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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

Description

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.

Originator

Approval Year

1946
64
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Salinidol

Approved Use

Tinea capitis

Launch Date

-7.5746882E11
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:239133
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:239133
ChemicalBook
CB9124965
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB9124965
MolPort
MolPort-001-781-621
https://www.molport.com/shop/molecule-link/MolPort-001-781-621
Selleck Chemicals
salicylanilide
http://www.selleckchem.com/products/salicylanilide.html
ZINC
ZINC000000002057
http://zinc15.docking.org/substances/ZINC000000002057
eMolecules
480609
https://www.emolecules.com/cgi-bin/more?vid=480609
PubMed

PubMed

TitleDatePubMed
Antimycobacterial and antifungal isosters of salicylamides.
2003 Aug
Relationship between the structure and antimycobacterial activity of substituted salicylanilides.
2003 Mar
Small molecules with antimicrobial activity against E. coli and P. aeruginosa identified by high-throughput screening.
2006 Nov
Myelin vacuolation, optic neuropathy and retinal degeneration after closantel overdosage in sheep and in a goat.
2007 Feb-Apr
Assessment of the solid-state composition of an active salicylanilide compound by FT-Raman spectroscopy.
2007 May 9
Protein and Peptide drug delivery: oral approaches.
2008 May-Jun
Identification of 14-3-3zeta by chemical affinity with salicylanilide inhibitors of interleukin-12p40 production.
2008 Sep
Salicylanilides: selective inhibitors of interleukin-12p40 production.
2008 Sep 15
2-Hydr-oxy-3-nitro-N-phenyl-benzamide.
2009 Apr 18
A novel method for oral delivery of apolipoprotein mimetic peptides synthesized from all L-amino acids.
2009 Aug
Salicylanilide esters of N-protected amino acids as novel antimicrobial agents.
2009 Jan 15
Drug discovery for schistosomiasis: hit and lead compounds identified in a library of known drugs by medium-throughput phenotypic screening.
2009 Jul 14
Multi-residue determination of phenolic and salicylanilide anthelmintics and related compounds in bovine kidney by liquid chromatography-tandem mass spectrometry.
2009 Nov 13
Salicylanilide carbamates: antitubercular agents active against multidrug-resistant Mycobacterium tuberculosis strains.
2010 Feb
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

Patents

05886044
8
JP2007008963A
1
JPH03197573A
1

Sample Use Guides

In Vivo Use Guide
Tinea capitis treatment: the concentration used should be 5 per cent or less.
Route of Administration: Topical
In Vitro Use Guide
Salicylanilide inhibited Mycobacterium tuberculosis H37Rv 331/88 (assessed as complete growth inhibition after 14 days) with MIC 32uM.
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 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
Code System Code Type Description
WIKIPEDIA
SALICYLANILIDE
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
PUBCHEM
6872
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
MERCK INDEX
m9737
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY Merck Index
CHEBI
239133
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
NCI_THESAURUS
C84142
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
EPA CompTox
DTXSID7021784
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-727-8
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
MESH
C034596
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
DRUG CENTRAL
3539
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
SMS_ID
100000170194
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
ALANWOOD
salicylanilide
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
CAS
87-17-2
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
NSC
14881
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
FDA UNII
LHP8NEY345
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
ChEMBL
CHEMBL82970
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
EVMPD
SUB184004
Created by admin on Fri Dec 15 15:03:59 UTC 2023 , Edited by admin on Fri Dec 15 15:03:59 UTC 2023
PRIMARY
ACTIVE MOIETY
Structure of SALICYLANILIDE
NIH
NCATS
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