Niridazole

Last updated
Niridazole
Niridazole.svg
Clinical data
MedlinePlus a682128
ATC code
Identifiers
  • 1-(5-Nitro-1,3-thiazol-2-yl)imidazolidin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.466 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C6H6N4O3S
Molar mass 214.20 g·mol−1
3D model (JSmol)
  • C1CN(C(=O)N1)C2=NC=C(S2)[N+](=O)[O-]
  • InChI=1S/C6H6N4O3S/c11-5-7-1-2-9(5)6-8-3-4(14-6)10(12)13/h3H,1-2H2,(H,7,11) X mark.svgN
  • Key:RDXLYGJSWZYTFJ-UHFFFAOYSA-N X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Niridazole is a schistosomicide. [1] 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.

Niridazole has central nervous system toxicity and can cause dangerous side effects, such as hallucinations. [2] Also, it may cause allergic reactions in sensitive people. However, it is one of the most effective schistosomicide drugs. [3]

It has recently also been investigated for use in the treatment of periodontitis. [4] [5]

Mechanism of action

Niridazole is rapidly concentrated in the parasite and inhibits oogenesis and spermatogenesis. The compound also inhibits the phosphofructokinase enzyme, leading to glycogen depletion and hepatic shift.[ citation needed ]

Related Research Articles

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Schistosomiasis, also known as snail fever, bilharzia, and Katayama fever, is a disease caused by parasitic flatworms called schistosomes. The urinary tract or the intestines may be infected. Symptoms include abdominal pain, diarrhea, bloody stool, or blood in the urine. Those who have been infected for a long time may experience liver damage, kidney failure, infertility, or bladder cancer. In children, it may cause poor growth and learning difficulty.

<i>Schistosoma</i> Genus of flukes

Schistosoma is a genus of trematodes, commonly known as blood flukes. They are parasitic flatworms responsible for a highly significant group of infections in humans termed schistosomiasis, which is considered by the World Health Organization as the second-most socioeconomically devastating parasitic disease, with hundreds of millions infected worldwide.

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<i>Schistosoma mansoni</i> Species of fluke

Schistosoma mansoni is a water-borne parasite of humans, and belongs to the group of blood flukes (Schistosoma). The adult lives in the blood vessels near the human intestine. It causes intestinal schistosomiasis. Clinical symptoms are caused by the eggs. As the leading cause of schistosomiasis in the world, it is the most prevalent parasite in humans. It is classified as a neglected tropical disease. As of 2021, the World Health Organization reports that 236.6 million people have schistosomiasis and most of it is due to S. mansoni. It is found in Africa, the Middle East, the Caribbean, Brazil, Venezuela and Suriname.

<i>Biomphalaria</i>

Biomphalaria is a genus of air-breathing freshwater snails, aquatic pulmonates belonging to the family Planorbidae, the ram's horn snails and their allies.

<i>Schistosoma intercalatum</i> Species of fluke

Schistosoma intercalatum is a parasitic worm found in parts of western and central Africa. There are two strains: the Lower Guinea strain and the Zaire strain. S. intercalatum is one of the major agents of the rectal form of schistosomiasis, also called bilharzia. It is a trematode, and being part of the genus Schistosoma, it is commonly referred to as a blood-fluke since the adult resides in blood vessels.

<i>Schistosoma haematobium</i> Species of fluke

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<span class="mw-page-title-main">Hemozoin</span>

Haemozoin is a disposal product formed from the digestion of blood by some blood-feeding parasites. These hematophagous organisms such as malaria parasites, Rhodnius and Schistosoma digest haemoglobin and release high quantities of free heme, which is the non-protein component of haemoglobin. Heme is a prosthetic group consisting of an iron atom contained in the center of a heterocyclic porphyrin ring. Free heme is toxic to cells, so the parasites convert it into an insoluble crystalline form called hemozoin. In malaria parasites, hemozoin is often called malaria pigment.

<span class="mw-page-title-main">Schistosomiasis vaccine</span>

A Schistosomiasis vaccine is a vaccine against Schistosomiasis, a parasitic disease caused by several species of fluke of the genus Schistosoma. No effective vaccine for the disease exists yet. Schistosomiasis affects over 200 million people worldwide, mainly in rural agricultural and peri-urban areas of the third world, and approximately 10% suffer severe health complications from the infection. While chemotherapeutic drugs, such as praziquantel, oxamniquine and metrifonate both no longer on the market, are currently considered safe and effective for the treatment of schistosomiasis, reinfection occurs frequently following drug treatment, thus a vaccine is sought to provide long-term treatment. Additionally, experimental vaccination efforts have been successful in animal models of schistosomiasis.

<span class="mw-page-title-main">Stibophen</span> Chemical compound

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<i>Biomphalaria glabrata</i> Species of mollusc

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<i>Biomphalaria tenagophila</i> Species of gastropod

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<i>Biomphalaria sudanica</i>

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Eli Katunguka-Rwakishaya is a Ugandan veterinarian, academic and academic administrator. He is the Vice Chancellor of Kyambogo University, one of Uganda's public universities. He was appointed to that position in February 2014. Prior to that, he served at the Director of Postgraduate studies at Makerere University, the oldest and largest public university in the country.

<i>Biomphalaria choanomphala</i> Species of mollusc

Biomphalaria choanomphala is a species of air-breathing freshwater snail, an aquatic pulmonate gastropod in the family Planorbidae, the ram's horn snails. Biomphalaria choanomphala has a discoidal, brownish-yellow shell with an approximate shell diameter of 6-10 mm. Biomphalaria choanomphala is a medically important pest, due to it being an intermediate host of the intravascular trematode genus, Schistosoma.

References

  1. Tracy JW, Catto BA, Webster LT (September 1983). "Reductive metabolism of niridazole by adult Schistosoma mansoni. Correlation with covalent drug binding to parasite macromolecules". Molecular Pharmacology. 24 (2): 291–9. PMID   6193406.
  2. Toxicology Data Network – Niridazole
  3. Katz N (November 1975). "Clinical evaluation of niridazole and hycanthone in schistosomiasis mansoni endemic areas". Journal of Toxicology and Environmental Health. 1 (2): 203–9. doi:10.1080/15287397509529322. PMID   1107578.
  4. Barat R, Srinatha A, Pandit JK, Mittal N, Anupurba S (November 2007). "Ethylcellulose inserts of an orphan drug for periodontitis: preparation, in vitro, and clinical studies". Drug Delivery. 14 (8): 531–8. doi:10.1080/10717540701606517. PMID   18027183.
  5. Barat R, Srinatha A, Pandit JK, Ridhurkar D, Balasubramaniam J, Mittal N, Mishra DN (2006). "Niridazole biodegradable inserts for local long-term treatment of periodontitis: possible new life for an orphan drug". Drug Delivery. 13 (5): 365–73. doi:10.1080/10717540500398126. PMID   16877312. S2CID   31987972.