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2D Structure
Also known as: Ondansetron hcl, 99614-01-4, Zofran, Ondemet, Emeset, Ondansetron (hydrochloride)
Molecular Formula
C18H20ClN3O
Molecular Weight
329.8  g/mol
InChI Key
MKBLHFILKIKSQM-UHFFFAOYSA-N
FDA UNII
2999F27MAD

A competitive serotonin type 3 receptor antagonist. It is effective in the treatment of nausea and vomiting caused by cytotoxic chemotherapy drugs, including cisplatin, and has reported anxiolytic and neuroleptic properties.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one;hydrochloride
2.1.2 InChI
InChI=1S/C18H19N3O.ClH/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2;/h3-6,9-10,13H,7-8,11H2,1-2H3;1H
2.1.3 InChI Key
MKBLHFILKIKSQM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=NC=CN1CC2CCC3=C(C2=O)C4=CC=CC=C4N3C.Cl
2.2 Other Identifiers
2.2.1 UNII
2999F27MAD
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4h-carbazol-4-one, 1,2,3,9-tetrahydro-9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-

2. Dihydrate, Ondansetron Monohydrochloride

3. Gr 38032f

4. Gr-38032f

5. Gr38032f

6. Hydrochloride, Ondansetron

7. Monohydrochloride Dihydrate, Ondansetron

8. Monohydrochloride, Ondansetron

9. Odt, Zofran

10. Ondansetron

11. Ondansetron Monohydrochloride

12. Ondansetron Monohydrochloride Dihydrate

13. Ondansetron, (+,-)-isomer

14. Ondansetron, (r)-isomer

15. Ondansetron, (s)-isomer

16. Sn 307

17. Sn-307

18. Sn307

19. Zofran

20. Zofran Odt

2.3.2 Depositor-Supplied Synonyms

1. Ondansetron Hcl

2. 99614-01-4

3. Zofran

4. Ondemet

5. Emeset

6. Ondansetron (hydrochloride)

7. Zofran Odt

8. Nsc 665799

9. Ondansetronhydrochloride

10. 2999f27mad

11. Nsc-665799

12. C18h20cln3o

13. 4h-carbazol-4-one, 1,2,3,9-tetrahydro-9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-, Monohydrochloride

14. Emetron

15. 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1h-imidazol-1-yl)methyl]-4h-carbazol-4-one Hydrochloride

16. 9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-1,2,3,9-tetrahydro-4h-carbazol-4-one Hydrochloride

17. 9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-2,3-dihydro-1h-carbazol-4(9h)-one Hydrochloride

18. Smr000469179

19. Gr 38032

20. Unii-2999f27mad

21. Sr-01000763250

22. Zofran Preservative Free

23. Zofran And Dextrose In Plastic Container

24. Cpd000469179

25. Ondansetron Hydrochloride Preservative Free

26. 9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-4h-carbazol-4-one Monohydrochloride

27. Schembl41455

28. Mls001304076

29. Mls001401397

30. Mls002222312

31. Regid_for_cid_68647

32. Gr 38032 Hcl

33. Ondansetron Hydrochloride, 98%

34. Chembl1201111

35. Ondansetron Hydrochloride- Bio-x

36. Ondansetron Hydrochloride And Dextrose In Plastic Container

37. Dtxsid701027913

38. Hms1571c18

39. Ondansetron Hydrochloride (zofran)

40. Hy-b0002

41. Ondansetron Hydrochloride And Sodium Chloride In Plastic Container

42. Mfcd00764297

43. Nsc665799

44. S1390

45. Ondansetron Hydrochloride [mi]

46. Akos015889292

47. Ab07046

48. Ccg-100852

49. Ccg-221058

50. Cs-1715

51. Gs-3597

52. H39o049

53. Nc00102

54. Ac-12464

55. Bo164177

56. Ondansetron Hydrochloride [who-dd]

57. Ondansetron Hydrochloride Anhydrous

58. O0407

59. Sw100810-5

60. Vu0424014-2

61. C90628

62. (+/-)-ondansetron Hydrochloride Anhydrous

63. A800774

64. Ondansetron Hydrochloride Anhydrous, (+/-)-

65. Q-201515

66. Sr-01000763250-5

67. Q27254405

68. 9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1h-carbazol-4-one;hydrochloride

69. 1,2,3,4-tetrahydro-9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-9h-carbazol-4-one Hydrochloride

70. 4h-carbazol-4-one, 1,2,3,9-tetrahydro-9-methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-, Hydrochloride (1:1)

71. 9-methyl-3-[(2-methyl-1h-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1h-carbazol-4-one Hydrochloride

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 329.8 g/mol
Molecular Formula C18H20ClN3O
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass329.1294900 g/mol
Monoisotopic Mass329.1294900 g/mol
Topological Polar Surface Area39.8 Ų
Heavy Atom Count23
Formal Charge0
Complexity440
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameOndansetron hydrochloride
Drug LabelThe active ingredient in ZOFRAN Tablets and ZOFRAN Oral Solution is ondansetron hydrochloride (HCl) as the dihydrate, the racemic form of ondansetron and a selective blocking agent of the serotonin 5-HT3 receptor type. Chemically it is (1, 2, 3, 9-te...
Active IngredientOndansetron hydrochloride
Dosage FormTablet; Injectable; Solution
Routeoral; Injection; Oral
Strengtheq 4mg base; eq 2mg base/ml; eq 4mg base/5ml; eq 16mg; eq 16mg base; 16mg; eq 24mg base; eq 8mg base
Market StatusTentative Approval; Prescription
CompanyAmneal Pharms; Wockhardt; Silarx; Bedford; Hospira; Gland Pharma; Sun Pharm Inds (in); Teva; Apotex; Hikma Farmaceutica; Aurobindo Pharma; Natco Pharma; Taro; Sandoz; Par Pharm; Roxane; Glenmark Generics; Emcure Pharms; Fresenius Kabi Usa; Ipca Labs; Hikm

2 of 6  
Drug NameOndansetron hydrochloride preservative free
Active IngredientOndansetron hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyWockhardt; Hospira; Teva; Hikma Farmaceutica; Aurobindo Pharma; Sun Pharm Inds; Sandoz; Emcure Pharms; Fresenius Kabi Usa; Hikma Maple; Claris Lifesciences; Taro Pharms Ireland; Luitpold; Bedford Labs; Agila Speclts; Bd Rx

3 of 6  
Drug NameZofran preservative free
Active IngredientOndansetron hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyGlaxosmithkline

4 of 6  
Drug NameOndansetron hydrochloride
Drug LabelThe active ingredient in ZOFRAN Tablets and ZOFRAN Oral Solution is ondansetron hydrochloride (HCl) as the dihydrate, the racemic form of ondansetron and a selective blocking agent of the serotonin 5-HT3 receptor type. Chemically it is (1, 2, 3, 9-te...
Active IngredientOndansetron hydrochloride
Dosage FormTablet; Injectable; Solution
Routeoral; Injection; Oral
Strengtheq 4mg base; eq 2mg base/ml; eq 4mg base/5ml; eq 16mg; eq 16mg base; 16mg; eq 24mg base; eq 8mg base
Market StatusTentative Approval; Prescription
CompanyAmneal Pharms; Wockhardt; Silarx; Bedford; Hospira; Gland Pharma; Sun Pharm Inds (in); Teva; Apotex; Hikma Farmaceutica; Aurobindo Pharma; Natco Pharma; Taro; Sandoz; Par Pharm; Roxane; Glenmark Generics; Emcure Pharms; Fresenius Kabi Usa; Ipca Labs; Hikm

5 of 6  
Drug NameOndansetron hydrochloride preservative free
Active IngredientOndansetron hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyWockhardt; Hospira; Teva; Hikma Farmaceutica; Aurobindo Pharma; Sun Pharm Inds; Sandoz; Emcure Pharms; Fresenius Kabi Usa; Hikma Maple; Claris Lifesciences; Taro Pharms Ireland; Luitpold; Bedford Labs; Agila Speclts; Bd Rx

6 of 6  
Drug NameZofran preservative free
Active IngredientOndansetron hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 2mg base/ml
Market StatusPrescription
CompanyGlaxosmithkline

4.2 Drug Indication

Treatment of alcohol use disorder


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Serotonin 5-HT3 Receptor Antagonists

Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS. (See all compounds classified as Serotonin 5-HT3 Receptor Antagonists.)


Antipruritics

Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)


Antiemetics

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


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Serotonin-3 Receptor Antagonist [EPC]; Serotonin 3 Receptor Antagonists [MoA]