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Also known as: 14008-44-7, Vogalene, Exp 999, 1-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide, Exp-999, 4-piperidinecarboxamide, 1-[3-[2-(methylsulfonyl)-10h-phenothiazin-10-yl]propyl]-
Molecular Formula
C22H27N3O3S2
Molecular Weight
445.6  g/mol
InChI Key
BQDBKDMTIJBJLA-UHFFFAOYSA-N
FDA UNII
238S75V9AV

Metopimazine
1 2D Structure

Metopimazine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide
2.1.2 InChI
InChI=1S/C22H27N3O3S2/c1-30(27,28)17-7-8-21-19(15-17)25(18-5-2-3-6-20(18)29-21)12-4-11-24-13-9-16(10-14-24)22(23)26/h2-3,5-8,15-16H,4,9-14H2,1H3,(H2,23,26)
2.1.3 InChI Key
BQDBKDMTIJBJLA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CS(=O)(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCC(CC4)C(=O)N
2.2 Other Identifiers
2.2.1 UNII
238S75V9AV
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(3-(2-methylsulfonylphenothiazin-10-yl) Propyl)isonipecotinamide

2. Metopimazine Hydrochloride

3. Vogalene

2.3.2 Depositor-Supplied Synonyms

1. 14008-44-7

2. Vogalene

3. Exp 999

4. 1-[3-(2-methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxamide

5. Exp-999

6. 4-piperidinecarboxamide, 1-[3-[2-(methylsulfonyl)-10h-phenothiazin-10-yl]propyl]-

7. 1-(3-(2-(methylsulfonyl)phenothiazin-10-yl)propyl)isonipecotamide

8. 238s75v9av

9. 4-piperidinecarboxamide, 1-(3-(2-(methylsulfonyl)-10h-phenothiazin-10-yl)propyl)-

10. Rp-9965

11. Nortrip

12. 1-[3-[2-(methylsulfonyl)phenothiazin-10-yl]propyl]isonipecotamide

13. 1-(3-(2-(methylsulfonyl)-10h-phenothiazin-10-yl)propyl)-4-piperidinecarboxamide

14. 1-[3-[2-(methylsulfonyl)-10h-phenothiazin-10-yl]propyl]-4-piperidinecarboxamide

15. Metopimazina

16. Metopimazinum

17. Metopimazinum [inn-latin]

18. Metopimazina [inn-spanish]

19. Rp 9965

20. Einecs 237-818-4

21. Brn 4278585

22. Unii-238s75v9av

23. Metopimazine [usan:inn:ban]

24. 1-(3-(2-(methylsulfonyl)-10h-phenothiazin-10-yl)propyl)piperidin-4-carboxamide

25. 1-[3-[2-(methylsulfonyl)-10h-phenothiazin-10-yl]propyl]piperidin-4-carboxamide

26. 2-methylsulfonyl-10-(3-(4-carbamoylpiperidino)propyl)phenothiazine

27. Metopimazine [mi]

28. 10-(3-(4-carbamoylpiperidine)propyl)-2-(methanesulfonyl)phenothiazine

29. Phenothiazine, 10-(3-(4'-carbamoylpiperidino)propyl)-2-methylsulfonyl-

30. Metopimazine (usan/inn)

31. Metopimazine [inn]

32. 1-(3-(2-(methylsulfonyl)phenothiazin-10-yl)propyl)-4-piperidinecarboxamide

33. 4-piperidinecarboxamide, 1-(3-(2-(methanesulfonyl)phenothiazin-10-yl)propyl)-

34. Metopimazine [usan]

35. Schembl49905

36. Metopimazine [mart.]

37. Metopimazine [who-dd]

38. Chembl398615

39. Bdbm82383

40. Gtpl11140

41. Dtxsid80161224

42. Chebi:135726

43. Bdbm179867

44. Zinc537996

45. Cas_26388

46. Ng-101

47. Nsc_26388

48. Akos005065914

49. Isonipecotamide, 1-(3-(2-(methylsulfonyl)phenothiazin-10-yl)propyl)-

50. Bcp9000921

51. Db13591

52. Us9132134, Metopimazine (ng101)

53. Ft-0672379

54. Ft-0672380

55. D05010

56. Q194682

57. J-007351

58. 1-(3-[2-(methylsulfonyl)-10h-phenothiazin-10-yl]propyl)-4-piperidinecarboxamide #

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 445.6 g/mol
Molecular Formula C22H27N3O3S2
XLogP33.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass445.14938408 g/mol
Monoisotopic Mass445.14938408 g/mol
Topological Polar Surface Area117 Ų
Heavy Atom Count30
Formal Charge0
Complexity703
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antiemetics

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


4.2 ATC Code

A - Alimentary tract and metabolism

A04 - Antiemetics and antinauseants

A04A - Antiemetics and antinauseants

A04AD - Other antiemetics

A04AD05 - Metopimazine


API Reference Price

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11-May-2021
28-Dec-2023
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