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

Supplier Information	ChemicalBook:CB5363672, eMolecules:477983, ZINC000000000954

Download	Molfile XML SDF

Wikipedia	License
Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis. Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.
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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