niridazole
- CAS No.
- 61-57-4
- Chemical Name:
- niridazole
- Synonyms
- BA32644;Ambilhar;niridazole;NSC-136947;Nitrothiamidazole;1-(5-NITRO-2-THIAZOLYL)-2-IMIDAZOLIDINONE;1-(5-nitrothiazol-2-yl)imidazolidin-2-one;2-Imidazolidinone, 1-(5-nitro-2-thiazolyl)-;1-(5-nitro-1,3-thiazol-2-yl)imidazolidin-2-one
- CBNumber:
- CB3896840
- Molecular Formula:
- C6H6N4O3S
- Molecular Weight:
- 214.204
- MDL Number:
- MFCD00128262
- MOL File:
- 61-57-4.mol
| Melting point | 260-262° |
|---|---|
| Density | 1.561 (estimate) |
| refractive index | 1.6200 (estimate) |
| form | solid |
| pka | 12.73±0.20(Predicted) |
| color | Yellow crystals from DMF/MeOH |
| Water Solubility | 0.13g/L(25 ºC) |
| FDA UNII | N116U8Y5QQ |
| IARC | 2B (Vol. 13, Sup 7) 1987 |
| Proposition 65 List | Niridazole |
| ATC code | P02BX02 |
| EPA Substance Registry System | Niridazole (61-57-4) |
SAFETY
Risk and Safety Statements
| Toxicity | TDLo orl-rat: 8 g/kg/90W-I:NEO CALEDQ 4,305,78 orl-rat LD50:900 mg/kg FAZMAE 17,108,73 |
|---|
niridazole Chemical Properties,Uses,Production
Description
Niridazole is a yellow, crystalline solid. It is almost insoluble in water and most organic solvents, but it is soluble in dimethylformamide.
Uses
Antischistosomal.
Definition
ChEBI: Niridazole is a C-nitro compound and a member of 1,3-thiazoles.
Indications
Niridazole can be used against blood flukes, especially Schistosoma haematobium. Tolerance and efficacy are reduced in S. mansoni and especially in S. japonicum infections. It is also used in Dracunculus infections. Immunosuppression, vomiting, cramps, dizziness, and headache are among the frequent adverse reactions.
Mechanism of action
Niridazole causes a depletion of glycogen in schistosomes by inducing a reduced rate of conversion of active glycogen phosphorylase to its inactive form. This is achieved through inhibition of the enzyme phosphorylase phosphatase, which normally inactivates glycogen phosphorylase. It is possible that the active moiety is not niridazole, but its 5-imino analog, which can be formed by schistosomes in vitro under anaerobic conditions .
Pharmacology
Niridazole exhibits schistosomicide and amebicidal action. The mechanism of action is not
known. It seems likely that it is concentrated in the parasite organism, which causes inhibition of phosphorylase activation, which is expressed in the depletion of glycogen reserves.
It also may inhibit spermatogenesis of parasites by affecting the production of eggs. It is
used for diseases caused by Dracunculus meddinesis, as well as Shistosoma haematobium
and Shistosoma mansoni. It belongs to a group of tertiary drugs and is used only in the
absence of the drug of choice. Synonyms of this drug are ambilhar and others.
Side effects
Occasional adverse reactions are diarrhea, electrocardiographic changes, rash, insomnia, and paresthesia. Psychosis, hemolytic anemia, and convulsions are rare. Contraindications are impaired liver function, glucose-6- phosphatedehydrogenase deficiency, epilepsy, and severe heart diseases.
Safety Profile
Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental reproductive effects. Human mutation data reported. Used as an amoebicide and schistosomicidal agent.
Synthesis
Niridazole, 1-(5-nitro-2-thiazolyl)-2-imidazolidinone (38.1.11), is made by reacting 2-amino-5-nitrothiazol with 2-chloroethylisocyanate to make the disubstituted urea (38.1.10). Heating this compound results in an intramolecular N-alkylation reaction to form the desired imidazolidine derivative, niridazole.
niridazole Preparation Products And Raw materials
Raw materials
Preparation Products
niridazole Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32165 | 58 |
| Alfa Chemistry | 1-516-6625404 | support@alfa-chemistry.com | United States | 9171 | 60 |
| Shanghai Beckham Medical Technology Co., Ltd | 021-13816613772 13816613772 | huahero21@sina.com | China | 450 | 55 |
| Shanghai Yifei Biotechnology Co. , Ltd. | 021-65675885 18964387627 | customer_service@efebio.com | China | 11974 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 19707 | 58 |
View Lastest Price from niridazole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-16 | Niridazole
61-57-4
|
US $397.00-1290.00 / mg | 98.90% | 10g | TargetMol Chemicals Inc. |
-
- Niridazole
61-57-4
- US $397.00-1290.00 / mg
- 98.90%
- TargetMol Chemicals Inc.