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2D Structure
Also known as: 242478-38-2, Vesicare, Solifenacin (succinate), Solifenacin succinate [usan], Ym-905, Ym 905
Molecular Formula
C27H32N2O6
Molecular Weight
480.6  g/mol
InChI Key
RXZMMZZRUPYENV-VROPFNGYSA-N
FDA UNII
KKA5DLD701

A quinuclidine and tetrahydroisoquinoline derivative and selective M3 MUSCARINIC ANTAGONIST. It is used as a UROLOGIC AGENT in the treatment of URINARY INCONTINENCE.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(3R)-1-azabicyclo[2.2.2]octan-3-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate;butanedioic acid
2.1.2 InChI
InChI=1S/C23H26N2O2.C4H6O4/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19;5-3(6)1-2-4(7)8/h1-9,18,21-22H,10-16H2;1-2H2,(H,5,6)(H,7,8)/t21-,22-;/m0./s1
2.1.3 InChI Key
RXZMMZZRUPYENV-VROPFNGYSA-N
2.1.4 Canonical SMILES
C1CN2CCC1C(C2)OC(=O)N3CCC4=CC=CC=C4C3C5=CC=CC=C5.C(CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
C1CN2CCC1[C@H](C2)OC(=O)N3CCC4=CC=CC=C4[C@@H]3C5=CC=CC=C5.C(CC(=O)O)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
KKA5DLD701
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2(1h)-isoquinolinecarboxylic Acid, 3,4-dihydro-1-phenyl-,1- Azabicyclo(2.2.2)oct-3-yl Ester, (r-(r*,s*))-

2. 905, Ym

3. Quinuclidin-3'-yl-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate Monosuccinate

4. Solifenacin

5. Succinate, Solifenacin

6. Vesicare

7. Ym 905

8. Ym905

2.3.2 Depositor-Supplied Synonyms

1. 242478-38-2

2. Vesicare

3. Solifenacin (succinate)

4. Solifenacin Succinate [usan]

5. Ym-905

6. Ym 905

7. Ym905

8. 1-azabicyclo[2.2.2]octan-8-yl (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylate Butanedioic Acid

9. Ym67905

10. Kka5dld701

11. Ym-67905

12. [(3r)-1-azabicyclo[2.2.2]octan-3-yl] (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylate;butanedioic Acid

13. Vesikur

14. (s)-(r)-quinuclidin-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1h)-carboxylate Succinate

15. Chembl1200803

16. Solifenacin Succinate Salt

17. Unii-kka5dld701

18. Vesicare Od

19. Vesicare (tn)

20. Isoprenalinoe Sulfate

21. Vesicare Ls

22. Solifenacin Succinate- Bio-x

23. Mls006010416

24. Schembl109333

25. Chebi:32151

26. Dtxsid30947075

27. Hms3887a13

28. Solifenacin Succinate [mi]

29. Solifenacin Succinate [jan]

30. Ex-a4170

31. Hy-a0002

32. Mfcd00954234

33. S3048

34. Solifenacin Succinate [vandf]

35. Solifenacin Succinate [mart.]

36. Akos015994745

37. Solifenacin Succinate [usp-rs]

38. Solifenacin Succinate [who-dd]

39. Am84825

40. Ccg-269551

41. Cs-0371

42. Ks-1286

43. Solifenacin Succinate (jan/usan/inn)

44. Solifenacin Succinate, >=98% (hplc)

45. [(3r)-1-azabicyclo[2.2.2]octan-3-yl] (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylate; Butanedioic Acid

46. 2(1h)-isoquinolinecarboxylic Acid, 3,4-dihydro-1-phenyl-, (3r)-1-azabicyclo(2.2.2)oct-3-yl Ester, (1s)-, Butanedioate (1:1)

47. As-35288

48. Bs164410

49. Butanedioic Acid, Cmpd. With (1s)-(3r)-1-azabicyclo(2.2.2)oct-3-yl 3,4-dihydro-1-phenyl-2(1h)-isoquinolinecarboxylate (1:1)

50. Butanedioic Acid, Compd With (1s)-(3r)-1-azabicyclo(2.2.2)oct-3-yl 3,4-dihydro-1-phenyl-2(1h)-isoquinolinecarboxylate (1:1)

51. Smr004701445

52. Ym-53705

53. Solifenacin Succinate [orange Book]

54. Solifenacin Succinate [ep Monograph]

55. S0944

56. Sw219141-1

57. D01269

58. A819262

59. A881133

60. Q374826

61. Solifenacin Succinate, Europepharmacopoeia (ep) Reference Standard

62. Solifenacin Succinate, United States Pharmacopeia (usp) Reference Standard

63. (r)-quinuclidin-3-yl (s)-1-phenyl-3,4-dihydroisoquinoline-2(1h)-carboxylate

64. (s)-(r)-quinuclidin-3-yl1-phenyl-3,4-dihydroisoquinoline-2(1h)-carboxylatesuccinate

65. Quinuclidin-3'-yl-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylatemonosuccinate

66. Solifenacin For System Suitability, Europepharmacopoeia (ep) Reference Standard

67. (1s)-(3r)-1-azabicyclo[2.2.2]oct-3-yl-3,4-dihydro-1-phenyl-2(1h)-isoquinolinecarboxylate Succinate

68. 1-azabicyclo[2.2.2]octan-8-yl (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylate Butanedioic Acid (solifenacin?succinate)

69. Butanedioic Acid--1-azabicyclo[2.2.2]octan-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1h)-carboxylate (1/1)

70. Butanedioic Acid; (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylic Acid [(3r)-1-azabicyclo[2.2.2]octan-3-yl] Ester

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 480.6 g/mol
Molecular Formula C27H32N2O6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass480.22603674 g/mol
Monoisotopic Mass480.22603674 g/mol
Topological Polar Surface Area107 Ų
Heavy Atom Count35
Formal Charge0
Complexity617
Isotope Atom Count0
Defined Atom Stereocenter Count2
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 NameSolifenacin succinate
Drug LabelVESIcare (solifenacin succinate) is a muscarinic receptor antagonist. Chemically, solifenacin succinate is butanedioic acid, compounded with (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl 3,4-dihydro-1-phenyl-2(1H)-iso-quinolinecarboxylate (1:1) having an e...
Active IngredientSolifenacin succinate
Dosage FormTablet
RouteOral
Strength5mg; 10mg
Market StatusPrescription
CompanyTeva Pharms Usa

2 of 4  
Drug NameVesicare
PubMed HealthSolifenacin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelVESIcare (solifenacin succinate) is a muscarinic receptor antagonist. Chemically, solifenacin succinate is butanedioic acid, compounded with (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl 3,4-dihydro-1-phenyl-2(1H)-iso-quinolinecarboxylate (1:1) having an e...
Active IngredientSolifenacin succinate
Dosage FormTablet
RouteOral
Strength5mg; 10mg
Market StatusPrescription
CompanyAstellas

3 of 4  
Drug NameSolifenacin succinate
Drug LabelVESIcare (solifenacin succinate) is a muscarinic receptor antagonist. Chemically, solifenacin succinate is butanedioic acid, compounded with (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl 3,4-dihydro-1-phenyl-2(1H)-iso-quinolinecarboxylate (1:1) having an e...
Active IngredientSolifenacin succinate
Dosage FormTablet
RouteOral
Strength5mg; 10mg
Market StatusPrescription
CompanyTeva Pharms Usa

4 of 4  
Drug NameVesicare
PubMed HealthSolifenacin (By mouth)
Drug ClassesUrinary Antispasmodic
Drug LabelVESIcare (solifenacin succinate) is a muscarinic receptor antagonist. Chemically, solifenacin succinate is butanedioic acid, compounded with (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl 3,4-dihydro-1-phenyl-2(1H)-iso-quinolinecarboxylate (1:1) having an e...
Active IngredientSolifenacin succinate
Dosage FormTablet
RouteOral
Strength5mg; 10mg
Market StatusPrescription
CompanyAstellas

4.2 Drug Indication

Treatment of neurogenic detrusor overactivity


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


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.)


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