Chlortalidone, (R)-

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

What is the Chlortalidone, (R)-?

The molecule Chlortalidone, (R)- presents a molecular formula of C14H11ClN2O4S and its IUPAC name is 2-chloro-5-[(1R)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide.

Chlortalidone, (R)- is a molecule that has been shown to be effective in treating hypertension and heart failure. It is a member of the thiazide class of diuretics and works by inhibiting the reabsorption of chloride ions in the kidney. This leads to an increase in urine output and a reduction in blood pressure. Chlortalidone has a long half-life and is therefore taken once daily. It is generally well tolerated but can cause side effects such as hypotension, electrolyte imbalance, and gastrointestinal distress..

3D structure

Cartesian coordinates

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

2D drawing

 

Chlortalidone, (R)- JIVPVXMEBJLZRO-CQSZACIVSA-N chemical compound 2D structure molecule svg
Chlortalidone, (R)-

 

Molecule descriptors

 
IUPAC name2-chloro-5-[(1R)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide
InChI codeInChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)/t14-/m1/s1
InChI KeyJIVPVXMEBJLZRO-CQSZACIVSA-N
SMILESNS(=O)(=O)c1cc([C@]2(O)NC(=O)c3ccccc32)ccc1Cl

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.

  • 1441368-45-1
  • 2-Chloro-5-[[(1R)-1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol]-1-yl]benzenesulfonamide
  • BG985RL8SP
  • Benzenesulfonamide, 2-chloro-5-((1S)-2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl), (R)-
  • Chlortalidone, (R)-
  • chlortalidone Form I
  • chlortalidone Form III

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC20253
  • UNII-BG985RL8SP
  • CHEMBL255014
  • SCHEMBL827454

Physico-Chemical properties

IUPAC name2-chloro-5-[(1R)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide
Molecular formulaC14H11ClN2O4S
Molecular weight338.766
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity82.93
LogP3.0
Topological polar surface area117.9

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.