Eprosartan

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

What is the Eprosartan?

The molecule Eprosartan presents a molecular formula of C23H24N2O4S and its IUPAC name is 4-[[2-butyl-5-[(E)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic acid.

Eprosartan is a molecule that belongs to the class of molecules known as angiotensin receptor blockers (ARBs). It is used as a medication to treat high blood pressure and congestive heart failure. Eprosartan works by blocking the action of angiotensin II, a hormone that causes blood vessels to constrict. This results in a decrease in blood pressure..

Eprosartan was first approved for use in the United States in 1998. It exists in tablet form. The usual dose is 100-400 mg once daily. Eprosartan can be used alone or in combination with other blood pressure medications..

Common side effects of eprosartan include headache, dizziness, and fatigue. More serious side effects include kidney problems and low blood pressure. Eprosartan should not be used during pregnancy because it can cause harm to the developing fetus..

Eprosartan is a safe and effective medication for treating high blood pressure. It can be used alone or in combination with other blood pressure medications..

3D structure

Cartesian coordinates

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

2D drawing

 

Eprosartan OROAFUQRIXKEMV-LDADJPATSA-N chemical compound 2D structure molecule svg
Eprosartan

 

Molecule descriptors

 
IUPAC name4-[[2-butyl-5-[(E)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic acid
InChI codeInChI=1S/C23H24N2O4S/c1-2-3-6-21-24-14-19(12-18(23(28)29)13-20-5-4-11-30-20)25(21)15-16-7-9-17(10-8-16)22(26)27/h4-5,7-12,14H,2-3,6,13,15H2,1H3,(H,26,27)(H,28,29)/b18-12+
InChI KeyOROAFUQRIXKEMV-LDADJPATSA-N
SMILESCCCCc1ncc(/C=C(\Cc2cccs2)C(=O)O)n1Cc1ccc(C(=O)O)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.

  • (E)-2-BUTYL-1-(P-CARBOXYBENZYL)-.ALPHA.-2-THENYLIMIDAZOLE-5-ACRYLIC ACID
  • (E)-2-Butyl-1-(p-carboxybenzyl)-alpha-2-thenylimidazole-5-acrylic acid
  • (E)-3-[2-Butyl-1-[(4-carboxyphenyl)methyl]imidazol-5-yl]-2-(2-thienylmethyl)-2-propenoic acid
  • (E)-3-[2-n-butyl-1-{(4-carboxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid
  • (E)-4-((2-Butyl-5-(2-carboxy-3-(thiophen-2-yl)prop-1-en-1-yl)-1H-imidazol-1-yl)methyl)benzoic acid
  • (E)-4-((2-butyl-5-(2-carboxy-3-(thiophen-2-yl)prop-1-enyl)-1H-imidazol-1-yl)methyl)benzoic acid
  • (E)-alpha-[[2-Butyl-1-[(4-carboxyphenyl)-methyl]-1H-imidazol-5-yl]methylene]-2-thiophene Propanoic Acid
  • (E)-alpha-[[2-butyl-1-[(4carboxyphenyl)methyl]-1H-imidazol-5-yl]methylene]-2-thiophene propanoic acid
  • (E)-alpha{[2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazole-5-yl]methylene}-2-thiopheneproprionic acid
  • 1-[4-Carboxybenzyl]-2-butyl-alpha-[(2-thienyl)methyl]-1H-imidazole-5-propenoic acid
  • 133040-01-4
  • 2-THIOPHENEPROPANOIC ACID, .ALPHA.-((2-BUTYL-1-((4-CARBOXYPHENYL)METHYL)-LH-IMIDAZOL-5-YL)METHYLENE)-, (E)-
  • 2-Thiophenepropanoic acid, alpha-((2-butyl-1-((4-carboxyphenyl)methyl)-lH-imidazol-5-yl)methylene)-, (E)-
  • 2KH13Z0S0Y
  • 4-({2-butyl-5-[(1E)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoic acid
  • 4-({2-butyl-5-[(1E)-2-carboxy-3-(2-thienyl)prop-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoic acid
  • 4-({2-butyl-5-[(1E)-2-carboxy-3-(thiophen-2-yl)prop-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoic acid
  • 4-[[2-butyl-5-(2-carboxy-3-thiophen-2-yl-prop-1-enyl)imidazol-1-yl]methyl]benzoic acid
  • 4-[[2-butyl-5-(2-carboxy-3-thiophen-2-ylprop-1-enyl)-1-imidazolyl]methyl]benzoic acid
  • 4-[[2-butyl-5-[(E)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic acid
  • 4-[[2-butyl-5-[(E)-3-hydroxy-3-oxo-2-(thiophen-2-ylmethyl)prop-1-enyl]imidazol-1-yl]methyl]benzoic acid
  • 40E014
  • AB01275448-01
  • AB01275448_02
  • BCP02353
  • BCP9000656
  • BCPP000239
  • BDBM50011977
  • BIDD:GT0030
  • BS-20679
  • C07467
  • CS-0067582
  • D04040
  • DB00876
  • Eprosartan
  • Eprosartan (USAN/INN)
  • Eprozar
  • GTPL3940
  • GTPL588
  • HMS2089O10
  • HSDB 7521
  • HY-117743
  • J-006289
  • L000248
  • NCGC00164557-01
  • NCGC00164557-06
  • NCGC00164557-11
  • NCGC00164557-13
  • Q784717
  • SK&F 108566
  • SK&F-108566
  • SK-108566
  • SR-05000001450
  • SR-05000001450-1
  • STK618317
  • Teveten
  • [3H]-eprosartan
  • [3H]SK&F 108566
  • [3H]eprosartan

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC29319828
  • UNII-2KH13Z0S0Y
  • AKOS005552473
  • BRD-K67977190-066-01-5
  • DTXSID0022989
  • CHEMBL813
  • CHEBI:4814
  • CHEBI:94094
  • SCHEMBL4025

Physico-Chemical properties

IUPAC name4-[[2-butyl-5-[(E)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic acid
Molecular formulaC23H24N2O4S
Molecular weight424.513
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity118.16
LogP4.7
Topological polar surface area120.7

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.