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Biperiden Hydrochloride

Synopsis, Chemistry

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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

Biperiden Hydrochloride

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 Formula	C₂₁H₃₀ClNO
Molecular Weight	347.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	347.2015923 g/mol
Monoisotopic Mass	347.2015923 g/mol
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	422
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	4
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.)