(S)-Didemethylamino Citalopram Carboxylic Acid

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

What is the (S)-Didemethylamino Citalopram Carboxylic Acid?

The molecule (S)-Didemethylamino Citalopram Carboxylic Acid presents a molecular formula of C18H14FNO3 and its IUPAC name is 3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]propanoic acid.

Citalopram is an antidepressant medication that is used to treat major depressive disorder. It is also used to treat anxiety disorders, obsessive-compulsive disorder, and panic disorder. The active ingredient in citalopram is (S)-didemethylamino citalopram carboxylic acid..

Citalopram works by increasing the levels of serotonin in the brain. Serotonin is a neurotransmitter that plays a role in mood and emotion. By increasing the levels of serotonin, citalopram helps to improve mood and relieve symptoms of depression..

Citalopram exists as a tablet and a solution. It is typically taken once daily, with or without food. The usual starting dose is 20 mg per day. The dose may be increased to a maximum of 60 mg per day..

Common side effects of citalopram include nausea, diarrhea, dry mouth, fatigue, and insomnia. Citalopram can also cause sexual side effects, such as decreased libido and anorgasmia..

Citalopram is a safe and effective medication for treating depression. However, it is important to be aware of the potential side effects. If you experience any side effects, be sure to talk to your doctor..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Didemethylamino Citalopram Carboxylic Acid JSYNRZJODZWUKX-SFHVURJKSA-N chemical compound 2D structure molecule svg
(S)-Didemethylamino Citalopram Carboxylic Acid

 

Molecule descriptors

 
IUPAC name3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]propanoic acid
InChI codeInChI=1S/C18H14FNO3/c19-15-4-2-14(3-5-15)18(8-7-17(21)22)16-6-1-12(10-20)9-13(16)11-23-18/h1-6,9H,7-8,11H2,(H,21,22)/t18-/m0/s1
InChI KeyJSYNRZJODZWUKX-SFHVURJKSA-N
SMILESN#Cc1ccc2c(c1)CO[C@@]2(CCC(=O)O)c1ccc(F)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.

  • (S)-Didemethylamino Citalopram Carboxylic Acid
  • 3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]propanoic acid
  • 766508-94-5

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC30731228
  • DTXSID20462080

Physico-Chemical properties

IUPAC name3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]propanoic acid
Molecular formulaC18H14FNO3
Molecular weight311.307
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity80.58
LogP3.3
Topological polar surface area70.3

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.