Praziquantel
- CAS No.
- 55268-74-1
- Chemical Name:
- Praziquantel
- Synonyms
- Drontal;biltricide;Cesol;Azinox;droncit;WarMnil;Prazinon;pyquiton;Distocide;Cysticide
- CBNumber:
- CB8178956
- Molecular Formula:
- C19H24N2O2
- Molecular Weight:
- 312.41
- MOL File:
- 55268-74-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/7 20:48:41
| Melting point | 136-138 C |
|---|---|
| Boiling point | 1377℃ |
| Density | 1.1209 (rough estimate) |
| refractive index | 1.5600 (estimate) |
| Flash point | >110°(230°F) |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | ethanol: soluble5mg/mL |
| form | powder or crystals |
| pka | -0.98±0.20(Predicted) |
| color | Crystals from EtOAc/hexane |
| Water Solubility | Freely soluble in ethanol or dichloromethane. Slightly soluble in water |
| Merck | 13,7802 |
| BRN | 761557 |
| BCS Class | 2 |
| EPA Substance Registry System | Praziquantel (55268-74-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H412 | |||||||||
| Precautionary statements | P273 | |||||||||
| Hazard Codes | F,C | |||||||||
| Risk Statements | 11-34 | |||||||||
| Safety Statements | 16-26-36/37/39-45-24/25 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | UQ4150000 | |||||||||
| HS Code | 29339900 | |||||||||
| Toxicity | LD50 in mice, rats (mg/kg): 2000-3000 orally; >3000 s.c. (Muermann) | |||||||||
| NFPA 704 |
|
Praziquantel price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | P4668 | Praziquantel anthelminic, neurogenic | 55268-74-1 | 1G | ₹4275.88 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1391 | Praziquantel Pharmaceutical Secondary Standard; Certified Reference Material | 55268-74-1 | 1G | ₹9093 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P4668 | Praziquantel anthelminic, neurogenic | 55268-74-1 | 5G | ₹15068.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P4668 | Praziquantel anthelminic, neurogenic | 55268-74-1 | 25G | ₹50022.33 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 46648 | Praziquantel VETRANAL?, analytical standard | 55268-74-1 | 250MG | ₹6202.73 | 2022-06-14 | Buy |
Praziquantel Chemical Properties,Uses,Production
Description
Praziquantel (PZQ) is an isoquinoline derivative with most of the biological activity found in the levo enantiomer. The compound has no activity against nematodes, but it is highly effective against cestodes and trematodes.
Chemical Properties
White Solid
Uses
Praziquantel is a potent anthelmintic used against schistosome and many cestode infestations. It is used to study voltage-gated Ca2+ channels and is a potential small molecule neurogenic.
Indications
The neuromuscular effects of praziquantel (Biltricide) appear to increase parasite motility leading to spastic paralysis. The drug increases calcium permeability through parasite-specific ion channels, so that the tegmental and muscle cells of the parasite accumulate calcium.This action is followed by vacuolization and the exposure of hitherto masked tegmental antigens, lipidanchored protein, and actin. Insertion of the drug into the fluke’s lipid bilayer causes conformational changes, rendering the fluke susceptible to antibody- and complement-mediated assault.
Acquired resistance
There is evidence that resistance to praziquantel is emerging in schistosomes, although there is debate as to whether treatment failures are due to resistance or innate tolerance.
Pharmaceutical Applications
A synthetic pyrazinoquinoline formulated for oral administration. It is stable in the dry state, but hygroscopic.
Mechanism of action
Praziquantel is readily absorbed (80% in 24 hours) after oral administration, with serum concentrations being maximal in 1 to 3 hours; the drug has a half-life of 0.8 to 1.5 hours. Its bioavailability is reduced by phenytoin or carbamazepine and increased by cimetidine. Dexamethasone decreases plasma praziquantel levels by 50%. Praziquantel is excreted by the kidneys.
Pharmacokinetics
Oral absorption: >80%
Cmax 50 mg/kg oral: 1 mg/L after 1–2 h
Plasma half-life: parent drug: 1–1.5 h
metabolites: 4–6h
Plasma protein binding: 80%
Praziquantel is rapidly absorbed when given orally, but it
undergoes extensive first-pass biotransformation and the concentration
of unchanged drug in plasma is low. The major
metabolite, a 4-hydroxy derivative, retains little to no antiparasitic
activity. About 80% of the oral dose, as parent drug
and its metabolites, is excreted in the urine by the fourth day
post-treatment, 90% of this in 24 h. A higher peak plasma
concentration is achieved in infected people, but other pharmacokinetic
values are unchanged.
Clinical Use
2-(Cyclohexylcarbonyl)-1,2,3,6,7, 11b-hexahydro-4Hpyrazino[2,1-a]isoquinolin-4-one (Biltricide) is a broadspectrumagent that is effective against various trematodes (flukes). It has become the agent of choice for the treatmentof infections caused by schistosomes (blood flukes).
The drug also provides effective treatment for fasciolopsiasis(intestinal fluke), clonorchiasis (Chinese liver fluke),fascioliasis (sheep liver fluke), opisthorchosis (liver fluke),and paragonimiasis (lung fluke). Praziquantel increases cellmembrane permeability of susceptible worms, resulting inthe loss of extracellular calcium. Massive contractions andultimate paralysis of the fluke musculature occurs, followedby phagocytosis of the parasite.
Following oral administration, about 80% of the doseis absorbed. Maximal plasma concentrations are achievedin 1 to 3 hours. The drug is rapidly metabolized in theliver in the first-pass. It is likely that some of the metabolitesare also active. Praziquantel occurs as a white crystallinesolid that is insoluble in water. It is available as600-mg film-coated tablets. The drug is generally welltolerated.
Side effects
Very few side effects have been reported. In the treatment of cerebral cysticercosis the death of cysts in the brain may cause local inflammation and edema, but this usually subsides quickly. Ocular cysticercosis should not be treated with this drug, because parasite destruction in the eye can lead to irreparable lesions. Adverse events seen in the treatment of schistosomiasis, including abdominal pain, nausea, anorexia, diarrhea and mild neurological effects, are almost certainly due to the death and disintegration of the large adult worms.
Safety Profile
Poison by intraperitoneal route.Moderately toxic by ingestion and other routes. Humanmutation data reported. When heated to decomposition itemits toxic fumes of NOx.
Metabolism
Praziquantel is rapidly absorbed and undergoes hepatic first-pass metabolism. The metabolites are
either less active or inactive and consist of hydroxylated compounds. In the serum, the major
metabolite appears to be the monohydroxylated 4-hydroxycyclohexylcarboxylate, whereas in the
urine, 50 to 60% of the initial PZQ exists as dihydroxylated products.These
hydroxylation reactions are catalyzed by CYP2B6 and CYP3A4. The metabolites would be
expected to exist in the conjugated form in the urine.
Praziquantel Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| NGL Fine Chem limited | +91-8866366396 +91-8866366396 | Mumbai, India | 26 | 58 | Inquiry |
| Reenold Enterprises | +91-8208173540 +91-8208173540 | Maharashtra, India | 28 | 58 | Inquiry |
| Medi Pharma Drug House | +919930911911 | Mumbai, India | 143 | 58 | Inquiry |
| PANCHSHEEL ORGANICS LTD | +91-9821053955 +91-9324201019 | Mumbai, India | 82 | 58 | Inquiry |
| Siflon Drugs | +917780793600 | Hyderabad, India | 12 | 58 | Inquiry |
| Cipla Ltd | +912224826000 | Maharashtra, India | 133 | 58 | Inquiry |
| Afton Pharma | +91-9712000202 +91-9712000202 | Gujarat, India | 63 | 58 | Inquiry |
| Adani Wilmar Limited | +91-7383819375 +91-9099656790 | Gujarat, India | 34 | 58 | Inquiry |
| Alivira Animal Health Ltd | +91-8976959415 +91-9920774050 | Maharashtra, India | 35 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| NGL Fine Chem limited | 58 |
| Reenold Enterprises | 58 |
| Medi Pharma Drug House | 58 |
| PANCHSHEEL ORGANICS LTD | 58 |
| Siflon Drugs | 58 |
| Cipla Ltd | 58 |
| Afton Pharma | 58 |
| Adani Wilmar Limited | 58 |
| Alivira Animal Health Ltd | 58 |
| Ralington Pharma | 58 |
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- Jun 26，2024
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