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CHEBI:7553 - niclosamide

ChEBI IDCHEBI:7553
ChEBI Nameniclosamide
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the carboxy group of 5-chlorosalicylic acid with the amino group of 2-chloro-4-nitroaniline. It is an oral anthelmintic drug approved for use against tapeworm infections.
Secondary ChEBI IDCHEBI:92630
Last Modified14 October 2021
DownloadsMolfile
FormulaC13H8Cl2N2O4
Net Charge0
Average Mass327.123
Monoisotopic Mass325.98611
SMILESO=C(Nc1ccc([N+](=O)[O-])cc1Cl)c1cc(Cl)ccc1O
InChIInChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15/h1-6,18H,(H,16,19)
InChIKeyRJMUSRYZPJIFPJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
STAT3 inhibitor  An inhibitor of signal transducer and activator of transcription 3 (STAT3)
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
Applications:
anthelminthic drug  Substance intended to kill parasitic worms (helminths).
molluscicide  A substance used to destroy pests of the phylum Mollusca.
piscicide  A substance which is poisonous to fish and is primarily used to eliminate dominant species of fish in water.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
ChEBI Ontology
Outgoing Relation(s)
niclosamide (CHEBI:7553) has functional parent 5-chlorosalicylic acid (CHEBI:420128)
niclosamide (CHEBI:7553) has role anthelminthic drug (CHEBI:35443)
niclosamide (CHEBI:7553) has role anticoronaviral agent (CHEBI:149553)
niclosamide (CHEBI:7553) has role antiparasitic agent (CHEBI:35442)
niclosamide (CHEBI:7553) has role apoptosis inducer (CHEBI:68495)
niclosamide (CHEBI:7553) has role molluscicide (CHEBI:33904)
niclosamide (CHEBI:7553) has role piscicide (CHEBI:167183)
niclosamide (CHEBI:7553) has role STAT3 inhibitor (CHEBI:87183)
niclosamide (CHEBI:7553) is a C-nitro compound (CHEBI:35716)
niclosamide (CHEBI:7553) is a benzamides (CHEBI:22702)
niclosamide (CHEBI:7553) is a monochlorobenzenes (CHEBI:83403)
niclosamide (CHEBI:7553) is a salicylanilides (CHEBI:53468)
niclosamide (CHEBI:7553) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
INNs  Source
niclosamideWHO MedNet
niclosamideWHO MedNet
niclosamidaWHO MedNet
niclosamidumWHO MedNet
Synonyms  Source
clonitralideDrugCentral
2',5-dichloro-2-hydroxy-4'-nitrobenzanilideAlan Wood's Pesticides
2',5-dichloro-4'-nitrosalicylanilideAlan Wood's Pesticides
5-chloro-2'-chloro-4'-nitrosalicylanilideChemIDplus
N-(2-chloro-4-nitrophenyl)-5-chlorosalicylamideChemIDplus
2-hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamideChemIDplus
Brand Names  Source
NiclocideKEGG DRUG
CestocidChemIDplus
RadevermChemIDplus
AtenaseChemIDplus
BayluscideChemIDplus
IomesanChemIDplus
Manual XrefsDatabases
DB06803DrugBank
D00436KEGG DRUG
LSM-2787LINCS
1912DrugCentral
1929PPDB
1929VSDB
HMDB0015679HMDB
NiclosamideWikipedia
niclosamideAlan Wood's Pesticides
4322ChemSpider
Registry NumbersSources
Reaxys:2820605Reaxys
CAS:50-65-7NIST Chemistry WebBook
CAS:50-65-7ChemIDplus
Citations