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2D Structure
Also known as: 1235-82-1, Akineton, Akinophyl, Biperiden hcl, Biperiden (hydrochloride), Akineton hydrochloride
Molecular Formula
C21H30ClNO
Molecular Weight
347.9  g/mol
InChI Key
RDNLAULGBSQZMP-UHFFFAOYSA-N
FDA UNII
K35N76CUHF

A muscarinic antagonist that has effects in both the central and peripheral nervous systems. It has been used in the treatment of arteriosclerotic, idiopathic, and postencephalitic parkinsonism. It has also been used to alleviate extrapyramidal symptoms induced by phenothiazine derivatives and reserpine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-(2-bicyclo[2.2.1]hept-5-enyl)-1-phenyl-3-piperidin-1-ylpropan-1-ol;hydrochloride
2.1.2 InChI
InChI=1S/C21H29NO.ClH/c23-21(19-7-3-1-4-8-19,11-14-22-12-5-2-6-13-22)20-16-17-9-10-18(20)15-17;/h1,3-4,7-10,17-18,20,23H,2,5-6,11-16H2;1H
2.1.3 InChI Key
RDNLAULGBSQZMP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CCN(CC1)CCC(C2CC3CC2C=C3)(C4=CC=CC=C4)O.Cl
2.2 Other Identifiers
2.2.1 UNII
K35N76CUHF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Akineton

2. Alpha-bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-1-piperidinepropanol

3. Biperiden

4. Biperiden, 1r-(1 Alpha,2 Alpha(r*),4 Alpha)-isomer

5. Biperiden, 1s-(1 Alpha,2 Alpha(r*),4 Alpha)-isomer

6. Biperidene

7. Hydrochloride, Biperiden

2.3.2 Depositor-Supplied Synonyms

1. 1235-82-1

2. Akineton

3. Akinophyl

4. Biperiden Hcl

5. Biperiden (hydrochloride)

6. Akineton Hydrochloride

7. Biperidine Hydrochloride

8. Tasmolin

9. Kl 373 (hydrochloride)

10. Biperidene Hydrochloride

11. Nsc-84989

12. Nsc-170950

13. K35n76cuhf

14. 1-bicycloheptenyl-1-phenyl-3-piperidinopropanol-1 Hydrochloride

15. Tasmolin (tn)

16. 1-(2-bicyclo[2.2.1]hept-5-enyl)-1-phenyl-3-piperidin-1-ylpropan-1-ol;hydrochloride

17. Dsstox_cid_27832

18. Dsstox_rid_82595

19. Dsstox_gsid_47856

20. 1-piperidinepropanol, Alpha-bicyclo[2.2.1]hept-5-en-2-yl-alpha-phenyl-, Hydrochloride (1:1)

21. Akineton, Hydrochloride

22. Chebi:59171

23. Smr001456154

24. Wln: L55 A Cutj Fxqr&2- At6ntj &gh

25. Ncgc00182965-01

26. Einecs 214-976-2

27. Nsc 84989

28. Unii-k35n76cuhf

29. Nsc 170950

30. Sr-05000001649

31. .alpha.-5-norbornen-2-yl-.alpha.-phenyl-piperidinepropanol Hydrochloride

32. .alpha.-[bicyclo[2.2.1]hept-5-en-2-yl]-.alpha.-phenyl-1-piperidinepropanol Hydrochloride

33. Prestwick_839

34. Biperiden Hydrochloride [usp:ban:jan]

35. Biperideni Hydrochloridum

36. 1-piperidinepropanol, .alpha.-bicyclo(2.2.1)hept-5-en-2-yl-.alpha.-phenyl-, Hydrochloride

37. Alpha-5-norbornen-2-yl-alpha-phenyl-1-piperidinepropanol Hydrochloride

38. Cas-1235-82-1

39. 1-piperidinepropanol, Alpha-bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-, Hydrochloride

40. Alpha-(bicyclo(2.2.1)hept-5-en-2-yl)-alpha-phenyl-1-piperidinepropanol Hydrochloride

41. Piperidinepropanol, Alpha-bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-, Hydrochloride

42. Schembl40776

43. Mls003915621

44. Mls006011163

45. Chembl1201035

46. Dtxsid2047856

47. Hms1569f05

48. Nsc84989

49. Biperiden Hydrochloride [mi]

50. Tox21_112785

51. Tox21_113064

52. Tox21_500217

53. Biperiden Hydrochloride (jp17/usp)

54. Biperiden Hydrochloride [jan]

55. Nsc170950

56. 1-piperidinepropanol, Alpha-5-norbornen-2-yl-alpha-phenyl-, Hydrochloride

57. Akos024457314

58. Tox21_112785_1

59. Bcp9000415

60. Biperiden Hydrochloride [mart.]

61. Biperiden Hydrochloride [vandf]

62. Ccg-221521

63. Cs-0442

64. Lp00217

65. 1-(5-bicyclo[2.2.1]hept-2-enyl)-1-phenyl-3-(1-piperidinyl)propan-1-ol Hydrochloride

66. Biperiden Hydrochloride [who-dd]

67. Biperiden Hydrochloride [who-ip]

68. Ncgc00182965-05

69. Ncgc00260902-01

70. Hy-13204

71. Biperiden Hydrochloride [orange Book]

72. Sw196970-2

73. Biperiden Hydrochloride [ep Monograph]

74. Biperiden Hydrochloride [usp Impurity]

75. D02246

76. Biperiden Hydrochloride, >=98% (hplc), Powder

77. Biperideni Hydrochloridum [who-ip Latin]

78. J-004957

79. Sr-05000001649-3

80. Q27126508

81. 1-bicyclo[2.2.1]hept-5-en-2-yl-1-phenyl-3-piperidin-1-ylpropan-1-ol Hcl

82. .alpha.-5-norbornen-2-yl-.alpha.-phenyl-1-piperidinepropanol Hydrochloride

83. 1-(bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-3-(piperidin-1-yl)propan-1-olhydrochloride

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 347.9 g/mol
Molecular Formula C21H30ClNO
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass347.2015923 g/mol
Monoisotopic Mass347.2015923 g/mol
Topological Polar Surface Area23.5 Ų
Heavy Atom Count24
Formal Charge0
Complexity422
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count4
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)