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Technical details about Ramosetron HCl, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: 132907-72-3, Ramosetron hcl, Nasea, Irribow, Ym060, Ym-060
Molecular Formula
C17H18ClN3O
Molecular Weight
315.8  g/mol
InChI Key
XIXYTCLDXQRHJO-RFVHGSKJSA-N
FDA UNII
9551LHD87E

Ramosetron Hydrochloride is the hydrochloride salt of ramosetron, a selective serotonin (5-HT) receptor antagonist with potential antiemetic activity. Upon administration, ramosetron selectively binds to and blocks the activity of 5-HT subtype 3 (5-HT3) receptors located in the vagus nerve terminal and in the vomiting center in the central nervous system (CNS), suppressing chemotherapy-induced nausea and vomiting.
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;hydrochloride
2.1.2 InChI
InChI=1S/C17H17N3O.ClH/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);1H/t11-;/m1./s1
2.1.3 InChI Key
XIXYTCLDXQRHJO-RFVHGSKJSA-N
2.1.4 Canonical SMILES
CN1C=C(C2=CC=CC=C21)C(=O)C3CCC4=C(C3)NC=N4.Cl
2.1.5 Isomeric SMILES
CN1C=C(C2=CC=CC=C21)C(=O)[C@@H]3CCC4=C(C3)NC=N4.Cl
2.2 Other Identifiers
2.2.1 UNII
9551LHD87E
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

5. Ym 060

6. Ym-060

7. Ym060

2.3.2 Depositor-Supplied Synonyms

1. 132907-72-3

2. Ramosetron Hcl

3. Nasea

4. Irribow

5. Ym060

6. Ym-060

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

8. Ym 060

9. Ramosetron.hcl

10. Ramosetron (hydrochloride)

11. (r)-(-)-ramosetron Hydrochloride

12. 9551lhd87e

13. Dsstox_cid_1223

14. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone;hydrochloride

15. (r)-5-((1-methyl-3-indolyl)carbonyl)-4,5,6,7-tetrahydro-1h-benzimidazole Hydrochloride

16. Dsstox_rid_76021

17. Dsstox_gsid_21223

18. Ramosetron Hydrochloride (jan)

19. Ramosetron Hydrochloride [jan]

20. Ccris 7704

21. Cas-132907-72-3

22. (r)-(1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-

23. Unii-9551lhd87e

24. (r)-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1h-benzimidazole Hydrochloride

25. Nasea Od

26. (-)-(r)-5-((1-methyl-1h-indol-3-yl)carbonyl)-4,5,6,7-tetrahydro-1h-benzimidazole Monohydrochloride

27. (-)-(r)-5-[(1-methyl-1h-indol-3-yl)carbonyl]-4,5,6,7-tetrahydro-1h-benzimidazole Monohydrochloride

28. Methanone, (1-methyl-1h-indol-3-yl)((6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl)-, Hydrochloride (1:1)

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

30. Irribow (tn)

31. Nasea (tn)

32. Ramosetron Hydrochloride,(s)

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

34. Schembl447023

35. Chembl3181841

36. Dtxsid3021223

37. Chebi:32088

38. Act02590

39. Amy15420

40. Hy-b0595

41. Ym060ym-060

42. Tox21_112441

43. Mfcd19441800

44. Ramosetron Hydrochloride [mi]

45. S3723

46. Akos015895434

47. Tox21_112441_1

48. Ccg-267653

49. Ks-1311

50. Ramosetron Hydrochloride [mart.]

51. Ncgc00167437-02

52. Ramosetron Hydrochloride [who-dd]

53. (1-methyl-1h-indol-3-yl)[(5r)-4,5,6,7-tetrahydro-1h-benzimidazol-5-yl]methanone Hydrochloride

54. (1-methyl-1h-indol-3-yl)[(6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl]methanone Hydrochloride

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

56. R-145

57. D02016

58. 907r723

59. A806524

60. Q27271742

61. (r)-(-)-5-[(1-methylindol-3-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole Hydrochloride

62. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone;hydrochloride.

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

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 315.8 g/mol
Molecular Formula C17H18ClN3O
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass315.1138399 g/mol
Monoisotopic Mass315.1138399 g/mol
Topological Polar Surface Area50.7 Ų
Heavy Atom Count22
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 Count2
4 Pharmacology and Biochemistry
4.1 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.)