Skip to main content

Flupirtine

ADVERTISEMENT
Identification
Molecular formula
C15H17FN4O2
CAS number
75633-64-2
IUPAC name
1-[4-(4-fluorophenyl)-4-oxo-butyl]-4-(1-piperidyl)piperidine-4-carboxamide
State
State

At room temperature, Flupirtine is typically found in a solid state, appearing as a powder. It is stable under standard conditions and used in a variety of pharmaceutical applications due to its medicinal properties.

Melting point (Celsius)
113.00
Melting point (Kelvin)
386.15
Boiling point (Celsius)
387.90
Boiling point (Kelvin)
661.05
General information
Molecular weight
318.32g/mol
Molar mass
318.3790g/mol
Density
1.2870g/cm3
Appearence

Flupirtine typically appears as an off-white or yellowish solid. It may be provided in a crystalline powder form for pharmaceutical applications.

Comment on solubility

Solubility of 1-[4-(4-fluorophenyl)-4-oxo-butyl]-4-(1-piperidyl)piperidine-4-carboxamide

The solubility of the compound with the formula C15H17FN4O2 can be influenced by several factors, including its structure, polarity, and the presence of functional groups. This compound, which includes multiple piperidine rings and a fluorophenyl moiety, is expected to exhibit moderate solubility characteristics. Here are some key points regarding its solubility:

  • Polarity: The presence of polar functional groups such as the carboxamide contributes to increased solubility in polar solvents like water.
  • Hydrogen Bonding: The ability to form hydrogen bonds can enhance solubility in aqueous solutions, making this compound more soluble than non-polar counterparts.
  • Structure: The bulky piperidyl and oxo-butyl substituents may impact the overall solubility, potentially decreasing it in certain solvents due to steric hindrance.
  • Solvent Interactions: Solubility can vary significantly based on the choice of solvent, with organic solvents like ethanol or dimethyl sulfoxide possibly facilitating better solvation.

Overall, while this compound may not be highly soluble in water due to its larger hydrophobic regions, its polar nature could promote moderate solubility in various organic solvents. As such, understanding the solubility profile is critical for its application in drug formulation and biological studies.

Interesting facts

Interesting Facts About 1-[4-(4-Fluorophenyl)-4-oxo-butyl]-4-(1-piperidyl)piperidine-4-carboxamide

1-[4-(4-fluorophenyl)-4-oxo-butyl]-4-(1-piperidyl)piperidine-4-carboxamide, often abbreviated in the chemical literature, is a compound that showcases a blend of chemical versatility and biological relevance. Below are some thought-provoking aspects of this intriguing compound:

  • Design and Structure: The compound features a complex molecular architecture that includes multiple functional groups. Its backbone consists of piperidine rings, which are known for their role in many pharmaceutical agents.
  • Biological Activity: Compounds similar to this one often exhibit significant biological activity, particularly in the field of medicinal chemistry. The inclusion of a fluorophenyl group can enhance the compound's lipophilicity, influencing its pharmacokinetics and binding properties.
  • Potential Applications: With its unique structure, this compound could be investigated for use in treating various conditions, particularly neurological or psychiatric disorders, given the well-established roles of piperidine derivatives in CNS-active drugs.
  • Synthetic Routes: Chemists may explore various synthetic pathways to create this compound, which can include strategies like amide coupling or modifications of piperidine structures to achieve the desired functional groups efficiently.
  • Fluorine in Chemistry: The presence of fluorine in this compound is particularly significant, as fluorinated compounds often exhibit enhanced metabolic stability and altered bioavailability, making them a key focus in drug design.

As a compound with both structural complexity and potential therapeutic implications, 1-[4-(4-fluorophenyl)-4-oxo-butyl]-4-(1-piperidyl)piperidine-4-carboxamide serves as an excellent example of the intersection between chemistry and pharmacology. Scientists aim to unlock its full potential through continued research.

Synonyms
Pipamperone
1893-33-0
Floropipamide
Dipiperone
Dipiperon
Dipiperal
Piperonyl
Pipamperona
Pipamperonum
R 3345
McN-JR-3345
Pipamperonum [INN-Latin]
Pipamperona [INN-Spanish]
Pipamperone free base
pipamperone hydrochloride
Carpiperone
Fluoropipamide
Pipamperone [USAN:INN:BAN]
Pipaneperone
CCRIS 9071
PIPAMPERONE DIHYDROCHLORIDE APPROX. 99
NSC-759178
BRN 0496532
CHEBI:78549
1'-(3-(p-Fluorobenzoyl)propyl)-(1,4'-bipiperidine)-4'-carboxamide
(1,4'-BIPIPERIDINE)-4'-CARBOXAMIDE, 1'-(3-(p-FLUOROBENZOYL)PROPYL)-
PIPAMPERONE [MI]
PIPAMPERONE [INN]
R-3345
PIPAMPERONE [USAN]
4'-Fluoro-4-(4-N-piperidino-4-carbamidopiperidino)butyrophenone
p-Fluoro-gamma-(4-piperidino-4-carbamoylpiperidino)butyrophenone
PIPAMPERONE [MART.]
PIPAMPERONE [WHO-DD]
1-[4-(4-fluorophenyl)-4-oxobutyl]-4-piperidin-1-ylpiperidine-4-carboxamide
5402501F0W
DTXSID8048369
Isonipacotamide, 1-(3-(p-fluorobenzoyl)propyl)-4-piperidino-
1893-33-0 (free base)
5-22-13-00536 (Beilstein Handbook Reference)
(1,4'-Bipiperidine)-4'-carboxamide, 1'-(4-(4-fluorophenyl)-4-oxobutyl)-
[1,4'-Bipiperidine]-4'-carboxamide, 1'-[4-(4-fluorophenyl)-4-oxobutyl]-
NSC 759178
Floropipamide; McN-JR 3345; R 3345
1'-[4-(4-fluorophenyl)-4-oxobutyl]-1,4'-bipiperidine-4'-carboxamide
Pipamperonum (INN-Latin)
Pipamperona (INN-Spanish)
PIPAMPERONE (MART.)
1'-(4-(4-fluorophenyl)-4-oxobutyl)-1,4'-bipiperidine-4'-carboxamide
1'-(4-(4-fluorophenyl)-4-oxobutyl)-[1,4'-bipiperidine]-4'-carboxamide
1,4'-Bipiperidine)-4'-carboxamide, 1'-(4-(4-fluorophenyl)-4-oxobutyl)-
NCGC00165864-02
Pipamperon
1'-[4-(4-Fluorophenyl)-4-oxobutyl]-[1,4'-bipiperidine]-4'-carboxamide
1'-(4-(4-Fluoro-phenyl)-4-oxo-butyl)-(1,4')bipiperidinyl-4'-carboxylic acid amide
1'-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-[1,4']bipiperidinyl-4'-carboxylic acid amide
1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidin-1-ylpiperidine-4-carboxamide
UNII-5402501F0W
Propitan (Salt/Mix)
Pipamperone (Standard)
Pipamperone (USAN/INN)
GTPL92
SCHEMBL2412
CHEMBL440294
DTXCID8028343
BDBM81483
N05AD05
HMS3264G14
Pharmakon1600-01505690
NSC_4830
1'-(3-(p-Fluorobenzoyl)propyl)(1,4'-bipiperidine)-4'-carboxamide
MFCD00242979
NSC759178
PDSP1_001560
PDSP2_001544
AKOS040734867
CCG-213514
DB09286
HY-100703R
NCGC00165864-01
AC-32938
DA-56883
MS-26084
CAS_1893-33-0
SBI-0206899.P001
HY-100703
CS-0020023
NS00010433
P2315
D02622
AB01563106_01
L000727
Q415118
SR-05000001930
SR-05000001930-1
BRD-K26801045-001-01-1
BRD-K26801045-001-02-9
Isonipecotamide, 1-(3-(p-fluorobenzoyl)propyl)-4-piperidino-
p-Fluoro-.gamma.-(4-piperidino-4-carbamoylpiperidino)butyrophenone
1'-(3-(4-fluorobenzoyl)propyl)-(1,4'-bipiperidine)-4'-carboxamide
1-(4-fluorophenyl)-4-(4-piperidino-4-carbamoylpiperidino)-1-butanone
606-172-9