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2D Structure
Also known as: Oxybutynin hydrochloride, 1508-65-2, Oxybutynin hcl, Tropax, Oxybutynin (chloride), Ditropan xl
Molecular Formula
C22H32ClNO3
Molecular Weight
393.9  g/mol
InChI Key
SWIJYDAEGSIQPZ-UHFFFAOYSA-N
FDA UNII
L9F3D9RENQ

Oxybutynin Chloride is the chloride salt form of oxybutynin, a tertiary amine and anticholinergic agent with antispasmodic activity. Oxybutynin chloride exerts its antimuscarinic effect on bladder smooth muscle by blocking muscarinic receptors in smooth muscle, thereby inhibiting acetylcholine binding. This results in a relaxation of bladder smooth muscle, a reduction of involuntary muscle contractions and delays the initial desire to void.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate;hydrochloride
2.1.2 InChI
InChI=1S/C22H31NO3.ClH/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20;/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3;1H
2.1.3 InChI Key
SWIJYDAEGSIQPZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)CC#CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O.Cl
2.2 Other Identifiers
2.2.1 UNII
L9F3D9RENQ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-(diethylamino)-2-butynyl-alpha-cyclohexyl-alpha-hydroxybenzeneacetate

2. 4-(diethylamino)-2-butynyl-alpha-phenylcyclohexaneglycolate

3. Apo-oxybutynin

4. Contimin

5. Cystonorm

6. Cystrin

7. Ditropan

8. Dresplan

9. Dridase

10. Driptane

11. Gelnique

12. Gen-oxybutynin

13. Novo-oxybutynin

14. Nu-oxybutyn

15. Oxyb Abz

16. Oxybugamma

17. Oxybutin Holsten

18. Oxybuton

19. Oxybutynin

20. Oxybutynin Al

21. Oxybutynin Azu

22. Oxybutynin Heumann

23. Oxybutynin Hexal

24. Oxybutynin Hydrochloride

25. Oxybutynin Stada

26. Oxybutynin Von Ct

27. Oxybutynin-puren

28. Oxybutynin-ratiopharm

29. Oxymedin

30. Oxytrol

31. Pms-oxybutynin

32. Pollakisu

33. Renamel

34. Ryol

35. Spasmex Oxybutynin

36. Spasyt

37. Tavor

38. Zatur

2.3.2 Depositor-Supplied Synonyms

1. Oxybutynin Hydrochloride

2. 1508-65-2

3. Oxybutynin Hcl

4. Tropax

5. Oxybutynin (chloride)

6. Ditropan Xl

7. Pollakisu

8. Mj 4309-1

9. L9f3d9renq

10. Nsc-759108

11. Alpha-phenylcyclohexaneglycolic Acid 4-(diethylamino)-2-butynyl Ester Hydrochloride

12. Mls000069688

13. 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate Hydrochloride

14. Dridase

15. Smr000058490

16. Mj-4309-1

17. 4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate;hydrochloride

18. Oxybutynin Hydrochloride (jan)

19. 4-diethylamino-2-butynyl Phenyl(cyclohexyl)glycolate Hydrochloride

20. 4-(diethylamino)-2-butynyl Alpha-phenylcyclohexaneglycolate Hydrochloride

21. Gelnique

22. Oxibutinina Hydrochloride

23. Oxybutynin Hydrochloride [jan]

24. Chebi:7857

25. 4-diethylaminobut-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylethanoate Hydrochloride

26. Oxybutynin Chloride [usan]

27. Oxybutyninhydrochloride

28. Sr-01000000184

29. Einecs 216-139-7

30. Unii-l9f3d9renq

31. 4-(diethylamino)but-2-ynyl Cyclohexylphenylglycolate Hydrochloride

32. Oxybutynin Chloride [usan:usp]

33. Ditropan (tn)

34. Gelnique (tn)

35. Prestwick_621

36. Mfcd00072150

37. Oxybutynin-d11 Hcl

38. 4-(diethylamino)but-2-yn-1-yl Cyclohexyl(hydroxy)phenylacetate Hydrochloride

39. Opera_id_1330

40. Ncgc00016583-01

41. Oxybutynin (hydrochloride)

42. Oxybutynin Chloride (usp)

43. Cas-1508-65-2

44. Chembl1133

45. Dsstox_cid_25356

46. Dsstox_rid_80822

47. Dsstox_gsid_45356

48. Schembl25751

49. Mls001148211

50. Mls002222232

51. Regid_for_cid_91505

52. Dtxsid3045356

53. Hy-b0267a

54. (s)-4-(diethylamino)but-2-ynyl 2-cyclohexyl-2-hydroxy-2-phenylacetate Hydrochloride

55. Hms1568j16

56. Pharmakon1600-01505399

57. (r,s) - Oxybutynin Hydrochloride

58. Oxybutynin Chloride [vandf]

59. Bcp12138

60. Oxybutynin Chloride-(phenyl-[d5])

61. Tox21_110507

62. Tox21_500923

63. Nsc759108

64. Oxybutynin Chloride [usp-rs]

65. Oxybutynin Hydrochloride [mi]

66. S3117

67. 4-(diethylamino)-2-butynyl (+-)-alpha-phenylcyclohexaneglycolate Hydrochloride

68. Akos015895349

69. Ccg-213420

70. H33o205

71. Ks-1377

72. Lp00923

73. Nc00580

74. Nsc 759108

75. Cyclohexaneglycolic Acid, Alpha-phenyl-, 4-(diethylamino)-2-butynyl Ester, Hydrochloride

76. Oxybutynin Hydrochloride [mart.]

77. Ncgc00094234-01

78. Ncgc00094234-02

79. Ncgc00261608-01

80. Oxybutynin Chloride [orange Book]

81. Oxybutynin Hydrochloride [who-dd]

82. Benzeneacetic Acid, Alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl Ester Hydrochloride

83. Benzeneacetic Acid, Alpha-cyclohexyl-alpha-hydroxy-, 4-(diethylamino)-2-butynyl Ester Hydrochloride, (+-)-

84. Bo166187

85. Oxybutynin Chloride [usp Impurity]

86. Oxybutynin Chloride [usp Monograph]

87. Eu-0100923

88. Ft-0603563

89. Ft-0673411

90. Ft-0673412

91. O0451

92. Oxybutynin Chloride, >=98% (tlc), Powder

93. Sw196787-4

94. A51042

95. D00722

96. O 2881

97. Oxybutynin Hydrochloride [ep Monograph]

98. Oxybutynin Hydrochloride [usp Impurity]

99. A809082

100. J-008750

101. Sr-01000000184-2

102. Sr-01000000184-7

103. Q27107600

104. Oxybutynin Chloride, Meets Ep, Usp Testing Specifications

105. Oxybutynin Chloride, United States Pharmacopeia (usp) Reference Standard

106. Oxybutynin Hydrochloride, British Pharmacopoeia (bp) Reference Standard

107. Oxybutynin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

108. 2-cyclohexyl-2-hydroxy-2-phenylacetic Acid 4-(diethylamino)but-2-ynyl Ester Hcl

109. 4-(diethylamino)-2-butynyl (+/-)-,alpha.-phenylcyclohexaneglycolate Hydrochloride

110. 4-(diethylamino)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate Hydrochloride

111. 4-diethylamino-2-butynylphenyl(cyclohexyl)glycolatehydrochloride;oxybutynin Hcl

112. Alpha-phenylcyclohexaneglycolic Acid 4-(diethylamino)-2-butynyl Ester, Hydrochloride

113. Benezeneactetic Acid, .alpha.-cyclohexyl-.alpha.-hydroxy-,4-(diethylamino-2-butunyl Ester Hydrochloride,(+/-)-

114. Benzeneacetic Acid, .alpha.-cyclohexyl-.alpha.-hydroxy-, 4-(diethylamino)-2-butynyl Ester Hydrochloride, (+/-)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 393.9 g/mol
Molecular Formula C22H32ClNO3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Exact Mass393.2070716 g/mol
Monoisotopic Mass393.2070716 g/mol
Topological Polar Surface Area49.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity490
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 8  
Drug NameDitropan xl
Drug LabelDITROPAN XL (oxybutynin chloride) is an antispasmodic, anticholinergic agent. Each DITROPAN XL Extended Release Tablet contains 5 mg, 10 mg, or 15 mg of oxybutynin chloride USP, formulated as a once-a-day controlled-release tablet for oral admini...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release
RouteOral
Strength5mg; 10mg; 15mg
Market StatusPrescription
CompanyJanssen Pharms

2 of 8  
Drug NameGelnique
PubMed HealthOxybutynin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelOxybutynin is an antispasmodic, antimuscarinic agent. GELNIQUE (oxybutynin chloride) is a clear and colorless hydroalcoholic gel containing 100 mg oxybutynin chloride per gram of gel. GELNIQUE is available in a 1 gram (1.14 mL) unit dose that contain...
Active IngredientOxybutynin chloride
Dosage FormGel
RouteTransdermal
Strength10%(100mg/packet)
Market StatusPrescription
CompanyWatson Labs

3 of 8  
Drug NameOxybutynin chloride
Drug LabelOxybutynin chloride tablets USP are a debossed, very pale blue, round, biconvex, scored tablet containing 5 mg of oxybutynin chloride, USP. Chemically, oxybutynin chloride is d,l (racemic) 4-diethylamino-2-butynyl phenylcyclohexylglycolate hydrochlor...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release; Tablet; Syrup
RouteOral
Strength15mg; 5mg; 10mg; 5mg/5ml
Market StatusPrescription
CompanyVintage Pharms; Impax Pharms; Mylan Pharms; Wockhardt; Silarx; Pharm Assoc; Teva Pharms Usa; Osmotica Pharm; Usl Pharma; Mylan

4 of 8  
Drug NameOxybutynin chloride
PubMed HealthOxybutynin
Drug ClassesUrinary Antispasmodic
Drug LabelOxybutynin chloride tablets USP are a debossed, very pale blue, round, biconvex, scored tablet containing 5 mg of oxybutynin chloride, USP. Chemically, oxybutynin chloride is d,l (racemic) 4-diethylamino-2-butynyl phenylcyclohexylglycolate hydrochlor...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release
Routeoral
Strength15 mg.
Market StatusPrescription
CompanyMylan Pharms

5 of 8  
Drug NameDitropan xl
Drug LabelDITROPAN XL (oxybutynin chloride) is an antispasmodic, anticholinergic agent. Each DITROPAN XL Extended Release Tablet contains 5 mg, 10 mg, or 15 mg of oxybutynin chloride USP, formulated as a once-a-day controlled-release tablet for oral admini...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release
RouteOral
Strength5mg; 10mg; 15mg
Market StatusPrescription
CompanyJanssen Pharms

6 of 8  
Drug NameGelnique
PubMed HealthOxybutynin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelOxybutynin is an antispasmodic, antimuscarinic agent. GELNIQUE (oxybutynin chloride) is a clear and colorless hydroalcoholic gel containing 100 mg oxybutynin chloride per gram of gel. GELNIQUE is available in a 1 gram (1.14 mL) unit dose that contain...
Active IngredientOxybutynin chloride
Dosage FormGel
RouteTransdermal
Strength10%(100mg/packet)
Market StatusPrescription
CompanyWatson Labs

7 of 8  
Drug NameOxybutynin chloride
Drug LabelOxybutynin chloride tablets USP are a debossed, very pale blue, round, biconvex, scored tablet containing 5 mg of oxybutynin chloride, USP. Chemically, oxybutynin chloride is d,l (racemic) 4-diethylamino-2-butynyl phenylcyclohexylglycolate hydrochlor...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release; Tablet; Syrup
RouteOral
Strength15mg; 5mg; 10mg; 5mg/5ml
Market StatusPrescription
CompanyVintage Pharms; Impax Pharms; Mylan Pharms; Wockhardt; Silarx; Pharm Assoc; Teva Pharms Usa; Osmotica Pharm; Usl Pharma; Mylan

8 of 8  
Drug NameOxybutynin chloride
PubMed HealthOxybutynin
Drug ClassesUrinary Antispasmodic
Drug LabelOxybutynin chloride tablets USP are a debossed, very pale blue, round, biconvex, scored tablet containing 5 mg of oxybutynin chloride, USP. Chemically, oxybutynin chloride is d,l (racemic) 4-diethylamino-2-butynyl phenylcyclohexylglycolate hydrochlor...
Active IngredientOxybutynin chloride
Dosage FormTablet, extended release
Routeoral
Strength15 mg.
Market StatusPrescription
CompanyMylan Pharms

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.)


Urological Agents

Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cholinergic Muscarinic Antagonists [MoA]; Cholinergic Muscarinic Antagonist [EPC]