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

What is the (R)-Zopiclone?

The molecule (R)-Zopiclone presents a molecular formula of C17H17ClN6O3 and its IUPAC name is [(7R)-6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate.

R-Zopiclone is a molecule that acts as a sedative and hypnotic drug. It is a member of the class of drugs known as benzodiazepines, which act by depressing the central nervous system. Zopiclone is sold under the brand names Imovane and Zimovane. It is used for the treatment of insomnia and other sleep disorders..

Zopiclone is a white, crystalline powder that is insoluble in water. It has a molecular weight of 342.7 and a molecular formula of C17H17ClN6O3. The drug is metabolized in the liver and excreted in the urine..

Zopiclone is a Schedule IV controlled substance in the United States and a Schedule III controlled substance in Canada. It is a prescription drug and is not available over-the-counter..

Zopiclone is generally well-tolerated and side effects are rare. The most common side effects include dizziness, headache, and nausea. Zopiclone can cause drowsiness and should not be used if you are planning to drive or operate machinery..

If you are taking zopiclone, it is important to tell your doctor if you are pregnant or breastfeeding. Zopiclone should not be used during pregnancy unless the benefits outweigh the risks. The drug is excreted in breast milk and could potentially cause drowsiness in a nursing infant..

Zopiclone is a safe and effective medication for the treatment of insomnia. However, like all drugs, it has potential side effects and should be used with caution. If you experience any side effects, please contact your doctor..

3D structure

Cartesian coordinates

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

2D drawing


(R)-Zopiclone GBBSUAFBMRNDJC-MRXNPFEDSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name[(7R)-6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate
InChI codeInChI=1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3/t16-/m1/s1

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.

  • (-)-(5R)-6-(5-Chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)pyrazin-5-yl 4-methylpiperazine-1-carboxylate
  • (-)-Zopiclone
  • (5R)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate
  • (5R)-zopiclone
  • (R)-Zopiclone
  • (R)-zolpiclone
  • 1-Piperazinecarboxylic acid, 4-methyl-, (5R)-6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester
  • 138680-08-7
  • 7A997Q53NR
  • Lopac-Z-4900
  • NCGC00016108-01
  • NCGC00016108-02
  • NCGC00016108-03
  • NCGC00016108-07
  • NCGC00016108-08
  • NCGC00024993-01
  • Q27124198
  • R-Zopiclone
  • Tocris-1094
  • ZPC
  • Zopiclone, (R)-
  • [(7R)-6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC19632839
  • UNII-7A997Q53NR
  • DTXSID40160758
  • CHEMBL250053
  • CHEBI:53762
  • SCHEMBL2779919

Physico-Chemical properties

IUPAC name[(7R)-6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate
Molecular formulaC17H17ClN6O3
Molecular weight388.808
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity106.96
Topological polar surface area91.8

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.