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Basic information
- CAS
77472-98-1- Standard SMILES
c1ccc(-c2cc(CCC3CCNCC3)c3ccccc3n2)cc1- InChIKey
AMEWZCMTSIONOX-UHFFFAOYSA-N- Molecular formula
- C22H24N2
- Average molar mass
- 316.4 g/mol
- Monoisotopic mass
- 316.19394877
Overview
Pipequaline is an anticonflict & anticonvulsant quinoline derivative. It is an anxiolytic drug that was never marketed. It presents a unique chemical structure that does not follow the structural properties of other drugs of its class. Pipequaline has a similar pharmacological profile to the reported for the benzodiazepines. However, it presents a significant set of anxiolytic properties with a very little sedative, amnestic or anticonvulsant effect. Due to these differences, this drug is classified as a nonbenzodiazepine anxiolytic.
Names & identifiers
- Preferred name
- 2-Phenyl-4-(2-(4-piperidinyl)ethyl)quinoline
- IUPAC
- 2-phenyl-4-(2-piperidin-4-ylethyl)quinoline
- English name
- Pipequaline
- Molecular formula
- C22H24N2
- Molecular weight
- 316.44
Names & synonyms
Pipequaline77472-98-1PK-81652-Phenyl-4-[2-(4-Piperidinyl)Ethyl]QuinolinePipequalinum2-Phenyl-4-(2-(piperidin-4-yl)ethyl)quinolinepipecualina2-phenyl-4-[2-(piperidin-4-yl)ethyl]quinolineJ3S205V4I2DTXSID20228183Quinoline, 2-phenyl-4-(2-(4-piperidinyl)ethyl)-2-phenyl-4-(2-(4-piperidinyl)ethyl)quinoline
Show more names
45319RPRP-45319CAS_77472-98-1pipequaline PK-8165PK8165PK 8165pipequaline HCI(PK-8165)pipequaline.HCl(for free base)
Quinoline, 2-phenyl-4-[2-(4-piperidinyl)ethyl]-RefChem:174384DTXCID40150674Pipequaline [INN]2-phenyl-4-(2-piperidin-4-ylethyl)quinolineMFCD008669832-Phenyl-4-(2-(4-piperidyl)ethyl)quinolinePipequalinum [Latin]
Database identifiers
- CAS
77472-98-1- PubChem CID
- 71219
Properties
Computed structural propertiesFilling in
- XLogP
- 5
- Topological polar surface area
- 24.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 370
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 489.2 · 489.2±30.0 °C(Predicted)
- Density
- 1.078 · 1.078±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2)(1:5): 0.16 mg/ml
- form
- A crystalline solid
- pka
- 10.6 · 10.60±0.10(Predicted)
- color
- White to off-white
- FDA UNII
- 3 S205V4I2 · J3S205V4I2
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs used to prevent SEIZURES or reduce their severity.
Applications
DescriptionPipequaline is a partial agonist of central benzodiazepine receptors (Ki = 78 nM in a radioligand binding assay). In mice, pipequaline enhances the effects of diazepam , further reducing foot shock-induced fighting behavior and the number of maximal electroshock-induced seizures and potentiating the muscle relaxant and hypnotic effects. Pipequaline also increases drinking in the Vogel punished drinking task indicating anxiolytic-like activity that can be reversed by the benzodiazepine receptor antagonist flumazenil .
UsesPipequaline (PK 8165) is a partial benzodiazepine receptor agonist with anxiolytic activity[1][2].
Suppliers57 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
Related reactions
7 records
Compound notes
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