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2D Structure
Also known as: 5870-29-1, Cyclopentolate hcl, Cyplegin, Cyclogyl, 2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate hydrochloride, Ak-pentolate
Molecular Formula
C17H26ClNO3
Molecular Weight
327.8  g/mol
InChI Key
RHKZVMUBMXGOLL-UHFFFAOYSA-N

A parasympatholytic anticholinergic used solely to obtain mydriasis or cycloplegia.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate;hydrochloride
2.1.2 InChI
InChI=1S/C17H25NO3.ClH/c1-18(2)12-13-21-16(19)15(14-8-4-3-5-9-14)17(20)10-6-7-11-17;/h3-5,8-9,15,20H,6-7,10-13H2,1-2H3;1H
2.1.3 InChI Key
RHKZVMUBMXGOLL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CCOC(=O)C(C1=CC=CC=C1)C2(CCCC2)O.Cl
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Cyclogyl

2. Cyclopentolate

2.2.2 Depositor-Supplied Synonyms

1. 5870-29-1

2. Cyclopentolate Hcl

3. Cyplegin

4. Cyclogyl

5. 2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate Hydrochloride

6. Ak-pentolate

7. Mydrilate

8. Pentolair

9. Cyclopentolate (hydrochloride)

10. Cyclopentolatehcl

11. 5870-29-1 (hcl)

12. Mls000069583

13. Chebi:4025

14. Beta-dimethylaminoethyl (1-hydroxycyclopentyl)phenylacetate Hydrochloride

15. 2-(dimethylamino)ethyl 1-hydroxy-alpha-phenylcyclopentaneacetate Hydrochloride

16. 2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate;hydrochloride

17. Cyclopentolate For System Suitability

18. Cylate

19. Nsc-756706

20. 60452-44-0

21. Akpentolate

22. Smr000058810

23. Zyklolat

24. 60452-46-2

25. 2-(dimethylamino)ethyl (+-)-1-hydroxy-alpha-phenylcyclopentaneacetate Hydrochloride

26. Dsstox_cid_25390

27. Dsstox_rid_80847

28. Dsstox_gsid_45390

29. Cicloplegicedol

30. Ciclolux

31. Skiacol

32. Alnide

33. 0uxd5v5g6v

34. 6d6x07d6bn

35. Tsiklopentolat Hydrochloride;cyclogyl Hydrochloride;dl-cyclopentolate Hydrochloride

36. Benzeneacetic Acid, Alpha-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl Ester, Hydrochloride, (-)-

37. Cyclopentolate Hydrochloride, (+)-

38. Cyclopentolate Hydrochloride, (-)-

39. 736i6971te

40. Einecs 227-521-8

41. Sr-01000003121

42. Unii-736i6971te

43. Cyclogyl (tn)

44. Cyclopentolate Hydrochloride [usp:jan]

45. Opera_id_69

46. Ncgc00016661-01

47. (+-)-cyclopentolate Hcl

48. Unii-0uxd5v5g6v

49. 2-(2-(1-hydroxycyclopentyl)-2-phenylacetoxy)ethyldimethylammonium Chloride

50. Cas-5870-29-1

51. Crimson Glory Rose Resinoid

52. Unii-6d6x07d6bn

53. Schembl24612

54. Mls001148637

55. Mls001332539

56. Mls001332540

57. Spectrum1500212

58. Regid_for_cid_22162

59. Cyclopentolate Hcl;ak-pentolate

60. Chembl1200473

61. Dtxsid9045390

62. Hy-b1621a

63. Hms1571k12

64. Hms1920a22

65. Pharmakon1600-01500212

66. Amy23400

67. Bcp21337

68. Einecs 262-240-4

69. Einecs 262-242-5

70. Tox21_110550

71. Ccg-39635

72. Mfcd00079048

73. Nsc756706

74. S5921

75. 2-(dimethylamino)ethyl (+)-(1-hydroxycyclopentyl)phenylacetate Hydrochloride

76. Akos015901379

77. Tox21_110550_1

78. Nsc 756706

79. Benzeneacetic Acid, Alpha-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl Ester, Hydrochloride

80. Cyclopentaneacetic Acid, 1-hydroxy-alpha-phenyl-, 2-(dimethylamino)ethyl Ester, Hydrochloride

81. Cyclopentolate Hydrochloride (jp17/usp)

82. Ncgc00018213-06

83. Ncgc00094635-01

84. Ncgc00094635-02

85. Ncgc00094635-03

86. Ncgc00094635-04

87. Ac-27486

88. As-49330

89. Benzeneacetic Acid, Alpha-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl Ester, Hydrochloride, (+-)-

90. Db-053247

91. Cs-0013554

92. Ft-0603161

93. D01002

94. H10247

95. 870c291

96. Sr-01000003121-4

97. Q27266147

98. 2-(dimethylamino)ethyl (1-hydroxycyclopentyl)(phenyl)acetate Hydrochloride

99. Cyclopentolate Hydrochloride, European Pharmacopoeia (ep) Reference Standard

100. 2-(dimethylamino)ethyl (-)-(1-hydroxycyclopentyl)phenylacetate Hydrochloride

101. 2-(dimethylamino)ethyl 2-(1-hydroxycyclopentyl)-2-phenylacetate;hydron;chloride

102. 2-dimethylaminoethyl 1-hydroxy-

103. A-phenylcyclopentaneacetate,cyclopentolate Hydrochloride

104. Alpha-(1-hydroxycyclopentyl)benzeneacetic Acid 2-(dimethylamino)ethyl Ester Hydrochloride

105. Cyclopentolate For System Suitability, European Pharmacopoeia (ep) Reference Standard

106. Cyclopentolate Hydrochloride, United States Pharmacopeia (usp) Reference Standard

107. Benzeneacetic Acid, .alpha.-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl Ester, Hydrochloride (1:1)

108. Benzeneacetic Acid,

109. A-(1-hydroxycyclopentyl)-, 2-(dimethylamino)ethyl Ester, Hydrochloride, (-)-

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 327.8 g/mol
Molecular Formula C17H26ClNO3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass327.1601214 g/mol
Monoisotopic Mass327.1601214 g/mol
Topological Polar Surface Area49.8 Ų
Heavy Atom Count22
Formal Charge0
Complexity331
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameAkpentolate
Active IngredientCyclopentolate hydrochloride
Dosage FormSolution/drops
RouteOphthalmic
Strength1%
Market StatusPrescription
CompanyAkorn

2 of 4  
Drug NamePentolair
Active IngredientCyclopentolate hydrochloride
Dosage FormSolution/drops
RouteOphthalmic
Strength1%
Market StatusPrescription
CompanyBausch And Lomb

3 of 4  
Drug NameAkpentolate
Active IngredientCyclopentolate hydrochloride
Dosage FormSolution/drops
RouteOphthalmic
Strength1%
Market StatusPrescription
CompanyAkorn

4 of 4  
Drug NamePentolair
Active IngredientCyclopentolate hydrochloride
Dosage FormSolution/drops
RouteOphthalmic
Strength1%
Market StatusPrescription
CompanyBausch And Lomb

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


Mydriatics

Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)