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ACTIVE PHARMA INGREDIENTS

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Chemistry

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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

Ramosetron HCl

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 Formula	C₁₇H₁₈ClN₃O
Molecular Weight	315.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	315.1138399 g/mol
Monoisotopic Mass	315.1138399 g/mol
Topological Polar Surface Area	50.7 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	413
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)

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