(S)-Nitrendipine

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

What is the (S)-Nitrendipine?

The molecule (S)-Nitrendipine presents a molecular formula of C18H20N2O6 and its IUPAC name is 5-O-ethyl 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

S-Nitrendipine is a molecule that has a wide range of applications in the medical field. It is most commonly used as a vasodilator, which means that it helps to widen blood vessels and improve blood flow. This can be helpful in treating conditions like hypertension, or high blood pressure. Additionally, S-Nitrendipine has also been shown to be effective in treating migraines and cluster headaches..

The mechanism of action of S-Nitrendipine is not fully understood, but it is thought to work by inhibiting the calcium channels in blood vessels. This helps to relax the vessels and improve blood flow. Additionally, S-Nitrendipine may also work to decrease the production of nitric oxide, which is a molecule that can contribute to vasoconstriction..

S-Nitrendipine exists as a tablet, and it is typically taken two to three times per day. The most common side effects of S-Nitrendipine are headache, dizziness, and flushing. However, more serious side effects are possible, and you should always speak to your doctor before starting any new medication..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Nitrendipine PVHUJELLJLJGLN-INIZCTEOSA-N chemical compound 2D structure molecule svg
(S)-Nitrendipine

 

Molecule descriptors

 
IUPAC name5-O-ethyl 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
InChI codeInChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3/t16-/m0/s1
InChI KeyPVHUJELLJLJGLN-INIZCTEOSA-N
SMILESCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)[C@@H]1c1cccc([N+](=O)[O-])c1

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)-NITRENDIPINE
  • (-)-BAY-E-5009
  • (-)-Nitrendipine
  • (S)-(-)-NITRENDIPINE
  • (S)-NITRENDIPINE
  • (S)-Nitrendipine
  • 3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, ETHYL METHYL ESTER, (S)-
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (4S)-
  • 5-O-ethyl 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  • 80873-62-7
  • I3TBK07DB4
  • NCGC00016844-01
  • Nitrendipine, (S)-
  • Q27895574
  • S(-)-Nitrendipine

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC84403367
  • CAS-39562-70-4
  • UNII-I3TBK07DB4
  • DTXSID501316710
  • CHEMBL251230
  • CHEBI:135522
  • SCHEMBL120983

Physico-Chemical properties

IUPAC name5-O-ethyl 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Molecular formulaC18H20N2O6
Molecular weight360.361
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity99.33
LogP3.4
Topological polar surface area110.5

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.