(R)-Methixene

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

What is the (R)-Methixene?

The molecule (R)-Methixene presents a molecular formula of C20H23NS and its IUPAC name is (3R)-1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine.

R-Methixene is a molecule with a chiral center at the carbon atom bearing the methoxy group. The compound has been used as an antipsychotic medication, but its clinical usefulness is limited by side effects such as drowsiness and dry mouth..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-Methixene MJFJKKXQDNNUJF-OAHLLOKOSA-N chemical compound 2D structure molecule svg
(R)-Methixene

 

Molecule descriptors

 
IUPAC name(3R)-1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine
InChI codeInChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3/t15-/m1/s1
InChI KeyMJFJKKXQDNNUJF-OAHLLOKOSA-N
SMILESCN1CCC[C@H](CC2c3ccccc3Sc3ccccc32)C1

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.

  • (3R)-1-Methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine
  • (R)-Methixene
  • 115511-21-2
  • E7XFS6Q3J7
  • Methixene, (R)-
  • Metixene, (R)-
  • Piperidine, 1-methyl-3-(9H-thioxanthen-9-ylmethyl)-, (3R)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1481877
  • UNII-E7XFS6Q3J7
  • SCHEMBL149673

Physico-Chemical properties

IUPAC name(3R)-1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine
Molecular formulaC20H23NS
Molecular weight309.468
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity98.36
LogP5.0
Topological polar surface area28.5

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.