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Chemistry

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Also known as: 1508-76-5, Kemadrin, Procyclidine hcl, Procyclidine (hydrochloride), Tricyclamol hydrochloride, (r)-tricylamol iodide
Molecular Formula
C19H30ClNO
Molecular Weight
323.9  g/mol
InChI Key
ZFSPFXJSEHCTTR-UHFFFAOYSA-N
FDA UNII
CQC932Z7YW

Procyclidine
A muscarinic antagonist that crosses the blood-brain barrier and is used in the treatment of drug-induced extrapyramidal disorders and in parkinsonism.
1 2D Structure

Procyclidine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-cyclohexyl-1-phenyl-3-pyrrolidin-1-ylpropan-1-ol;hydrochloride
2.1.2 InChI
InChI=1S/C19H29NO.ClH/c21-19(17-9-3-1-4-10-17,18-11-5-2-6-12-18)13-16-20-14-7-8-15-20;/h1,3-4,9-10,18,21H,2,5-8,11-16H2;1H
2.1.3 InChI Key
ZFSPFXJSEHCTTR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CCC(CC1)C(CCN2CCCC2)(C3=CC=CC=C3)O.Cl
2.2 Other Identifiers
2.2.1 UNII
CQC932Z7YW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Arpicolin

2. Hydrochloride, Procyclidine

3. Kemadren

4. Kemadrin

5. Mucinil

6. Osnervan

7. Procyclid

8. Procyclidine

9. Tricyclamol

2.3.2 Depositor-Supplied Synonyms

1. 1508-76-5

2. Kemadrin

3. Procyclidine Hcl

4. Procyclidine (hydrochloride)

5. Tricyclamol Hydrochloride

6. (r)-tricylamol Iodide

7. (+-)-procyclidine Hydrochloride

8. 30953-84-5

9. Nsc-757293

10. 1-cyclohexyl-1-phenyl-3-pyrrolidin-1-ylpropan-1-ol;hydrochloride

11. Cqc932z7yw

12. Mls000028556

13. 1-cyclohexyl-1-phenyl-3-pyrrolidino-1-propanol Hydrochloride

14. (+/-)-procyclidine Hydrochlorid

15. Procyclidine Hydrochloride [usp]

16. 1-pyrrolidinepropanol, Alpha-cyclohexyl-alpha-phenyl-, Hydrochloride (1:1)

17. Smr000058821

18. 1-cyclohexyl-1-phenyl-3-(pyrrolidin-1-yl)propan-1-ol Hydrochloride

19. Dsstox_cid_25357

20. Dsstox_rid_80823

21. Dsstox_gsid_45357

22. Procyclidine Hydrochloride (usp)

23. Chebi:8449

24. Einecs 216-141-8

25. Alpha-cyclohexyl-alpha-phenyl-1-pyrrolidinepropanol Hydrochloride

26. Unii-cqc932z7yw

27. Sr-01000000095

28. Kemadrin (tn)

29. Prestwick_125

30. Opera_id_270

31. Ncgc00016585-01

32. Cas-1508-76-5

33. Chembl1761

34. Mls001076129

35. Mls002222170

36. Schembl121684

37. Spectrum1500507

38. Dtxsid8045357

39. Regid_for_cid_207841

40. Hms1570j09

41. Hms1920l10

42. Pharmakon1600-01500507

43. Hy-b1487

44. Tox21_110508

45. 1-pyrrolidinepropanol, Alpha-cyclohexyl-alpha-phenyl-, Hydrochloride

46. Ccg-39236

47. Mfcd00079236

48. Nsc757293

49. 1-pyrrolidinepropanol, .alpha.-cyclohexyl-.alpha.-phenyl-, Hydrochloride

50. 1-pyrrolidinepropanol, Alpha-cyclohexyl-alpha-phenyl-, Monohydrochloride

51. Tox21_110508_1

52. Cs-5893

53. Nc00585

54. Nsc 757293

55. Procyclidine Hydrochloride [mi]

56. Ncgc00018186-07

57. Ncgc00094769-01

58. Ncgc00094769-02

59. Ncgc00094769-03

60. Ncgc00094769-04

61. Bs-42188

62. Procyclidine Hydrochloride [mart.]

63. Procyclidine Hydrochloride [vandf]

64. Procyclidine Hydrochloride [usp-rs]

65. Procyclidine Hydrochloride [who-dd]

66. Ft-0674043

67. Sw196436-3

68. D00782

69. Procyclidine Hydrochloride [orange Book]

70. 508p765

71. Procyclidine Hydrochloride [usp Monograph]

72. J-008753

73. Sr-01000000095-4

74. 5-isopropyl-3-methylisoxazole-4-carboxylicacid

75. Q27108083

76. ( Inverted Exclamation Marka)-procyclidine Hydrochlorid

77. ( Inverted Exclamation Marka)-procyclidine Hydrochloride

78. (r)-1-cyclohexyl-1-phenyl-3-(pyrrolidin-1-yl)propan-1-ol Hydrochloride

79. .alpha.-cyclohexyl-.alpha.-phenyl-1-pyrrolidinepropanol Hydrochloride

80. Procyclidine Hydrochloride (1-cyclohexyl-1-phenyl-3-pyrrolidino-1-propanol Hydrochloride)

81. Procyclidine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 323.9 g/mol
Molecular Formula C19H30ClNO
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass323.2015923 g/mol
Monoisotopic Mass323.2015923 g/mol
Topological Polar Surface Area23.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity301
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

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.)


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16-Jan-2021
24-Sep-2024
KGS
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