(R)-Mirtazapine

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

What is the (R)-Mirtazapine?

The molecule (R)-Mirtazapine presents a molecular formula of C17H19N3 and its IUPAC name is (7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene.

R-Mirtazapine is an antidepressant medication that is used to treat major depressive disorder. It is a member of the class of drugs known as monoamine oxidase inhibitors (MAOIs). R-Mirtazapine is thought to work by increasing the levels of norepinephrine and serotonin in the brain. These chemicals are thought to be involved in the regulation of mood..

R-Mirtazapine was first approved for use in the United States in 1996. It exists in both tablet and liquid form. The usual starting dose is 15 mg per day. The dose may be increased to a maximum of 45 mg per day..

R-Mirtazapine is generally well-tolerated. The most common side effects include drowsiness, dry mouth, and weight gain. R-Mirtazapine may also cause an increase in blood pressure. This effect is usually temporary and goes away with continued use of the medication..

R-Mirtazapine is a safe and effective medication for the treatment of major depressive disorder. It is generally well-tolerated with few side effects..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-Mirtazapine RONZAEMNMFQXRA-INIZCTEOSA-N chemical compound 2D structure molecule svg
(R)-Mirtazapine

 

Molecule descriptors

 
IUPAC name(7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene
InChI codeInChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3/t16-/m0/s1
InChI KeyRONZAEMNMFQXRA-INIZCTEOSA-N
SMILESCN1CCN2c3ncccc3Cc3ccccc3[C@@H]2C1

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.

  • (-)-Mirtazapine
  • (7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene
  • (7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.0?,?.0?,??]nonadeca-1(15),8,10,12,16,18-hexaene
  • (7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8(13),9,11,16,18-hexaene
  • (R)-1,2,3,4,10,14b-Hexahydro-2-methylpyrazino(2,1-a)pyrido(2,3-c)(2)benzazepine
  • (R)-6-AZAMIANSERIN
  • (R)-Mirtazapine
  • (R)-ORG 3770
  • 0UF1VD57JD
  • 61364-37-2
  • BIDD:GT0798
  • CS-0111887
  • EN300-59238
  • HMS2231D15
  • HMS3259D15
  • HY-B0352B
  • J279.610D
  • MLS001165757
  • Mirtazapine, (R)-
  • NC00656
  • Org 44-19
  • Org-44-19
  • PDSP1_001531
  • PDSP2_001515
  • PYRAZINO(2,1-A)PYRIDO(2,3-C)(2)BENZAZEPINE, 1,2,3,4,10,14B-HEXAHYDRO-2-METHYL-, (R)-
  • Q27166549
  • R-(-)-Mirtazapine
  • R-Mirtazapine
  • SMR000550486
  • Z1258578357

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC509
  • UNII-0UF1VD57JD
  • AKOS030254936
  • DTXSID80210281
  • CHEMBL608847
  • CHEBI:94765
  • EINECS 262-735-5
  • SCHEMBL8271559

Physico-Chemical properties

IUPAC name(7R)-5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene
Molecular formulaC17H19N3
Molecular weight265.353
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity88.00
LogP2.5
Topological polar surface area19.4

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.