Ramosetron

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

What is the Ramosetron?

The molecule Ramosetron presents a molecular formula of C17H17N3O and its IUPAC name is (1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone.

Ramosetron is a molecule that was first synthesized in the laboratory of Dr. Hiroshi Yamanaka at Osaka University in Japan. It is a member of the class of drugs known as 5-HT3 antagonists, which are used to treat nausea and vomiting. Ramosetron is the most potent and selective 5-HT3 antagonist available, and it is the only one that is approved for use in the United States..

Ramosetron works by binding to the 5-HT3 receptor, which belongs on the surface of cells in the gastrointestinal tract. This binding prevents the action of serotonin, a chemical that is known to stimulate vomiting. By blocking the action of serotonin, Ramosetron prevents nausea and vomiting..

Ramosetron exists in tablet form, and it is taken by mouth. The usual dose is 0.3 mg, taken once a day. Ramosetron can be taken with or without food..

Common side effects of Ramosetron include headache, constipation, and diarrhea. These side effects are usually mild and go away on their own..

Ramosetron is a safe and effective medication for the treatment of nausea and vomiting. It is well tolerated, with few side effects. Ramosetron is an important option for the treatment of nausea and vomiting, and it should be considered for use in all patients who suffer from these symptoms..

3D structure

Cartesian coordinates

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

2D drawing

 

Ramosetron NTHPAPBPFQJABD-LLVKDONJSA-N chemical compound 2D structure molecule svg
Ramosetron

 

Molecule descriptors

 
IUPAC name(1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone
InChI codeInChI=1S/C17H17N3O/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14/h2-5,9-11H,6-8H2,1H3,(H,18,19)/t11-/m1/s1
InChI KeyNTHPAPBPFQJABD-LLVKDONJSA-N
SMILESCn1cc(C(=O)[C@@H]2CCc3nc[nH]c3C2)c2ccccc21

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.

  • (-)-(R)-1-Methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl ketone
  • (-)-(R)-1-Methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl ketone.
  • (1-Methyl-1H-indol-3-yl)(4,5,6,7-tetrahydro-1H-benzimidazol-6-yl)methanone
  • (1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone
  • (1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone.
  • (R)-(-)-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole
  • (R)-(1-Methyl-1H-indol-3-yl)(4,5,6,7-tetrahydro-1H-benzo[d]imidazol-6-yl)methanone
  • (R)-5-[(1-Methylindole-3-yl)carbonyl]-4,5,6,7-Tetrahydro-1H-bezimidazole
  • 132036-88-5
  • 7ZRO0SC54Y
  • A806353
  • AR-270/43507766
  • BDBM50334454
  • D08466
  • DB09290
  • GTPL2301
  • METHANONE,(1-METHYL-1H-INDOL-3-YL)[(6R)-4,5,6,7-TETRAHYDRO-1H-BENZIMIDAZOL-6-YL]-
  • Methanone, (1-methyl-1H-indol-3-yl)[(6R)-4,5,6,7-tetrahydro-1H-benzimidazol-6-yl]-
  • Nor-YM 060
  • Q2979523
  • R-146
  • Ramosetron
  • Ramosetron (INN)

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC5116719
  • UNII-7ZRO0SC54Y
  • AKOS015896003
  • DTXSID0043842
  • CHEMBL1643895
  • CHEBI:135156
  • SCHEMBL16701

Physico-Chemical properties

IUPAC name(1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone
Molecular formulaC17H17N3O
Molecular weight279.336
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity82.49
LogP2.9
Topological polar surface area50.7

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.