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Benzetimide Hydrochloride

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Synopsis

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Chemistry

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Also known as: 5633-14-7, Benzetimide hcl, Dioxatrine, Benzetimide hydrochloride [usan], Benzetimide (hydrochloride), 2-[1-benzyl-4-piperidyl]-2-phenylglutarimide

Molecular Formula

C₂₃H₂₇ClN₂O₂

Molecular Weight

398.9 g/mol

InChI Key

XSOOSXRNMDUWEM-UHFFFAOYSA-N

FDA UNII

V6ERX20PHB

A muscarinic antagonist that has been used to treat neuroleptic-induced parkinsonism. Benzetimide is the (-)-enantimorph of dexetimide.

1 2D Structure

Benzetimide hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-(1-benzylpiperidin-4-yl)-3-phenylpiperidine-2,6-dione;hydrochloride

2.1.2 InChI

InChI=1S/C23H26N2O2.ClH/c26-21-11-14-23(22(27)24-21,19-9-5-2-6-10-19)20-12-15-25(16-13-20)17-18-7-3-1-4-8-18;/h1-10,20H,11-17H2,(H,24,26,27);1H

2.1.3 InChI Key

XSOOSXRNMDUWEM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCC1C2(CCC(=O)NC2=O)C3=CC=CC=C3)CC4=CC=CC=C4.Cl

2.2 Other Identifiers

2.2.1 UNII

V6ERX20PHB

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Benzetimide

2. Dexbenzetimid

3. Dexbenzetimide

4. Dexetimide

5. Dextro Benzetimide

6. Dextro-benzetimide

7. R 16470

8. R-16470

9. R16470

10. Spasmentral

11. Tremblex

2.3.2 Depositor-Supplied Synonyms

1. 5633-14-7

2. Benzetimide Hcl

3. Dioxatrine

4. Benzetimide Hydrochloride [usan]

5. Benzetimide (hydrochloride)

6. 2-[1-benzyl-4-piperidyl]-2-phenylglutarimide

7. Mcn-jr-4929-11

8. V6erx20phb

9. Janssen R 492

10. Janssen-r-492

11. Janssen R 4929

12. 2-(1-benzyl-4-piperidyl)-2-phenylglutarimide Monohydrochloride

13. Spasmentral

14. 5633-14-7 (hcl)

15. 3-(1-benzylpiperidin-4-yl)-3-phenylpiperidine-2,6-dione,hydrochloride

16. (3,4'-bipiperidine)-2,6-dione, 3-phenyl-1'-(phenylmethyl)-, Monohydrochloride

17. Benzetimide Hydrochloride (usan)

18. Mcn-jr4929

19. Mcn-jr 4929

20. Einecs 227-072-8

21. Unii-v6erx20phb

22. Dioxatrine (tn)

23. R 4929

24. Dl-2-(1-benzyl-4-piperidyl)-2-phenylglutarimide Hydrochloride

25. Dl-1-benzyl-4-(2,6-dioxo-3-phenyl-3-piperidyl)piperidine Hydrochloride

26. Mls001201802

27. Schembl635393

28. Chembl545131

29. Hy-b1547a

30. Dtxsid101036320

31. Bcp11991

32. Bcp28424

33. Glutarimide, 2-(1-benzyl-4-piperidyl)-2-phenyl-, Hydrochloride

34. Benzetimide Hydrochloride [mi]

35. 3-phenyl-1'-(phenylmethyl)(3,4'-bipiperidine)-2,6-dione Monohydrochloride

36. Akos025402010

37. Cs-5308

38. Ac-28141

39. Smr000718634

40. Ft-0696859

41. R4929

42. D03087

43. Q27291593

44. 1'-benzyl-3-phenyl-3,4'-bipiperidine-2,6-dione Hydrochloride

45. Benzetimide Hcl; R4929 Hcl; R 4929 Hcl; R-4929 Hcl

46. 3-(1-benzylpiperidin-4-yl)-3-phenylpiperidine-2,6-dione;hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₇ClN₂O₂
Molecular Weight	398.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	398.1761058 g/mol
Monoisotopic Mass	398.1761058 g/mol
Topological Polar Surface Area	49.4 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	529
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)

Muscarinic Antagonists

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)

Parasympatholytics

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

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