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2D Structure
Also known as: 51012-33-0, Tiapride hcl, Tiapridal, Tiapride (hydrochloride), Gramalil, Italprid
Molecular Formula
C15H25ClN2O4S
Molecular Weight
364.9  g/mol
InChI Key
OTFDPNXIVHBTKW-UHFFFAOYSA-N
FDA UNII
25N106WEDO

A benzamide derivative that is used as a dopamine antagonist.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonylbenzamide;hydrochloride
2.1.2 InChI
InChI=1S/C15H24N2O4S.ClH/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3;/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18);1H
2.1.3 InChI Key
OTFDPNXIVHBTKW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)CCNC(=O)C1=C(C=CC(=C1)S(=O)(=O)C)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
25N106WEDO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Equilium

2. Flo 1347

3. Flo-1347

4. Flo1347

5. Hydrochloride, Tiapride

6. Monohydrochloride, Tiapride

7. Tiapridal

8. Tiapride

9. Tiapride Monohydrochloride

10. Tiapridex

11. Tiaprizal

2.3.2 Depositor-Supplied Synonyms

1. 51012-33-0

2. Tiapride Hcl

3. Tiapridal

4. Tiapride (hydrochloride)

5. Gramalil

6. Italprid

7. Luxoben

8. Sereprile

9. Tiapridex

10. Tiapridehydrochloride

11. Mls000069678

12. N-[2-(diethylamino)ethyl]-5-(methylsulfonyl)-o-anisamide Hydrochloride

13. Tiapride Hydrochloride [jan]

14. Benzamide, N-[2-(diethylamino)ethyl]-2-methoxy-5-(methylsulfonyl)-,monohydrochloride

15. Smr000058514

16. Dsstox_cid_25210

17. Dsstox_rid_80753

18. Dsstox_gsid_45210

19. N-(2-(diethylamino)ethyl)-2-methoxy-5-(methylsulfonyl)benzamide Hydrochloride

20. 25n106wedo

21. Sr-01000000232

22. Ncgc00015996-02

23. Cas-51012-33-0

24. N-(2-[diethylamino]ethyl)-5-(methylsulfonyl)-o-anisamide Hydrochloride

25. N-[2-(diethylamino)ethyl]-2-methoxy-5-(methylsulfonyl)benzamide Hydrochloride

26. Gramalil (tn)

27. Prestwick_580

28. Mfcd00133861

29. Benzamide, N-(2-(diethylamino)ethyl)-2-methoxy-5-(methylsulfonyl)-, Monohydrochloride

30. Opera_id_408

31. Tiapride Hydrochloride,(s)

32. Mls001076118

33. Schembl355315

34. Spectrum1503086

35. Tiapride Hydrochloride (jp17)

36. Chembl1256772

37. Dtxsid4045210

38. Chebi:32220

39. Hms1568l13

40. Hms1922e05

41. Pharmakon1600-01503086

42. Tiapride Hydrochloride [mi]

43. Bcp13379

44. Hy-b1196

45. Tox21_110276

46. Tox21_501124

47. Ccg-39299

48. Nsc758225

49. Akos015891372

50. Tiapride Hydrochloride [mart.]

51. Tox21_110276_1

52. Ab03720

53. Cs-4804

54. Hs-0005

55. Lp01124

56. Tiapride Hydrochloride [who-dd]

57. Ncgc00015996-10

58. Ncgc00094392-01

59. Ncgc00094392-02

60. Ncgc00094392-03

61. Ncgc00094392-04

62. Ncgc00094392-05

63. Ncgc00261809-01

64. Bt166255

65. Eu-0101124

66. Ft-0630638

67. S9509

68. T3600

69. Tiapride Hydrochloride [ep Monograph]

70. D01522

71. T 0410

72. T72548

73. Sr-01000000232-2

74. Sr-01000000232-6

75. Q27253983

76. N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonylbenzamide,hydrochloride

77. Benzamide, N-(2-(diethylamino)ethyl)-2-methoxy-5-(methylsulfonyl)-, Hydrochloride (1:1)

2.4 Create Date
2006-03-07
3 Chemical and Physical Properties
Molecular Weight 364.9 g/mol
Molecular Formula C15H25ClN2O4S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass364.1223562 g/mol
Monoisotopic Mass364.1223562 g/mol
Topological Polar Surface Area84.1 Ų
Heavy Atom Count23
Formal Charge0
Complexity443
Isotope Atom Count0
Defined Atom Stereocenter Count0
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

Antipsychotic Agents

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)


Dopamine Antagonists

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)