Basic information
- Standard SMILES
CCCN(CCC)C(=O)Cc1c(-c2ccc(Cl)cc2)nc2ccc(Cl)cn12- InChIKey
JRTIDHTUMYMPRU-UHFFFAOYSA-N- Molecular formula
- C21H23Cl2N3O
- Average molar mass
- 404.3 g/mol
- Monoisotopic mass
- 403.12181772
Overview
Alpidem is a member of imidazoles.
Names & identifiers
- Preferred name
- Alpidem
- IUPAC
- 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
- English name
- Alpidem
- Molecular formula
- C21H23Cl2N3O
- Molecular weight
- 404.33
Names & synonyms
Show more names
Database identifiers
- CAS
82626-01-5- PubChem CID
- 54897
- DTXSID
DTXSID8049046- ChEMBL
CHEMBL54349- ChEBI
CHEBI:135649- UNII
- I93SC245QZ
- EC Number
- 689-420-9
- Nikkaji
- J33.130I
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 37.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 7
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 478
Physicochemical properties
- Melting point
- 136 · 136-138°C
- Density
- 1.24 · 1.24±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- 10 mg/mL · DMSO: ≥10mg/mL
- pka
- 4.74 · 4.74±0.50(Predicted)
- form
- powder
- color
- white to tan
- FDA UNII
- 93 SC245QZ · I93SC245QZ
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Alpidem
vMost-DILI-concern
8
Withdrawn
DOI:10.1016/j.drudis.2016.02.015
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.
Applications
DescriptionAlpidem 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.
UsesA peripheral benzodiazepine GABAA receptor ligand, a new anxiolytic
Upstream & downstream products
Upstream raw materials
Suppliers23 total
Additional notes
DefinitionChEBI: Alpidem is a member of imidazoles.
Related reactions
No reaction records under the current filter.
Linked notes
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