niclosamide (CHEBI:7553)

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ChEBI Name	niclosamide

ChEBI ID	CHEBI:7553

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:92630

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Formula

C13H8Cl2N2O4

Net Charge

Average Mass

327.120

Monoisotopic Mass

325.98611

InChI

InChI=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)

InChIKey

RJMUSRYZPJIFPJ-UHFFFAOYSA-N

SMILES

OC1=CC=C(Cl)C=C1C(=O)NC1=C(Cl)C=C(C=C1)[N+]([O-])=O

Roles Classification
Biological Role(s):	anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. STAT3 inhibitor An inhibitor of signal transducer and activator of transcription 3 (STAT3) non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. (via salicylamide )

Application(s):	antiparasitic agent A substance used to treat or prevent parasitic infections. anthelminthic drug Substance intended to kill parasitic worms (helminths). piscicide A substance which is poisonous to fish and is primarily used to eliminate dominant species of fish in water. molluscicide A substance used to destroy pests of the phylum Mollusca. non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. (via salicylamide ) antirheumatic drug A drug used to treat rheumatoid arthritis. (via salicylamide )

ChEBI Ontology
Outgoing	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

Synonyms	Sources
2',5-dichloro-2-hydroxy-4'-nitrobenzanilide	Alan Wood's Pesticides
2',5-dichloro-4'-nitrosalicylanilide	Alan Wood's Pesticides
2-chloro-4-nitrophenylamide-6-chlorosalicylic acid	ChemIDplus
2-hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide	ChemIDplus
5-chloro-2'-chloro-4'-nitrosalicylanilide	ChemIDplus
5-chloro-N-(2'-chloro-4'-nitrophenyl)salicylamide	ChemIDplus
B 2353	ChemIDplus
BAY 2353	ChemIDplus
Bayer 2353	ChemIDplus
Bayer 73	ChemIDplus
clonitralide	DrugCentral
HL 2447	ChemIDplus
N-(2'-chloro-4'-nitrophenyl)-5-chlorosalicylamide	ChEBI
N-(2-chloro-4-nitrophenyl)-5-chlorosalicylamide	ChemIDplus
WR 46234	ChemIDplus

Last Modified

14 October 2021