ChemicalBook--->CAS DataBase List--->82626-01-5

82626-01-5

82626-01-5 Structure

82626-01-5 Structure
IdentificationBack Directory
[Name]

ALPIDEM
[CAS]

82626-01-5
[Synonyms]

ALPIDEM
inanxyl
IMidazo
Ananxyl
Alpidemum
SL-80.0342
SL 80.0342-00
Unii-I93sc245qz
Alpidemum [latin]
6-Chlor-2-(4-chlorphenyl)-N,N-dipropylimidazol(1,2-A)pyridin-3-acetamid
6-Chloro-2-(4-chlorophenyl)-N,N-dipmpylimidazol[1,2-α]pyridine-3-acetamide
6-Chloro-2-(4-chlorophenyl)-N,N-dipropyl-imidazo[1,2-a]pyridine-3-acetamide
6-Chloro-2-(p-chlorophenyl)-N,N-dipropylimidazo(1,2-a)pyridine-3-aceta mide
6-Chloro-2-(4-chlorophenyl)-N,N-dipropyl-imidazo[1,2-α]pyridine-3-acetamide
Imidazo(1,2-A)pyridine-3-acetamide, 6-chloro-2-(4-chlorophenyl)-N,N-dipropyl-
2-(6-Chloro-2-(4-chlorophenyl)iMidazo[1,2-a]pyridin-3-yl)-N,N-dipropylacetaMide
[Molecular Formula]

C21H23Cl2N3O
[MDL Number]

MFCD00866978
[MOL File]

82626-01-5.mol
[Molecular Weight]

404.33
Chemical PropertiesBack Directory
[Appearance]

White to Off-White Solid
[Melting point ]

136-138°C
[density ]

1.24±0.1 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

DMSO: ≥10mg/mL
[form ]

powder
[pka]

4.74±0.50(Predicted)
[color ]

white to tan
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Solid
[Uses]

A peripheral benzodiazepine GABAA receptor ligand, a new anxiolytic
[Description]

Alpidem is an imidazopyridine antianxiety agent with anticonvulsant properties. It is claimed to be the first non-benzodiazepine anxiolytic to show selectivity for the omega-1 modulatory site of the GABA, receptors. Alpidem is reported to be superior to buspirone and similar to the benzodiazepines, but is significantly better tolerated with lower abuse potential.
[Originator]

Synthelabo (France)
[Definition]

ChEBI: Alpidem is a member of imidazoles.
[Brand name]

Ananxyl
[Biochem/physiol Actions]

Alpidem is a potent antagonist of peripheral benzodiazepine receptor (PBR) that is located on the outer mitochondrial membrane and interacts with the mitochondrial permeability transition (MPT) pore. Alpidem is an anxiolytic drug from the imidazopyridine family. Alpidem acts selectively on the α3 receptor subtype and to a lesser extent at the α1 subtype (Kd of 0.33nM and 1.67nM respectively), of the benzodiazepine receptor.
[Clinical claims and research]

Alpidem is an imidazopyridine partial agonist that also shows relative selectivity for the type I benzodiazepine receptor. Studies have shown an anxiolytic effect comparable with the classic benzodiazepines, but with an improved adverse effect profile (Pancheri et al. 1993). It has also been compared with buspirone in patients with generalized anxiety disorder and shown to be more rapidly effective and again to have a more favorable adverse effect profile (Legris et al. 1993). Longer-term studies with alpidem have shown that tolerance does not occur, and no significant problems of withdrawal on discontinuation were found (Chevalier et al. 1993). Alpidem was licensed in France for the treatment of anxiety but has now been suspended because of recent reports of alpidem-induced hepatic dysfunction. The reason for this is unclear, but it may be a reflection of the fact that alpidem also binds to peripheral benzodiazepine receptors, which are present in high density in the liver.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Oxalyl chloride
Spectrum DetailBack Directory
[Spectrum Detail]

Alpidem(82626-01-5)1HNMR
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