATIVE
ChEMBL
CHEMBL2105485
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
SMS_ID
100000077752
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
WIKIPEDIA
TOLCICLATE
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
ECHA (EC/EINECS)
256-792-5
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
DRUG BANK
DB13360
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
FDA UNII
T3TZ02X2AZ
Created by admin on Fri Dec 15 15:13:21 UTC 2023 , Edited by admin on Fri Dec 15 15:13:21 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY