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Tolterodine

Synopsis, Chemistry

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TABLET;ORAL - 1MG
TABLET;ORAL - 2MG
CAPSULE, EXTENDED RELEASE;ORAL - 2MG
CAPSULE, EXTENDED RELEASE;ORAL - 4MG

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Also known as: Tolterodine tartrate, 124937-52-6, Detrol la, Detrusitol, Tolterodine l-tartrate, Pnu-200583e

Molecular Formula

C₂₆H₃₇NO₇

Molecular Weight

475.6 g/mol

InChI Key

TWHNMSJGYKMTRB-KXYUELECSA-N

FDA UNII

5T619TQR3R

An ANTIMUSCARINIC AGENT selective for the MUSCARINIC RECEPTORS of the BLADDER that is used in the treatment of URINARY INCONTINENCE and URINARY URGE INCONTINENCE.

1 2D Structure

Tolterodine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R)-2,3-dihydroxybutanedioic acid;2-[(1R)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenol

2.1.2 InChI

InChI=1S/C22H31NO.C4H6O6/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24;5-1(3(7)8)2(6)4(9)10/h6-12,15-17,20,24H,13-14H2,1-5H3;1-2,5-6H,(H,7,8)(H,9,10)/t20-;1-,2-/m11/s1

2.1.3 InChI Key

TWHNMSJGYKMTRB-KXYUELECSA-N

2.1.4 Canonical SMILES

CC1=CC(=C(C=C1)O)C(CCN(C(C)C)C(C)C)C2=CC=CC=C2.C(C(C(=O)O)O)(C(=O)O)O

2.1.5 Isomeric SMILES

CC1=CC(=C(C=C1)O)[C@H](CCN(C(C)C)C(C)C)C2=CC=CC=C2.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

5T619TQR3R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Detrol La

2. Detrusitol

3. Pha 686464b

4. Pha-686464b

5. Pha686464b

6. Tartrate, Tolterodine

7. Tolterodine

8. Tolterodine Tartrate

9. Unidet

10. Urotrol

2.3.2 Depositor-Supplied Synonyms

1. Tolterodine Tartrate

2. 124937-52-6

3. Detrol La

4. Detrusitol

5. Tolterodine L-tartrate

6. Pnu-200583e

7. (r)-2-(3-(diisopropylamino)-1-phenylpropyl)-4-methylphenol (2r,3r)-2,3-dihydroxysuccinate

8. Tolterodine Tartrate [usan]

9. Kabi-2234

10. Urotrol

11. 5t619tqr3r

12. Pnu 200583e

13. Tolterodine Tartrate (detrol La)

14. 124937-52-6 (tartrate)

15. Tolterodine (tartrate)

16. (r)-2-(3-diisopropylamino-1-phenyl-propyl)-p-cresol L-tartrate

17. (r)-2-(3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methylphenol (r-(r*,r*))-2,3-dihydroxybutanedioate (1:1) (salt)

18. (+)-(r)-2-(i-(2-(diisopropylamino)ethyl)benzyl)-p-cresol L-tartrate (1:1) (salt)

19. Unii-5t619tqr3r

20. (2r,3r)-2,3-dihydroxybutanedioic Acid;2-[(1r)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenol

21. Detrusitol Sr

22. Mfcd07771985

23. (r)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-methylphenol L-tartrate

24. Detrusitol (tn)

25. Detrol (tn)

26. Tolterodine, Tartrate

27. (tolterodine Tartrate)

28. Detrol La;kabi-2234;pnu-200583e

29. Tolterodine Tartrate,(s)

30. (r)-tolterodine L-tartrate

31. Tolterodine Tartrate- Bio-x

32. Mls003915640

33. Schembl467372

34. Chembl1200871

35. Tolterodine Tartrate (jan/usp)

36. Dtxsid80924972

37. Tolterodine Tartrate [mi]

38. Hms3715n08

39. Hms3884j08

40. Tolterodine Tartrate [jan]

41. Tolterodine Tartrate [vandf]

42. S2550

43. Tolterodine Tartrate [mart.]

44. Tolterodine Tartrate [usp-rs]

45. Akos015961803

46. Ac-2617

47. Ccg-221263

48. Cs-0441

49. Ds-1398

50. Tolterodine L-tartrate [who-dd]

51. Tolterodine L-tartrate 124937-51-5

52. (2r,3r)-2,3-dihydroxybutanedioic Acid,2-[(1r)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenol

53. As-35344

54. Bt164484

55. Hy-90010

56. Phenol, 2-((1r)-3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methyl-, (2r,3r)-2,3-dihydroxybutanedioate (1:1) (salt)

57. Phenol, 2-(3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methyl-, (r)-, (r-(r*,r*))-2,3-dihydroxybutanedioate (1:1) (salt)

58. Smr002544692

59. Tolterodine L-tartrate, >=98% (hplc)

60. Tolterodine Tartrate [orange Book]

61. Bcp0726000292

62. Tolterodine Tartrate [ep Monograph]

63. Tolterodine Tartrate [usp Monograph]

64. Sw197495-2

65. D01148

66. (r)-2-(3-(diisopropylamino)-1-phenylpropyl)-

67. 4-methylphenol (2r,3r)-2,3-dihydroxysuccinate

68. 937t526

69. A890340

70. J-500064

71. Q27114836

72. (+)-(r)-2-(a-[2-(diisopropylamino)ethyl]benzyl)-p-cresol Tartrate

73. (+)-r)-2-{a-(2-(diisopropylamino)ethyl)benzyl}-p-cresol Tartrate

74. (r)-2-(3-(diisopropylamino)-1-phenylpropyl)-4-methylphenol(2r,3r)-2,3-dihydroxysuccinate

75. (r)-2-(3-diisopropylamino-1-phenyl-propyl)-4-methyl-phenol L-tartrate

76. 2-[(1r)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol (2r,3r)-2,3-dihydroxybutanedioate

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₇NO₇
Molecular Weight	475.6 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	10
Exact Mass	475.25700252 g/mol
Monoisotopic Mass	475.25700252 g/mol
Topological Polar Surface Area	139 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	474
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 6
Drug Name	Detrol
PubMed Health	Tolterodine (By mouth)
Drug Classes	Urinary Antispasmodic
Drug Label	DETROL Tablets contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (R)-2-[3-[bis(1-methylethyl)-amino]1-phenylpropyl]-4-methylphenol [R-(R,R)]-2,3dihydroxyb...
Active Ingredient	Tolterodine tartrate
Dosage Form	Tablet
Route	Oral
Strength	2mg; 1mg
Market Status	Prescription
Company	Pharmacia And Upjohn

2 of 6
Drug Name	Detrol la
Drug Label	DETROL LA Capsules contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (R)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine L-hydrogen tartrat...
Active Ingredient	Tolterodine tartrate
Dosage Form	Capsule, extended release
Route	Oral
Strength	4mg; 2mg
Market Status	Prescription
Company	Pharmacia And Upjohn

3 of 6
Drug Name	Tolterodine tartrate
PubMed Health	Tolterodine (By mouth)
Drug Classes	Urinary Antispasmodic
Drug Label	Tolterodine tartrate tablets contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (+)-(R)-2-[I-[2-(Diisopropylamino)ethyl]benzyl]-p-cresol L-tartrate (1:1) (sa...
Active Ingredient	Tolterodine tartrate
Dosage Form	Tablet; Capsule, extended release
Route	oral; Oral
Strength	1mg; 4mg; 2mg
Market Status	Tentative Approval; Prescription
Company	Mylan Pharms; Apotex; Sandoz

4 of 6
Drug Name	Detrol
PubMed Health	Tolterodine (By mouth)
Drug Classes	Urinary Antispasmodic
Drug Label	DETROL Tablets contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (R)-2-[3-[bis(1-methylethyl)-amino]1-phenylpropyl]-4-methylphenol [R-(R,R)]-2,3dihydroxyb...
Active Ingredient	Tolterodine tartrate
Dosage Form	Tablet
Route	Oral
Strength	2mg; 1mg
Market Status	Prescription
Company	Pharmacia And Upjohn

5 of 6
Drug Name	Detrol la
Drug Label	DETROL LA Capsules contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (R)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine L-hydrogen tartrat...
Active Ingredient	Tolterodine tartrate
Dosage Form	Capsule, extended release
Route	Oral
Strength	4mg; 2mg
Market Status	Prescription
Company	Pharmacia And Upjohn

6 of 6
Drug Name	Tolterodine tartrate
PubMed Health	Tolterodine (By mouth)
Drug Classes	Urinary Antispasmodic
Drug Label	Tolterodine tartrate tablets contain tolterodine tartrate. The active moiety, tolterodine, is a muscarinic receptor antagonist. The chemical name of tolterodine tartrate is (+)-(R)-2-[I-[2-(Diisopropylamino)ethyl]benzyl]-p-cresol L-tartrate (1:1) (sa...
Active Ingredient	Tolterodine tartrate
Dosage Form	Tablet; Capsule, extended release
Route	oral; Oral
Strength	1mg; 4mg; 2mg
Market Status	Tentative Approval; Prescription
Company	Mylan Pharms; Apotex; Sandoz

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]