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Details

Stereochemistry ACHIRAL
Molecular Formula C18H20N2O2S
Molecular Weight 328.429
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIRANAFTATE

SMILES

COC1=CC=CC(=N1)N(C)C(=S)OC2=CC3=C(CCCC3)C=C2

InChI

InChIKey=VPHPQNGOVQYUMG-UHFFFAOYSA-N
InChI=1S/C18H20N2O2S/c1-20(16-8-5-9-17(19-16)21-2)18(23)22-15-11-10-13-6-3-4-7-14(13)12-15/h5,8-12H,3-4,6-7H2,1-2H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://jocpr.com/vol5-iss11-2013/JCPR-2013-5-11-219-222.pdf

Liranafate (6-methoxy-2-N-methyl-aminopyridine-thiocarboxylic acid-(5,6,7,8 tetrahydro)-β-Naphthyl ester), a new antifungal drug, is synthesis inhibitor of squalene epoxidase inhibitor and cytoderm inhibitor, which was manufactured by Tosoh Corporation and Zenyaku Kogyo Corporation. It firstly came to the market in August 2000 in Japan. By inhibiting the squalene epoxide reactions of fungal cells and detering the synthesis of ergosterol, which is a constituent of cell membrane. The antifungal activity of Liranafate is 8 times as high as that of Tolnaftate. Liranafate is especially effective against trichophyton rubrum.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Anti-fungal drug liranaftate suppresses fungal element-promoted production of IL-8 in normal human keratinocytes].
2008
[Fungicidal activity of liranaftate against dermatophytes].
2009
Patents

Sample Use Guides

2% cream applied once a day.
Route of Administration: Topical
In Vitro Use Guide
production of IL-8 was profoundly suppressed by the addition of liranaftate to the culture in a dose-dependent manner.
Name Type Language
LIRANAFTATE
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
ZEFNART
Brand Name English
LIRANAFTATE [MI]
Common Name English
liranaftate [INN]
Common Name English
LIRANAFTATE [MART.]
Common Name English
PIRITETRATE
Common Name English
O-(5,6,7,8,-TETRAHYDRO-2-NAPHTHYL) 6-METHOXY-N-METHYLTHIO-2-PYRIDINECARBAMATE
Common Name English
LIRANAFTATE [JAN]
Common Name English
Liranaftate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
Code System Code Type Description
FDA UNII
5253IGO5X3
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
NCI_THESAURUS
C66019
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
INN
6744
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PRIMARY
EPA CompTox
DTXSID6046470
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
SMS_ID
100000082522
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
DRUG CENTRAL
1586
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PRIMARY
PUBCHEM
3936
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
WIKIPEDIA
Liranaftate
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
MESH
C470235
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
ChEMBL
CHEMBL1591365
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PRIMARY
MERCK INDEX
m6840
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY Merck Index
EVMPD
SUB08528MIG
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY
CAS
88678-31-3
Created by admin on Fri Dec 15 15:47:24 GMT 2023 , Edited by admin on Fri Dec 15 15:47:24 GMT 2023
PRIMARY