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CasNo: 55268-74-1
Molecular Formula: C19H24N2O2
Appearance: White or practically white crystalline powder
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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.
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.
2-(Cyclohexylcarbonyl)-2,3,6,7-tetrahydro-4H-pyrazino-<2,1-a>-isoquinolin-4-one
2-cyclohexanecarbonyl-1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one
Conditions | Yield |
---|---|
With
palladium on activated charcoal; hydrogen;
In
methanol;
at 20 ℃;
for 19h;
under 760.051 Torr;
Solvent;
Inert atmosphere;
|
93% |
cyclohexanylcarbonyl chloride
2,3,6,7-tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one
2-cyclohexanecarbonyl-1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one
Conditions | Yield |
---|---|
With
triethylamine;
In
1,2-dimethoxyethane;
for 15h;
Ambient temperature;
|
90% |
With
sodium carbonate;
In
dichloromethane;
for 2h;
Ambient temperature;
|
85% |
With
triethylamine;
In
1,2-dimethoxyethane;
for 20h;
Ambient temperature;
|
70% |
With
sodium hydrogencarbonate;
In
dichloromethane;
at 0 - 30 ℃;
for 5h;
|
58.6% |
2,3,6,7-tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one;
With
sodium carbonate;
In
dichloromethane;
at 20 - 30 ℃;
for 0.25h;
Large scale;
cyclohexanylcarbonyl chloride;
In
dichloromethane;
at 0 - 30 ℃;
for 2h;
Large scale;
|
|
at 50 ℃;
|
The CAS number of Praziquantel is 55268-74-1.
More information of Praziquantel 55268-74-1 are:
CAS Number |
55268-74-1 |
Density |
1.22 g/cm3 |
Melting Point |
136-138 °C |
Boiling Point |
544.1 °C at 760 mmHg |
Flash Point |
254.6 °C |
Refractive Index |
1.5600 (estimate) |
HS CODE |
29339900 |
PSA |
40.62000 |
LogP |
2.41070 |
Pka |
-0.98±0.20(Predicted) |
Synonyms for Praziquantel 55268-74-1:Drontal;Prestwick_402;4H-Pyrazino(2,1-a)isoquinolin-4-one, 2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-;Biltricide (TN);2-(Cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino(2,1-a)isoquinolin-4-one;5-24-03-00361 (Beilstein Handbook Reference);2-(Cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro- 4H-pyrazino[2,1-a]-isoquinolin-4-one;Drontal Plus;Droncit;Praziquantel (JAN/USP);Cutter;
The chemical formula of Praziquantel is C19H24N2O2 which containing 19 Carbon atoms,24 Hydrogen atoms,2 Nitrogen atoms and 2 Oxygen atoms,and the molecular weight of Praziquantel is 312.412.
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.
InChI:InChI=1/C19H24N2O2/c22-18-13-20(19(23)15-7-2-1-3-8-15)12-17-16-9-5-4-6-14(16)10-11-21(17)18/h4-6,9,15,17H,1-3,7-8,10-13H2
Relevant articles related to Praziquantel:
Article |
Source |
A Nickel(II)-Mediated Thiocarbonylation Strategy for Carbon Isotope Labeling of Aliphatic Carboxamides |
Pedersen, Simon S.,Donslund, Aske S.,Mikkelsen, Jesper H.,Bakholm, Oskar S.,Papp, Florian,Jensen, Kim B.,Gustafsson, Magnus B. F.,Skrydstrup, Troels supporting information, p. 7114 - 7123 (2021/03/03) |
A preparation method of praziquantel (by machine translation) |
- Paragraph 0028; 0036; 0037, (2019/02/27) |
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