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Details

Stereochemistry ACHIRAL
Molecular Formula C13H11NO2
Molecular Weight 213.2319
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SALICYLANILIDE

SMILES

OC1=C(C=CC=C1)C(=O)NC2=CC=CC=C2

InChI

InChIKey=WKEDVNSFRWHDNR-UHFFFAOYSA-N
InChI=1S/C13H11NO2/c15-12-9-5-4-8-11(12)13(16)14-10-6-2-1-3-7-10/h1-9,15H,(H,14,16)

HIDE SMILES / InChI

Molecular Formula C13H11NO2
Molecular Weight 213.2319
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Salicylanilide (Salinidol). It is anilide of salicylic acid. It is an antifungal agent useful in the treatment of tinea capitis. Due to its inritant action on the skin, the concentration used should be 5 per cent or less. Salicylanilide is an oxidative phosphorylation uncoupler. Salicylanilide inhibits mycobacterial isocitrate lyase. Shows antifungal, antimycobacterial and antihelmitic effects in vivo.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Salinidol

Approved Use

Tinea capitis

Launch Date

1945
PubMed

PubMed

TitleDatePubMed
Antimycobacterial and antifungal isosters of salicylamides.
2003 Aug
Salicylanilide acetates: synthesis and antibacterial evaluation.
2007 Jan 1
Assessment of the solid-state composition of an active salicylanilide compound by FT-Raman spectroscopy.
2007 May 9
Identification of 14-3-3zeta by chemical affinity with salicylanilide inhibitors of interleukin-12p40 production.
2008 Sep
Drug discovery for schistosomiasis: hit and lead compounds identified in a library of known drugs by medium-throughput phenotypic screening.
2009 Jul 14
Polioencephalomalacia associated with closantel overdosage in a goat.
2010 Jun
Salicylanilide derivatives block Mycobacterium tuberculosis through inhibition of isocitrate lyase and methionine aminopeptidase.
2012 Sep
Patents

Sample Use Guides

Tinea capitis treatment: the concentration used should be 5 per cent or less.
Route of Administration: Topical
Salicylanilide inhibited Mycobacterium tuberculosis H37Rv 331/88 (assessed as complete growth inhibition after 14 days) with MIC 32uM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:03:59 GMT 2023
Edited
by admin
on Fri Dec 15 15:03:59 GMT 2023
Record UNII
LHP8NEY345
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SALICYLANILIDE
MI   WHO-DD  
Systematic Name English
SALICYLANILIDE [MI]
Common Name English
N-PHENYLSALICYLAMIDE
Systematic Name English
2-HYDROXY-N-PHENYLBENZAMIDE
Systematic Name English
NSC-14881
Code English
SALINIDOL
Brand Name English
Salicylanilide [WHO-DD]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 77407
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
Code System Code Type Description
WIKIPEDIA
SALICYLANILIDE
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
PUBCHEM
6872
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
MERCK INDEX
m9737
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY Merck Index
CHEBI
239133
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
NCI_THESAURUS
C84142
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID7021784
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-727-8
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
MESH
C034596
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
DRUG CENTRAL
3539
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
SMS_ID
100000170194
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
ALANWOOD
salicylanilide
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
CAS
87-17-2
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
NSC
14881
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
FDA UNII
LHP8NEY345
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL82970
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
EVMPD
SUB184004
Created by admin on Fri Dec 15 15:03:59 GMT 2023 , Edited by admin on Fri Dec 15 15:03:59 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY