(R)-Venlafaxine

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

What is the (R)-Venlafaxine?

The molecule (R)-Venlafaxine presents a molecular formula of C17H27NO2 and its IUPAC name is 1-[(1R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol.

Venlafaxine is a serotonin and norepinephrine reuptake inhibitor (SNRI) antidepressant. It is used to treat major depressive disorder, anxiety disorders, and panic disorder. .

Venlafaxine works by increasing the levels of serotonin and norepinephrine in the brain. These are two neurotransmitters that are known to play a role in mood and anxiety. .

Venlafaxine exists as an extended-release capsule or an immediate-release tablet. The extended-release capsule is usually taken once a day, with or without food. The immediate-release tablet is usually taken two or three times a day, with or without food. .

Common side effects of venlafaxine include nausea, headache, dry mouth, sweating, and dizziness. Venlafaxine can also cause an increase in blood pressure, so it is important to monitor your blood pressure closely if you are taking this medication. .

If you are considering taking venlafaxine, it is important to talk to your doctor about the potential risks and benefits. Venlafaxine is a powerful medication and should be used with caution..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-Venlafaxine PNVNVHUZROJLTJ-INIZCTEOSA-N chemical compound 2D structure molecule svg
(R)-Venlafaxine

 

Molecule descriptors

 
IUPAC name1-[(1R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
InChI codeInChI=1S/C17H27NO2/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14/h7-10,16,19H,4-6,11-13H2,1-3H3/t16-/m0/s1
InChI KeyPNVNVHUZROJLTJ-INIZCTEOSA-N
SMILESCOc1ccc([C@H](CN(C)C)C2(O)CCCCC2)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.

  • (?)-Venlafaxine
  • (R)-1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexan-1-ol
  • (R)-Venlafaxine
  • 1-((1R)-2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol
  • 1-[(1R)-2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol
  • 1-[(1R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
  • 93413-46-8
  • B33212715Z
  • BDBM50400816
  • Cyclohexanol, 1-((1R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-
  • Cyclohexanol, 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-, (R)-
  • R-Venlafaxine
  • Venlafaxine, (R)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC896698
  • UNII-B33212715Z
  • AKOS030240934
  • DTXSID90430837
  • CHEMBL251694
  • SCHEMBL60857

Physico-Chemical properties

IUPAC name1-[(1R)-2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
Molecular formulaC17H27NO2
Molecular weight277.402
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity83.14
LogP3.0
Topological polar surface area32.7

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.