(S)-Terodiline

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

What is the (S)-Terodiline?

The molecule (S)-Terodiline presents a molecular formula of C20H27N and its IUPAC name is (2S)-N-tert-butyl-4,4-diphenylbutan-2-amine.

S-Terodiline is a molecule that is used as an antidepressant. It is a member of the class of drugs known as monoamine oxidase inhibitors (MAOIs). MAOIs work by preventing the breakdown of monoamines, which are chemicals that are involved in mood regulation. S-Terodiline is thought to work by increasing the levels of norepinephrine and serotonin in the brain..

S-Terodiline was first synthesized in the 1960s. It was initially tested as a treatment for hypertension, but it was found to be ineffective for this purpose. In the 1970s, it was investigated as an antidepressant, and it was found to be effective in treating depression. However, it was not until the 1990s that S-Terodiline was approved for use as an antidepressant in the United States..

S-Terodiline is generally well-tolerated. The most common side effects include dry mouth, constipation, and dizziness. Less common side effects include headache, nausea, and vomiting. S-Terodiline can also cause an increase in blood pressure, so it is important to monitor blood pressure levels when taking this medication..

S-Terodiline is an effective antidepressant that is generally well-tolerated. It is important to monitor blood pressure levels when taking this medication..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Terodiline UISARWKNNNHPGI-INIZCTEOSA-N chemical compound 2D structure molecule svg
(S)-Terodiline

 

Molecule descriptors

 
IUPAC name(2S)-N-tert-butyl-4,4-diphenylbutan-2-amine
InChI codeInChI=1S/C20H27N/c1-16(21-20(2,3)4)15-19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,16,19,21H,15H2,1-4H3/t16-/m0/s1
InChI KeyUISARWKNNNHPGI-INIZCTEOSA-N
SMILESC[C@@H](CC(c1ccccc1)c1ccccc1)NC(C)(C)C

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.

  • (-)-Terodiline
  • (S)-(-)-Terodiline
  • (S)-(?)-Terodiline
  • (S)-Terodiline
  • 6DV7LO1QN8
  • 98831-49-3
  • BENZENEPROPANAMINE, N-(1,1-DIMETHYLETHYL)-.ALPHA.-METHYL-.GAMMA.-PHENYL-, (.ALPHA.S)-
  • BENZENEPROPANAMINE, N-(1,1-DIMETHYLETHYL)-.ALPHA.-METHYL-.GAMMA.-PHENYL-, (S)-
  • Benzenepropanamine, N-(1,1-dimethylethyl)-alpha-methyl-gamma-phenyl-, (S)-
  • Benzenepropanamine, N-(1,1-dimethylethyl)-alpha-methyl-gamma-phenyl-, (alphaS)-
  • Terodiline, (S)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1481798
  • UNII-6DV7LO1QN8

Physico-Chemical properties

IUPAC name(2S)-N-tert-butyl-4,4-diphenylbutan-2-amine
Molecular formulaC20H27N
Molecular weight281.435
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity92.38
LogP5.4
Topological polar surface area12.0

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.