Zolpidem

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

What is the Zolpidem?

The molecule Zolpidem presents a molecular formula of C19H21N3O and its IUPAC name is N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide.

Zolpidem is a sedative that is used to treat insomnia. It is structurally similar to benzodiazepines and acts on the same receptors in the brain. Zolpidem is a short-acting drug that is taken just before bedtime. It is generally well-tolerated, but can cause side effects such as drowsiness, headaches, and dizziness..

3D structure

Cartesian coordinates

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

2D drawing

 

Zolpidem ZAFYATHCZYHLPB-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Zolpidem

 

Molecule descriptors

 
IUPAC nameN,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
InChI codeInChI=1S/C19H21N3O/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19/h5-10,12H,11H2,1-4H3
InChI KeyZAFYATHCZYHLPB-UHFFFAOYSA-N
SMILESCc1ccc(-c2nc3ccc(C)cn3c2CC(=O)N(C)C)cc1

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.

  • 294Z936
  • 6-methyl-N,N-dimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
  • 7K383OQI23
  • 82626-48-0
  • AB00698471-07
  • AB00698471_09
  • AS-35386
  • BCP10205
  • BDBM26266
  • BIDD:GT0785
  • BSPBio_002278
  • C07219
  • CCG-213403
  • CS-1468
  • D08690
  • DB00425
  • DSSTox_CID_25946
  • DSSTox_GSID_45946
  • DSSTox_RID_81244
  • GTPL4348
  • GTPL4362
  • HMS1922F22
  • HY-17441
  • Imidazo(1,2-a)pyridine-3-acetamide, N,N,6-trimethyl-2-(4-methylphenyl)-
  • N,N,6-TRIMETHYL-2-P-TOLYL-IMIDAZO(1,2-A)PYRIDINE-3-ACETAMIDE
  • N,N,6-Trimethyl-2-(4-Methyl Phenyl) Imidazo [1,2-alpha] Pyridine-3-Acetamide
  • N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2-a)pyridine-3-acetamide
  • N,N,6-Trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
  • N,N,6-Trimethyl-2-p-tolylimidazo[1,2-a]pyridine-3-acetamide
  • N,N-Dimethyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide
  • N,N-Dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
  • N,N-Dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide #
  • N,N-dimethyl-2-[(4S)-6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
  • N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide.
  • N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[3,2-a]pyridin-3-yl]acetamide
  • NCGC00095179-01
  • NCGC00095179-02
  • NCGC00095179-03
  • NCGC00095179-04
  • NCGC00095179-05
  • Q218842
  • SL 80-0750
  • SL 800750
  • SL 800750; SL-800750; SL800750
  • SL-800750
  • SL800750
  • SPECTRUM1505369
  • SR-01000763006
  • SR-01000763006-3
  • STK627113
  • Sanval
  • Z-100
  • Zolpidem
  • Zolpidem (INN)
  • Zolpidem D6
  • Zolpidem civ
  • Zolpidemum
  • [3H]zolpidem
  • zolpidem
  • zolpidem Ambien

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3876
  • CAS-82626-48-0
  • UNII-7K383OQI23
  • AKOS005560130
  • BRD-K44876623-001-01-1
  • DTXSID7045946
  • CHEMBL911
  • CHEBI:10125
  • Tox21_111471
  • Tox21_111471_1
  • SCHEMBL80516

Physico-Chemical properties

IUPAC nameN,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
Molecular formulaC19H21N3O
Molecular weight307.39
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity93.04
LogP3.2
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.