Alpidem

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Alpidem are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Alpidem?

The molecule Alpidem presents a molecular formula of C21H23Cl2N3O and its IUPAC name is 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide.

Alpidem is a molecule that belongs to a class of compounds known as imidazopyridines. It is a potent and selective agonist of the benzodiazepine site of the GABAA receptor, which is a type of neurotransmitter receptor that is involved in the regulation of anxiety, sleep, and muscle relaxation..

Alpidem was developed as a potential treatment for anxiety and insomnia, and it has been studied in clinical trials for these indications. It has a unique mechanism of action compared to other benzodiazepines, as it selectively activates the GABAA receptor subtype known as the alpha-1 subunit. This subunit is thought to play a key role in the anxiolytic (anxiety-reducing) and hypnotic (sleep-inducing) effects of benzodiazepines..

Alpidem has a rapid onset of action and is thought to have a lower risk of dependence and abuse compared to traditional benzodiazepines. However, it can still cause side effects such as dizziness, drowsiness, and impaired memory and cognition..

While alpidem has shown promise as a treatment for anxiety and insomnia, it is not currently approved for use in any country. Further research is needed to determine its safety and effectiveness for these indications..

Summary

From all the above, this molecule is a molecule that belongs to the imidazopyridine class and acts as an agonist of the GABAA receptor's benzodiazepine site. It has been studied as a potential treatment for anxiety and insomnia, but it is not currently approved for use. Further research is needed to determine its safety and effectiveness..

3D structure

Cartesian coordinates

Geometry of Alpidem in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Alpidem JRTIDHTUMYMPRU-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Alpidem

 

Molecule descriptors

 
IUPAC name2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
InChI codeInChI=1S/C21H23Cl2N3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-7-16(22)8-6-15)24-19-10-9-17(23)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3
InChI KeyJRTIDHTUMYMPRU-UHFFFAOYSA-N
SMILESCCCN(CCC)C(=O)Cc1c(-c2ccc(Cl)cc2)nc2ccc(Cl)cn12

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 2-(6-Chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dipropylacetamide
  • 2-(6-chloro-2-(4-chlorophenyl)H-imidazo[1,2-a]pyridin-3-yl)-N,N-dipropylacetamide
  • 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
  • 6-Chlor-2-(4-chlorphenyl)-N,N-dipropylimidazol(1,2-a)pyridin-3-acetamid
  • 6-Chloro-2-(p-chlorophenyl)-N,N-dipropylimidazo(1,2-a)pyridine-3-acetamide
  • 82626-01-5
  • A930152
  • ALPIDEM
  • Alpidem
  • Alpidem (USAN/INN)
  • Alpidem-[d14]
  • Alpidemum
  • Ananxyl
  • BDBM22041
  • CS-W013866
  • D02833
  • DSSTox_CID_28972
  • DSSTox_GSID_49046
  • DSSTox_RID_83237
  • FT-0630911
  • HY-W013150
  • I93SC245QZ
  • Imidazo(1,2-a)pyridine-3-acetamide, 6-chloro-2-(4-chlorophenyl)-N,N-dipropyl-
  • NCGC00182850-01
  • NCGC00182850-02
  • PDSP1_000633
  • PDSP2_000628
  • Q4735440
  • S-800342
  • SL 80.0342-00
  • SL-80.0342-00
  • SR-01000944944
  • SR-01000944944-1

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC599598
  • CAS-82626-01-5
  • UNII-I93SC245QZ
  • AKOS016014168
  • DTXSID8049046
  • CHEMBL54349
  • CHEBI:135649
  • Tox21_113593
  • Tox21_113593_1
  • SCHEMBL122619

Physico-Chemical properties

IUPAC name2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
Molecular formulaC21H23Cl2N3O
Molecular weight404.333
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity112.36
LogP5.5
Topological polar surface area37.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.