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Chemistry

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Also known as: Darifenacin hbr, 133099-07-7, Emselex, Darifenacin (hydrobromide), Darifenacin hydrobromide [usan], Cr02eyq8gv
Molecular Formula
C28H31BrN2O2
Molecular Weight
507.5  g/mol
InChI Key
UQAVIASOPREUIT-VQIWEWKSSA-N
FDA UNII
CR02EYQ8GV

Darifenacin Hydrobromide
1 2D Structure

Darifenacin Hydrobromide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenylacetamide;hydrobromide
2.1.2 InChI
InChI=1S/C28H30N2O2.BrH/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26;/h1-12,19,25H,13-18,20H2,(H2,29,31);1H/t25-;/m1./s1
2.1.3 InChI Key
UQAVIASOPREUIT-VQIWEWKSSA-N
2.1.4 Canonical SMILES
C1CN(CC1C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)N)CCC4=CC5=C(C=C4)OCC5.Br
2.1.5 Isomeric SMILES
C1CN(C[C@@H]1C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)N)CCC4=CC5=C(C=C4)OCC5.Br
2.2 Other Identifiers
2.2.1 UNII
CR02EYQ8GV
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (s)-1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-alpha,alpha-diphenyl-3-pyrrolidineacetamide

2. Darifenacin

3. Darifenacin Hydrochloride

4. Darifenacine

5. Darifenicin

6. Emselex

7. Enablex

8. Uk-88525

2.3.2 Depositor-Supplied Synonyms

1. Darifenacin Hbr

2. 133099-07-7

3. Emselex

4. Darifenacin (hydrobromide)

5. Darifenacin Hydrobromide [usan]

6. Cr02eyq8gv

7. 2-[(3s)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenylacetamide Hydrobromide

8. Uk-88525-04 (hydrobromide)

9. Chebi:31455

10. Uk-88525-04 (hbr)

11. (s)-2-(1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)pyrrolidin-3-yl)-2,2-diphenylacetamide Hydrobromide

12. 133099-07-7 (hbr)

13. Dsstox_cid_26780

14. Dsstox_rid_81899

15. Dsstox_gsid_46780

16. (s)-2-{1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-3-pyrrolidnyl}-2,2-diphenylacetamide Hydrobromide

17. Uk-88525

18. Darilong

19. 2-[(3s)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenylacetamide;hydrobromide

20. Uk 88525-04 Hydrobromide

21. Cas-133099-07-7

22. Ncgc00168775-01

23. Unii-cr02eyq8gv

24. (s)-2-(1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-3-pyrrolidnyl)-2,2-diphenylacetamide Hydrobromide

25. 2-{(3s)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide Hydrobromide

26. Enablex (tn)

27. Darifenacinhydrobromide

28. Diphenyl-acetamide Hydrobromide

29. Darifenacin Hydrobromide- Bio-x

30. Chembl1200935

31. Dtxsid9046780

32. Hy-a0012

33. Tox21_112636

34. Darifenacin Hydrobromide (jan/usan)

35. Darifenacin Hydrobromide [mi]

36. Mfcd08141803

37. S3144

38. Darifenacin Hydrobromide [jan]

39. Akos015969311

40. Tox21_112636_1

41. Ac-1894

42. Ccg-220969

43. Cs-0380

44. Darifenacin Hydrobromide [mart.]

45. Darifenacin Hydrobromide [usp-rs]

46. Darifenacin Hydrobromide [who-dd]

47. Ncgc00263922-02

48. 3-pyrrolidineacetamide, 1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-alpha,alpha-diphenyl-, Monohydrobromide, (3s)-

49. 3-pyrrolidineacetamide, 1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-alpha,alpha-diphenyl-, Monohydrobromide, (s)-

50. 3-pyrrolidineacetamide, 1-[2-(2,3-dihydro-5-benzofuranyl)ethyl]-alpha,alpha-diphenyl-, Hydrobromide (1:1), (3s)-

51. As-35087

52. Bd164350

53. Darifenacin Hydrobromide [ema Epar]

54. Darifenacin Hydrobromide, >=98% (hplc)

55. Sw219426-1

56. Darifenacin Hydrobromide [orange Book]

57. Uk-88525-04

58. D01699

59. Q-101006

60. Q27114313

61. Z1691545283

62. Darifenacin Hydrobromide, United States Pharmacopeia (usp) Reference Standard

63. (s)-2-(1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-3-pyrrolidnyl)-2,2-diphenylacetamide Hbr

64. 3-pyrrolidineacetamide, 1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-.alpha.,.alpha.-diphenyl-, Monohbr, (3s)-

65. 3-pyrrolidineacetamide, 1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-.alpha.,.alpha.-diphenyl-, Monohydrobromide, (3s)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 507.5 g/mol
Molecular Formula C28H31BrN2O2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass506.15689 g/mol
Monoisotopic Mass506.15689 g/mol
Topological Polar Surface Area55.6 Ų
Heavy Atom Count33
Formal Charge0
Complexity607
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
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 NameDarifenacin hydrobromide
Active IngredientDarifenacin hydrobromide
Dosage FormTablet, extended release
Routeoral
Strength7.5mg; 15mg
Market StatusTentative Approval
CompanyAnchen Pharms

2 of 4  
Drug NameEnablex
PubMed HealthDarifenacin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelENABLEX (darifenacin) is an extended-release tablet which contains 7.5mg or 15mg darifenacin as its hydrobromide salt. The active moiety, darifenacin, is a potent muscarinic receptor antagonist.Chemically, darifenacin hydrobromide is (S)-2-{1-[...
Active IngredientDarifenacin hydrobromide
Dosage FormTablet, extended release
RouteOral
Strengtheq 15mg base; eq 7.5mg base
Market StatusPrescription
CompanyWarner Chilcott

3 of 4  
Drug NameDarifenacin hydrobromide
Active IngredientDarifenacin hydrobromide
Dosage FormTablet, extended release
Routeoral
Strength7.5mg; 15mg
Market StatusTentative Approval
CompanyAnchen Pharms

4 of 4  
Drug NameEnablex
PubMed HealthDarifenacin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelENABLEX (darifenacin) is an extended-release tablet which contains 7.5mg or 15mg darifenacin as its hydrobromide salt. The active moiety, darifenacin, is a potent muscarinic receptor antagonist.Chemically, darifenacin hydrobromide is (S)-2-{1-[...
Active IngredientDarifenacin hydrobromide
Dosage FormTablet, extended release
RouteOral
Strengtheq 15mg base; eq 7.5mg base
Market StatusPrescription
CompanyWarner Chilcott

4.2 Drug Indication

Symptomatic treatment of urge incontinence and/or increased urinary frequency and urgency as may occur in adult patients with overactive bladder syndrome.


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.)


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]
5.3 ATC Code

G04BD10


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20-Jan-2021
26-Mar-2024
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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 1...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 15MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21513

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 7...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 7.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21513

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