A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the (R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide?

The molecule (R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide presents a molecular formula of C14H20N2O and its IUPAC name is (2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide.

R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide is a molecule that has a variety of potential applications in the medical and pharmaceutical fields. It has been shown to act as an antagonist at the α7 nicotinic acetylcholine receptor (nAChR), which is a target for many drugs used to treat Alzheimer's disease and other cognitive disorders. Additionally, R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide has been shown to modulate the activity of the dopamine transporter (DAT), which is responsible for the transport of dopamine into neurons. This suggests that the molecule could be used as a treatment for dopamine-related disorders such as Parkinson's disease. Finally, R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide has also been shown to inhibit the growth of cancer cells in vitro, suggesting that it could potentially be used as an anti-cancer agent..

3D structure

Cartesian coordinates

Geometry of (R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


(R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide SILRCGDPZGQJOQ-GFCCVEGCSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
InChI codeInChI=1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)/t12-/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.

  • (-)-2',6'-Pipecoloxylidide
  • (-)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
  • (2R)-Pipecoloxylidide
  • (R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
  • 2',6'-Pipecoloxylidide, (-)-
  • 27262-43-7
  • Demethylmepivacaine, (-)-
  • Desbutylbupivacaine, (-)-
  • I4587B32M8
  • N-Despropyl (R)-Ropivacaine
  • Q27280399

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC95618615
  • UNII-I4587B32M8
  • DTXSID70181714
  • SCHEMBL15428917

Physico-Chemical properties

IUPAC name(2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Molecular formulaC14H20N2O
Molecular weight232.321
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity75.79
Topological polar surface area44.6

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.