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2D Structure
Also known as: 23694-17-9, Sultopride hcl, N-((1-ethylpyrrolidin-2-yl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide hydrochloride, Sultopridehcl, Lin-1418 hydrochloride, Sultopride hydrochloride [jan]
Molecular Formula
C17H27ClN2O4S
Molecular Weight
390.9  g/mol
InChI Key
IGOWMQPOGQYFFM-UHFFFAOYSA-N
FDA UNII
8Q6926T32J

A benzamide derivative that is used as an antipsychotic agent for the treatment of schizophrenia. It is also used as an antidepressive agent.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide;hydrochloride
2.1.2 InChI
InChI=1S/C17H26N2O4S.ClH/c1-4-19-10-6-7-13(19)12-18-17(20)15-11-14(24(21,22)5-2)8-9-16(15)23-3;/h8-9,11,13H,4-7,10,12H2,1-3H3,(H,18,20);1H
2.1.3 InChI Key
IGOWMQPOGQYFFM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN1CCCC1CNC(=O)C2=C(C=CC(=C2)S(=O)(=O)CC)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
8Q6926T32J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-amino-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide

2. Amisulpride

3. Barnetil

4. Dan 2163

5. Dan-2163

6. Lin 1418

7. Lin-1418

8. N-(ethyl-1-pyrrolidinyl- 2-methyl)methoxy-2-ethylsulfonyl-5-benzamide

9. Solian

10. Sultopride

2.3.2 Depositor-Supplied Synonyms

1. 23694-17-9

2. Sultopride Hcl

3. N-((1-ethylpyrrolidin-2-yl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide Hydrochloride

4. Sultopridehcl

5. Lin-1418 Hydrochloride

6. Sultopride Hydrochloride [jan]

7. Barnotil

8. N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulphonyl)-2-methoxybenzamide Hydrochloride

9. 8q6926t32j

10. 55619-22-2

11. Dsstox_cid_28996

12. Dsstox_rid_83261

13. Dsstox_gsid_49070

14. Benzamide, N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxy-, Hydrochloride (1:1)

15. Sultopride Hydrochloride (jan)

16. Cas-23694-17-9

17. Ncgc00185771-01

18. Unii-8q6926t32j

19. N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide Hydrochloride

20. Barnetil (tn)

21. Benzamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxy-, Hydrochloride (1:1)

22. N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide Hydrochloride

23. Einecs 245-829-0

24. Ncgc00184999-01

25. Sultopride Monohydrochloride

26. Schembl1417863

27. Chembl3182384

28. Dtxsid0049070

29. Ex-a3336

30. Tox21_113625

31. Tox21_113626

32. Hy-42849a

33. Sultopride Hydrochloride [mi]

34. Akos016010186

35. Ac-4565

36. Sultopride Hydrochloride [who-dd]

37. As-16926

38. Cs-0040603

39. Ft-0659859

40. D02208

41. 694s179

42. A816850

43. Sultopride Hydrochloride (lin-1418 Hydrochloride)

44. J-015185

45. Q27270888

46. N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulphonyl)-2-methoxybenzamide Monohydrochloride

47. N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-(ethylsulfonyl)benzamide Hydrochloride

48. N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide Monohydrochloride

49. N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxy-benzamide; Hydron; Chloride

50. N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide;hydrochloride

51. Benzamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxy-, Monohydrochloride

52. O-anisamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-, Monohydrochloride

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 390.9 g/mol
Molecular Formula C17H27ClN2O4S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass390.1380062 g/mol
Monoisotopic Mass390.1380062 g/mol
Topological Polar Surface Area84.1 Ų
Heavy Atom Count25
Formal Charge0
Complexity517
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antidepressive Agents, Second-Generation

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)


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.)