CAS 55268-74-1|Biltricide|praziquantel|2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one|Praziquantel|Droncit|Biltricide|Praziquantel|2-(环己基羰基)-1,2,3,6,7-11b-六氢-...

基本信息

化学结构

分子式

C₁₉H₂₄N₂O₂

分子量

312.40606

精确质量

312.18377802

电荷

InChI

InChI=1S/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

InChIKey

FSVJFNAIGNNGKK-UHFFFAOYSA-N

Canonic Smiles

O=C(N1CC(=O)N2C(C1)c1ccccc1CC2)C1CCCCC1

Isomeric Smiles

O=C(N1CC2N(CCc3c2cccc3)C(=O)C1)C1CCCCC1

计算属性

Enamine提供

CLogP

3.36

质子供体

极化表面积

40.62

可自由旋转的化学键

JChem

极化表面积

40.62

质子供体

质子受体

可自由旋转的化学键

里宾斯基五规则

true

Log P

2.30

LogD (pH = 5.5)

2.30

LogD (pH = 7.4)

2.30

Acid pKa

19.38

摩尔折射率

88.79

极化性

34.49

LOG S

-4.59

数据来源

名称和标识

别名

BiltricidePraziquantelDroncitPraziquantel2-(环己基羰基)-1,2,3,6,7-11b-六氢-4H-吡嗪并(2,1a)异喹啉-4-酮吡喹酮Biliricide2-Cyclohexylcarbonyl-1,2,3,6,7,11b-hexahydro-4H-pyrazino(2,1-a) isoquinolin-4-oneCesolEmbay 8440AzinoxPrazinonPyquiton(+/-)-PraziquantelCysticideDistocide2-(Cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinolin-4-oneWarmnil2-(Cyclohexylcarbonyl)-1,2,3,6,7-11b-hexahydro-4H-pyrazino[2,1-aisoquinolin-4-one2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one

IUPAC传统名

praziquantel 2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one

IUPAC标准名

2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one 2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-pyrazino[2,1-a]isoquinolin-4-one

商标名

Biltricide

API名称

Praziquantel

名称和标识

数据登录号

PubChem SID

248703504650708216096439224278635

MDL号

Beilstein号

EC号

CAS号

PubChem CID

DrugBank ID

数据登录号

化合物性质

药理学性质

生物活性机理

Causes in susceptible worms: loss of intracellular calcium; disintegration of the schistosome tegument.; vacuolization; musculature paralysis; massive contractions

Membrane permeabilizer

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

DrugBank

DB01058

Drug Groups

approved

Description

An anthelmintic used in most schistosome and many cestode infestations. [PubChem]

Indication

For the treatment of infections due to all species of schistosoma.

Pharmacology

Praziquantel is an anthelmintic used in most schistosome and many cestode infestations. Praziquantel effects the permeability of the cell membrane resulting in the contraction of schistosomes. The drug further causes vacuolization and disintegration of the schistosome tegument. The effect is more marked on adult worms compared to young worms. An increased calcium influx may play an important role. Secondary effects are inhibition of glucose uptake, lowering of glycogen levels and stimulation of lactate release. The action of praziquantel is limited very specifically to trematodes and cestodes; nematodes (including filariae) are not affected.

Biotransformation

renal

Absorption

Rapidly absorbed (80%)

Half Life

0.8-1.5 hours (in serum)

Protein Binding

80 to 85%

References

• Doenhoff MJ, Cioli D, Utzinger J: Praziquantel: mechanisms of action, resistance and new derivatives for schistosomiasis. Curr Opin Infect Dis. 2008 Dec;21(6):659-67. [Pubmed]

• McManus DP, Loukas A: Current status of vaccines for schistosomiasis. Clin Microbiol Rev. 2008 Jan;21(1):225-42. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Selleck Chemicals

S1691

Research Area: Infection
Biological Activity:
Praziquantel(Biltricide, Droncit) is an anthelmintic effective against flatworms. It increases the permeability of the membranes of schistosome cells towards calcium ions. The drug， thereby induces contraction of the parasites, resulting in paralysis in the contracted state. The dying parasites are dislodged from their site of action in the host organism and may enter systemic circulation or may be destroyed by host immune reaction (phagocytosis). Additional mechanisms including focal disintegrations and disturbances of oviposition (laying of eggs) are seen in other types of sensitive parasites. [1]

MP Biomedicals

02156346

Purity: 98.5%

Sigma Aldrich

P4668

Application
Praziquantel is a potent anthelmintic used in against schistosome and many cestode infestations. It is used to study voltage-gated Ca2+ channels and is a potential small molecule neurogenic1.
Biochem/physiol Actions
Praziquantel increases the permeability of the tegmentum to Ca2+ which results in the contraction of schistosomes and death. Praziquantel causes vacuolization and disintegration of the schistosome tegument. It is more effective on adult worms than young worms. It inhibits glucose uptake, which lowers glycogen levels and stimulates lactate release

46648

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

P702095

Anthelmintic, effective against flatworms.

描述信息

参考文献

PubChem文献

数据源提供

• McManus DP, Loukas A: Current status of vaccines for schistosomiasis. Clin Microbiol Rev. 2008 Jan;21(1):225-42. Pubmed

• Doenhoff MJ, Cioli D, Utzinger J: Praziquantel: mechanisms of action, resistance and new derivatives for schistosomiasis. Curr Opin Infect Dis. 2008 Dec;21(6):659-67. Pubmed

• http://en.wikipedia.org/wiki/Praziquantel

• Wang, W., et al.: Parasitol., 137, 1905 (2010)

• Kuhn, I., et al.: Bioorg. Med. Chem., 18, 7900 (2010)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

praziquantel 2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one

IUPAC标准名

2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one 2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-pyrazino[2,1-a]isoquinolin-4-one

商标名

Biltricide

API名称

Praziquantel

数据登录号

PubChem SID

248703504650708216096439224278635

MDL号

Beilstein号

EC号

CAS号

PubChem CID

DrugBank ID

描述信息

DB01058

Drug Groups

approved

Description

An anthelmintic used in most schistosome and many cestode infestations. [PubChem]

Indication

For the treatment of infections due to all species of schistosoma.

Pharmacology

Biotransformation

renal

Absorption

Rapidly absorbed (80%)

Half Life

0.8-1.5 hours (in serum)

Protein Binding

80 to 85%

References

• Doenhoff MJ, Cioli D, Utzinger J: Praziquantel: mechanisms of action, resistance and new derivatives for schistosomiasis. Curr Opin Infect Dis. 2008 Dec;21(6):659-67. [Pubmed]

• McManus DP, Loukas A: Current status of vaccines for schistosomiasis. Clin Microbiol Rev. 2008 Jan;21(1):225-42. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

S1691

Purity: 98.5%

P4668

46648

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

P702095

Anthelmintic, effective against flatworms.

参考文献

PubChem文献

数据源提供

• McManus DP, Loukas A: Current status of vaccines for schistosomiasis. Clin Microbiol Rev. 2008 Jan;21(1):225-42. Pubmed

• Doenhoff MJ, Cioli D, Utzinger J: Praziquantel: mechanisms of action, resistance and new derivatives for schistosomiasis. Curr Opin Infect Dis. 2008 Dec;21(6):659-67. Pubmed

• http://en.wikipedia.org/wiki/Praziquantel

• Wang, W., et al.: Parasitol., 137, 1905 (2010)

• Kuhn, I., et al.: Bioorg. Med. Chem., 18, 7900 (2010)

生物活性

PubChem BioAssay

化合物性质

药理学性质

生物活性机理

Causes in susceptible worms: loss of intracellular calcium; disintegration of the schistosome tegument.; vacuolization; musculature paralysis; massive contractions

Membrane permeabilizer

化合物信息

ID:929