Please Wait
Applying Filters...
Menu
Xls
2D Structure
Also known as: 132036-88-5, Ramosetron [inn], (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone, 7zro0sc54y, Chembl1643895, Ramosetron (inn)
Molecular Formula
C17H17N3O
Molecular Weight
279.34  g/mol
InChI Key
NTHPAPBPFQJABD-LLVKDONJSA-N
FDA UNII
7ZRO0SC54Y

Ramosetron is a serotonin 5-HT3 receptor antagonist commonly employed to treat nausea and vomiting, in addition to certain diarrheal conditions. It is believed to have higher potency and longer antiemetic action than other 1st generation 5-HT3 antagonists such as ondansetron. Currently, ramosetron is only approved for use Japan and in certain Southeast Asian countries.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone
2.1.2 InChI
InChI=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
2.1.3 InChI Key
NTHPAPBPFQJABD-LLVKDONJSA-N
2.1.4 Canonical SMILES
CN1C=C(C2=CC=CC=C21)C(=O)C3CCC4=C(C3)NC=N4
2.1.5 Isomeric SMILES
CN1C=C(C2=CC=CC=C21)C(=O)[C@@H]3CCC4=C(C3)NC=N4
2.2 Other Identifiers
2.2.1 UNII
7ZRO0SC54Y
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-((1-methyl-3-indolyl)carbonyl)-4,5,6,7-tetrahydro-1h-benzimidazol

2. Methanone, (1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzimidazol-5-yl)-, Monohydrochloride, (r)-

3. Nasea

4. Ramosetron Hydrochloride

5. Ym 060

6. Ym-060

7. Ym060

2.3.2 Depositor-Supplied Synonyms

1. 132036-88-5

2. Ramosetron [inn]

3. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone

4. 7zro0sc54y

5. Chembl1643895

6. Ramosetron (inn)

7. (r)-(1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzo[d]imidazol-6-yl)methanone

8. Unii-7zro0sc54y

9. Nor-ym 060

10. Ramosetron [mi]

11. Ramosetron [who-dd]

12. Schembl16701

13. Gtpl2301

14. Dtxsid0043842

15. Chebi:135156

16. Zinc5116719

17. Bdbm50334454

18. (-)-(r)-1-methylindol-3-yl 4,5,6,7-tetrahydro-5-benzimidazolylketone

19. Akos015896003

20. Db09290

21. R-146

22. D08466

23. A806353

24. Ar-270/43507766

25. Q2979523

26. (-)-(r)-1-methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl Ketone

27. (-)-(r)-1-methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl Ketone.

28. (1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzimidazol-6-yl)methanone

29. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone.

30. (r)-(-)-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole

31. (r)-5-[(1-methylindole-3-yl)carbonyl]-4,5,6,7-tetrahydro-1h-bezimidazole

32. Methanone, (1-methyl-1h-indol-3-yl)[(6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl]-

33. Methanone,(1-methyl-1h-indol-3-yl)[(6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl]-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 279.34 g/mol
Molecular Formula C17H17N3O
XLogP32.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass279.137162174 g/mol
Monoisotopic Mass279.137162174 g/mol
Topological Polar Surface Area50.7 Ų
Heavy Atom Count21
Formal Charge0
Complexity413
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of nausea and vomiting and diarrhea-predominant irritable bowel syndrome in males.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Serotonin Antagonists

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS. (See all compounds classified as Serotonin Antagonists.)


Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)