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Also known as: Nazasetron, 123040-69-7, Azasetron [inn], 123039-99-6, 77hc7urr9z, N-(1-azabicyclo[2.2.2]octan-3-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide

Molecular Formula

C₁₇H₂₀ClN₃O₃

Molecular Weight

349.8 g/mol

InChI Key

WUKZPHOXUVCQOR-UHFFFAOYSA-N

FDA UNII

77HC7URR9Z

1 2D Structure

Azasetron

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(1-azabicyclo[2.2.2]octan-3-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide

2.1.2 InChI

InChI=1S/C17H20ClN3O3/c1-20-14-7-11(18)6-12(16(14)24-9-15(20)22)17(23)19-13-8-21-4-2-10(13)3-5-21/h6-7,10,13H,2-5,8-9H2,1H3,(H,19,23)

2.1.3 InChI Key

WUKZPHOXUVCQOR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1C(=O)COC2=C(C=C(C=C21)Cl)C(=O)NC3CN4CCC3CC4

2.2 Other Identifiers

2.2.1 UNII

77HC7URR9Z

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Azasetron, (+-)-isomer

2. N-(1-azabicyclo(2.2.2)oct-3-yl)-6-chloro-4-methyl-3-oxo-3,4 -dihydro-2h-1,4-benzoxazine-8-carboxamide Hydrochloride

3. Y 25130

4. Y-25130

2.3.2 Depositor-Supplied Synonyms

1. Nazasetron

2. 123040-69-7

3. Azasetron [inn]

4. 123039-99-6

5. 77hc7urr9z

6. N-(1-azabicyclo[2.2.2]octan-3-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide

7. Azasetron (inn)

8. Ncgc00024563-02

9. Y-25130

10. Dsstox_cid_25651

11. Dsstox_rid_81029

12. Dsstox_gsid_45651

13. 2h-1,4-benzoxazine-8-carboxamide, N-1-azabicyclo[2.2.2]oct-3-yl-6-chloro-3,4-dihydro-4-methyl-3-oxo-

14. Cas-123040-69-7

15. Seroton

16. (r)-azasetron

17. 6-chloro-4-methyl-3-oxo-n-(quinuclidin-3-yl)-3,4-dihydro-2h-benzo[b][1,4]oxazine-8-carboxamide

18. Azasetron [mi]

19. Biomol-nt_000105

20. Unii-77hc7urr9z

21. Azasetron [who-dd]

22. Schembl17190

23. Bpbio1_001397

24. Gtpl2285

25. Chembl1598608

26. Dtxsid7045651

27. Schembl13186328

28. Arazasetron, (+/-)-

29. Chebi:91712

30. Tox21 110906

31. Tox21_110906

32. Akos015964402

33. Tox21_110906_1

34. Sb18701

35. (+-)-6-chloro-3,4-dihydro-4-methyl-3-oxo-n-3-quinuclidinyl-2h-1,4-benzoxazine-8-carboxamide

36. (- )-6-chloro-3,4-dihydro-4-methyl-3-oxo-n-3-quinuclidinyl-2h-1,4-benzoxazine-8-carboxamide

37. Ncgc00024563-03

38. Ncgc00024563-04

39. Ncgc00024563-05

40. D07481

41. Ab00640014_08

42. 040a697

43. Q4832285

44. Brd-a44133049-001-01-5

45. Brd-a68360487-003-01-0

46. 6-chloro-3,4-dihydro-4-methyl-3-oxo-n-(3-quinuclidinyl)-2h-1,4-benzoxazine-8-carboxamide

47. 6-chloro-3,4-dihyro-4-methyl-3-oxo-n-(3-quinuclidinyl)-2h-1,4-benzoxazine-8-carboxamide

48. N-(1-azabicyclo[2.2.2]octan-8-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide

49. (+/-)-6-chloro-3,4-dihydro-4-methyl-3-oxo-n-3-quinuclidinyl-2h-1,4-benzoxazine-8-carboxamide

50. N-1-azabicyclo[2.2.2]oct-3-yl-6-chloro-4-methyl-3-oxo-3,4-dihydro-2h-1,4-benzoxazine-8-carboxamide

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₀ClN₃O₃
Molecular Weight	349.8 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	349.1193192 g/mol
Monoisotopic Mass	349.1193192 g/mol
Topological Polar Surface Area	61.9 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	523
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

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

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.)

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