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Alpidem

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Alpidem Basic information

Product Name:
Alpidem
Synonyms:
  • ALPIDEM
  • 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
  • SL 80.0342-00
  • 6-Chloro-2-(4-chlorophenyl)-N,N-dipropyl-imidazo[1,2-a]pyridine-3-acetamide
  • 6-Chlor-2-(4-chlorphenyl)-N,N-dipropylimidazol(1,2-A)pyridin-3-acetamid
  • Alpidemum
  • Alpidemum [latin]
CAS:
82626-01-5
MF:
C21H23Cl2N3O
MW:
404.33
Product Categories:
  • Pharmaceuticals
  • Aromatics Compounds
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
Mol File:
82626-01-5.mol
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Alpidem Chemical Properties

Melting point:
136-138°C
Density 
1.24±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
DMSO: ≥10mg/mL
pka
4.74±0.50(Predicted)
form 
powder
color 
white to tan
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Alpidem Usage And Synthesis

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.

Chemical Properties

White to Off-White Solid

Originator

Synthelabo (France)

Uses

A peripheral benzodiazepine GABAA receptor ligand, a new anxiolytic

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.

Alpidem Preparation Products And Raw materials

Raw materials

AlpidemSupplier

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