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2D Structure
Also known as: 596-51-0, Glycopyrrolate bromide, Robinul, Glycopyrronium bromide, Gastrodyn, Nodapton
Molecular Formula
C19H28BrNO3
Molecular Weight
398.3  g/mol
InChI Key
VPNYRYCIDCJBOM-UHFFFAOYSA-M

A muscarinic antagonist used as an antispasmodic, in some disorders of the gastrointestinal tract, and to reduce salivation with some anesthetics.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide
2.1.2 InChI
InChI=1S/C19H28NO3.BrH/c1-20(2)13-12-17(14-20)23-18(21)19(22,16-10-6-7-11-16)15-8-4-3-5-9-15;/h3-5,8-9,16-17,22H,6-7,10-14H2,1-2H3;1H/q+1;/p-1
2.1.3 InChI Key
VPNYRYCIDCJBOM-UHFFFAOYSA-M
2.1.4 Canonical SMILES
C[N+]1(CCC(C1)OC(=O)C(C2CCCC2)(C3=CC=CC=C3)O)C.[Br-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Bromide, Glycopyrronium

2. Glycopyrronium

3. Glycopyrronium Bromide

4. Nva 237

5. Nva-237

6. Nva237

7. Pyrrolidinium, 3-((cyclopentylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, Bromide

2.2.2 Depositor-Supplied Synonyms

1. 596-51-0

2. Glycopyrrolate Bromide

3. Robinul

4. Glycopyrronium Bromide

5. Gastrodyn

6. Nodapton

7. Tarodyl

8. Tarodyn

9. Asecryl

10. Cuvposa

11. Glycopyrronii Bromidum

12. Robanul

13. Ahr-504

14. Bromuro De Glicopirronio

15. Bromure De Glycopyrronium

16. Nva-237

17. Robinal

18. Seebri Neohaler

19. 3-hydroxy-1,1-dimethylpyrrolidinium Bromide Alpha-cyclopentylmandelate

20. Seebri

21. 1,1-dimethyl-3-hydroxypyrrolidinium Bromide Alpha-cyclopentylmandelate

22. 1-methyl-3-pyrrolidyl Alpha-phenylcyclopentaneglycolate Methobromide

23. 3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidin-1-ium Bromide

24. Pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-,bromide

25. Ad-237

26. Pt-001

27. Nsc-250836

28. Nsc-251251

29. Nsc-251252

30. Copyrrolate

31. Dsstox_cid_3109

32. 3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidinium Bromide

33. (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate Bromide

34. Dsstox_rid_76878

35. Dsstox_gsid_23109

36. Glycopyrronium (bromide);glycopyrrolate (bromide)

37. Nva237

38. Robinul Forte

39. Pyrrolidinium,1-dimethyl-, Bromide

40. Seebri Breezhaler

41. 53808-86-9

42. (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide

43. Smr000469282

44. Glycopyrrolate, Erythro-

45. Nsc 250836

46. Nsc 251251

47. Nsc 251252

48. Org-nc-45

49. Nsc250836

50. Nsc251251

51. Nsc251252

52. (2s,3's)-glycopyrrolate

53. Ahr 504

54. Glycopyrronium (as Bromide)

55. Nva 237

56. Glycopyrronii Bromidum [inn-latin]

57. Ncgc00179456-02

58. Wln: T5ktj A1 A1 Covxqr&- Al5tj &q &e

59. Einecs 209-887-0

60. Mfcd00072137

61. Bromure De Glycopyrronium [inn-french]

62. Bromuro De Glicopirronio [inn-spanish]

63. Chf5259

64. Glycopyrrolate [usan:usp]

65. Pt001

66. Chf-5259

67. Lonhala Magnair

68. Pyrrolidinium,1-dimethyl-, Bromide, .alpha.-cyclopentylmandelate

69. 1,1-dimethyl-3-hydroxypyrrolidinium Bromide .alpha.-cyclopentylmandelate

70. 1-methyl-3-pyrrolidinyl .alpha.-phenylcyclopentaneglycolate Methobromide

71. 3-hydroxy-1,1-dimethylpyrrolidinium Bromide-.alpha.-cyclopentylmandelate

72. Mandelic Acid, Ester With 3-hydroxy-1,1-dimethylpyrrolidinium Bromide

73. Cuvposa (tn)

74. Robinul (tn)

75. Glycopyrrolate (usp)

76. .beta.-1-methyl-3-pyrrolidyl-.alpha.-cyclopentylmandelate Methobromide

77. Seebri Breezhaler (tn)

78. Cas-596-51-0

79. Glycopyrrone Bromide

80. Schembl41436

81. Glycopyrronium Bromide ,(s)

82. Mls001424112

83. Mls002222301

84. 3-hydroxy-1,1-dimethylpyrrolidinium Bromide .alpha.-cyclopentylmandelate

85. Chembl1201027

86. Dtxsid6023109

87. Chebi:90972

88. Glycopyrrolate, >=98% (hplc)

89. Glycopyrronium Bromide (jan/inn)

90. Hms1570e14

91. Hms2051p12

92. Hms2094a05

93. Hms2097e14

94. Hms2235f12

95. Hms3259p04

96. Hms3369f10

97. Hms3393p12

98. Hms3714e14

99. Hms3885p14

100. Pharmakon1600-01505753

101. Amy22352

102. Bcp07110

103. Bcp33298

104. Chf-5992

105. Ex-a4155

106. Tox21_113144

107. Tox21_113145

108. Nsc759238

109. S4660

110. Akos015962136

111. Pyrrolidinium, 1,1-dimethyl-3-hydroxy-, Bromide, Alpha-cyclopentylmandelate

112. Pyrrolidinium, 3-hydroxy-1,1-dimethyl-, Bromide, Alpha-cyclopentylmandelate

113. Tox21_113144_1

114. Ccg-101030

115. Ccg-213543

116. Cs-1763

117. Nc00280

118. Nc00694

119. Nsc-759238

120. Ncgc00179456-04

121. Ac-23382

122. Hy-17465

123. Glycopyrrolate Erythro Isomer (ss-isomer)

124. Ft-0626787

125. G0392

126. D00540

127. A832400

128. Sr-01000763650

129. Sr-01000763650-3

130. Q27162963

131. Glycopyrrolate Erythro Isomer (mixture Of Rr-isomer And Ss-isomer)

132. Glycopyrrolate, United States Pharmacopeia (usp) Reference Standard

133. Glycopyrronium Bromide, European Pharmacopoeia (ep) Reference Standard

134. Glycopyrronium Impurity N, European Pharmacopoeia (ep) Reference Standard

135. 3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidin-1-iumbromide

136. 3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidin-1-ium Bromide

137. Glycopyrronium For Peak Identification, European Pharmacopoeia (ep) Reference Standard

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 398.3 g/mol
Molecular Formula C19H28BrNO3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass397.12526 g/mol
Monoisotopic Mass397.12526 g/mol
Topological Polar Surface Area46.5 Ų
Heavy Atom Count24
Formal Charge0
Complexity424
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
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 NameCuvposa
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelCUVPOSA is an anticholinergic drug available as an oral solution containing 1 mg glycopyrrolate per 5 mL. The chemical name for glycopyrrolate is pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl) oxy]-1,1-dimethyl-,bromide. The chemical structure is...
Active IngredientGlycopyrrolate
Dosage FormSolution
RouteOral
Strength1mg/5ml
Market StatusPrescription
CompanyMerz Pharms

2 of 8  
Drug NameGlycopyrrolate
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelGlycopyrrolate tablets contain the synthetic anticholinergic glycopyrrolate. Glycopyrrolate is a quaternary ammonium compound with the following chemical name:3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium bromide. Its empirical fo...
Active IngredientGlycopyrrolate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength1mg; 0.2mg/ml; 1.5mg; 2mg
Market StatusPrescription
CompanyStason Pharms; Vintage Pharms; Ranbaxy; Aurolife Pharma; Excellium; Hikma Farmaceutica; Par Pharm; Vintage; Luitpold; Dr Reddys Labs; Nexgen Pharma

3 of 8  
Drug NameRobinul
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelROBINUL (glycopyrrolate) Injection is a synthetic anticholinergic agent. Each 1 mL contains:Glycopyrrolate, USP 0.2 mgWater for Injection, USP q.s.Benzyl Alcohol, NF 0.9% (preservative)pH adjusted, when necessary, with hydrochloric acid and/or sodium...
Active IngredientGlycopyrrolate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength1mg; 0.2mg/ml
Market StatusPrescription
CompanyShionogi; Hikma Maple

4 of 8  
Drug NameRobinul forte
PubMed HealthGlycopyrrolate (By mouth)
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelRobinul and Robinul Forte tablets contain the synthetic anticholinergic, glycopyrrolate. Glycopyrrolate is a quaternary ammonium compound with the following chemical name: 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1, 1-dimethylpyrrolidinium bromide...
Active IngredientGlycopyrrolate
Dosage FormTablet
RouteOral
Strength2mg
Market StatusPrescription
CompanyShionogi

5 of 8  
Drug NameCuvposa
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelCUVPOSA is an anticholinergic drug available as an oral solution containing 1 mg glycopyrrolate per 5 mL. The chemical name for glycopyrrolate is pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl) oxy]-1,1-dimethyl-,bromide. The chemical structure is...
Active IngredientGlycopyrrolate
Dosage FormSolution
RouteOral
Strength1mg/5ml
Market StatusPrescription
CompanyMerz Pharms

6 of 8  
Drug NameGlycopyrrolate
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelGlycopyrrolate tablets contain the synthetic anticholinergic glycopyrrolate. Glycopyrrolate is a quaternary ammonium compound with the following chemical name:3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium bromide. Its empirical fo...
Active IngredientGlycopyrrolate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength1mg; 0.2mg/ml; 1.5mg; 2mg
Market StatusPrescription
CompanyStason Pharms; Vintage Pharms; Ranbaxy; Aurolife Pharma; Excellium; Hikma Farmaceutica; Par Pharm; Vintage; Luitpold; Dr Reddys Labs; Nexgen Pharma

7 of 8  
Drug NameRobinul
PubMed HealthGlycopyrrolate
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelROBINUL (glycopyrrolate) Injection is a synthetic anticholinergic agent. Each 1 mL contains:Glycopyrrolate, USP 0.2 mgWater for Injection, USP q.s.Benzyl Alcohol, NF 0.9% (preservative)pH adjusted, when necessary, with hydrochloric acid and/or sodium...
Active IngredientGlycopyrrolate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength1mg; 0.2mg/ml
Market StatusPrescription
CompanyShionogi; Hikma Maple

8 of 8  
Drug NameRobinul forte
PubMed HealthGlycopyrrolate (By mouth)
Drug ClassesCholinergic Antagonist, Gastrointestinal Agent
Drug LabelRobinul and Robinul Forte tablets contain the synthetic anticholinergic, glycopyrrolate. Glycopyrrolate is a quaternary ammonium compound with the following chemical name: 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1, 1-dimethylpyrrolidinium bromide...
Active IngredientGlycopyrrolate
Dosage FormTablet
RouteOral
Strength2mg
Market StatusPrescription
CompanyShionogi

4.2 Drug Indication

Tovanor Breezhaler is indicated as a maintenance bronchodilator treatment to relieve symptoms in adult patients with chronic obstructive pulmonary disease (COPD).


Seebri Breezhaler is indicated as a maintenance bronchodilator treatment to relieve symptoms in adult patients with chronic obstructive pulmonary disease (COPD).


Enurev Breezhaler is indicated as a maintenance bronchodilator treatment to relieve symptoms in adult patients with chronic obstructive pulmonary disease (COPD).


Symptomatic treatment of severe sialorrhoea (chronic pathological drooling) in children and adolescents aged 3 years and older with chronic neurological disorders.


Treatment of sialorrhoea


Chronic obstructive pulmonary disease


Treatment of sialorrhoea


Treatment of hyperhidrosis


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.)


Adjuvants, Anesthesia

Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cholinergic Antagonists [MoA]; Anticholinergic [EPC]
5.3 ATC Code

R03BB06


R03BB06


R03BB06


A03AB02


A03AB02

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


A - Alimentary tract and metabolism

A03 - Drugs for functional gastrointestinal disorders

A03A - Drugs for functional gastrointestinal disorders

A03AB - Synthetic anticholinergics, quaternary ammonium compounds

A03AB02 - Glycopyrronium bromide


R - Respiratory system

R03 - Drugs for obstructive airway diseases

R03B - Other drugs for obstructive airway diseases, inhalants

R03BB - Anticholinergics

R03BB06 - Glycopyrronium bromide