niridazole

Also known as Ambilhar

Niridazole is a schistosomicide. It is used to treat schistosomiasis, the helmintic disease caused by certain flatworms (trematodes) from the genus Schistosoma (formerly Bilharzia). It is also known by its trade name Ambilhar. It is usually given as tablets.

Chemical data

Formula: C6H6N4O3S
Molecular weight: 214.2 g/mol
IUPAC name: 1-(5-nitro-1,3-thiazol-2-yl)imidazolidin-2-one
SMILES: C1CN(C(=O)N1)C2=NC=C(S2)[N+](=O)[O-]
InChIKey: RDXLYGJSWZYTFJ-UHFFFAOYSA-N
XLogP: 0.9
Polar surface area: 119 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: Helminthiasis

via ChEMBL · EBI

Research

531 papers

Niridazole.British medical journal · 1966
Anthelmintics.Drugs · 1977
Carcinogenic effects of niridazole.Cancer letters · 1975
Intestinal parasites.Gut · 1973
4-Keto niridazole: a major niridazole metabolite with central nervous system toxicity different than niridazole.The Journal of pharmacology and experimental therapeutics · 1984

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 214.016
Has use: Amebicide

Show 4 more facts

canonical SMILES: C1CN(C(=O)N1)C2=NC=C(S2)[N+](=O)[O-]
chemical formula: C₆H₆N₄O₃S
subject has role: carcinogen
Commons category: Niridazole

Sources (4)

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Encyclopedic overview

2 sections

Contents

Mechanism of action
References

Niridazole has central nervous system toxicity and can cause dangerous side effects, such as hallucinations. Also, it may cause allergic reactions in sensitive people. However, it is one of the most effective schistosomicide drugs.

Excerpted from Wikipedia’s “niridazole” article, available under the CC BY-SA 4.0 licence.

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