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2D Structure
Also known as: Benztropine mesylate, 132-17-2, Cogentin mesylate, Benztropine (mesylate), Mls000737056, Nsc42199
Molecular Formula
C22H29NO4S
Molecular Weight
403.5  g/mol
InChI Key
CPFJLLXFNPCTDW-UHFFFAOYSA-N

A centrally active muscarinic antagonist that has been used in the symptomatic treatment of PARKINSON DISEASE. Benztropine also inhibits the uptake of dopamine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane;methanesulfonic acid
2.1.2 InChI
InChI=1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)
2.1.3 InChI Key
CPFJLLXFNPCTDW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1C2CCC1CC(C2)OC(C3=CC=CC=C3)C4=CC=CC=C4.CS(=O)(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Apo Benztropine

2. Apo-benztropine

3. Bensylate

4. Benzatropine

5. Benzatropine Mesylate

6. Benzatropine Methanesulfonate

7. Benzatropine Methanesulfonate, Hydrobromide

8. Benzatropine Methanesulfonate, Hydrobromide, (endo)-isomer

9. Benzatropine Methanesulfonate, Hydrochloride, (endo)-isomer

10. Benztropine

11. Benztropine Mesylate

12. Cogentin

13. Cogentinol

14. Hydrobromide Benzatropine Methanesulfonate

15. Mesylate, Benzatropine

16. Mesylate, Benztropine

17. Methanesulfonate, Benzatropine

18. Methanesulfonate, Hydrobromide Benzatropine

19. N Methylbenztropine

20. N-methylbenztropine

21. Pms Benztropine

22. Pms-benztropine

2.2.2 Depositor-Supplied Synonyms

1. Benztropine Mesylate

2. 132-17-2

3. Cogentin Mesylate

4. Benztropine (mesylate)

5. Mls000737056

6. Nsc42199

7. Benzotropine Mesylate

8. 3-(benzhydryloxy)-8-methyl-8-azabicyclo[3.2.1]octane Methanesulfonate

9. Smr000394012

10. Cobrentin Methanesulfonate

11. 3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane;methanesulfonic Acid

12. Mk 02

13. Benzatropine Mesylate;benzotropine Mesylate;benztropine Methanesulfonate

14. Tropine Benzohydryl Ether Methanesulfonate

15. 102701-02-0

16. Cogentin Methanesulfonate

17. Sr-01000075303

18. Benzotropine Methanesulfonate

19. Nsc-42199

20. Benzotropinemesylate

21. Opera_id_1229

22. Schembl41809

23. Chembl85236

24. Hy-b0520a

25. Hms2747a15

26. Hms3259p11

27. Hms3260h09

28. Hms3652k07

29. Tox21_500194

30. Nsc169913

31. 3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane, Methanesulfonic Acid

32. Akos008105137

33. Ccg-221498

34. Lp00194

35. Nc00646

36. Sb19689

37. Ncgc00016118-02

38. Ncgc00093670-01

39. Ncgc00260879-01

40. As-17846

41. B5592

42. Cs-0300867

43. Eu-0100194

44. En300-51031

45. B 8262

46. Wln: T56 A Antj A1 Goyr & R & Osw1

47. Benzophenone-3,3'-4,4'-tetracarboxylic Dianhydrie

48. Q-200693

49. Sr-01000075303-1

50. Sr-01000075303-5

51. 8-azabicyclo[3.2.1]octane, Endo-, Methanesulfonate

52. 1.alpha.h, 3.alpha.-(diphenylmethoxy)-, Methanesulfonate

53. 3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane,methanesulfonicacid

54. Benzhydryl 8-methyl-8-azabicyclo[3.2.1]oct-3-yl Ether Methanesulfonate

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 403.5 g/mol
Molecular Formula C22H29NO4S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass403.18172958 g/mol
Monoisotopic Mass403.18172958 g/mol
Topological Polar Surface Area75.2 Ų
Heavy Atom Count28
Formal Charge0
Complexity433
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 2  
Drug NameBenztropine mesylate
PubMed HealthBenztropine Mesylate (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelBenztropine Mesylate is a synthetic compound containing structural features found in atropine and diphenhydramine.It is a crystalline white powder, very soluble in water, designated as 3-(Diphenylmethoxy)-1H, 5H-tropane methanesulfonate, with t...
Active IngredientBenztropine mesylate
Dosage FormInjectable; Tablet
RouteInjection; Oral
Strength1mg/ml; 0.5mg; 2mg; 1mg
Market StatusPrescription
CompanyCorepharma; Navinta; Fresenius Kabi Usa; Excellium; Vintage; Usl Pharma; Luitpold; Hikma Farmaceutica; Pliva; Invagen Pharms

2 of 2  
Drug NameBenztropine mesylate
PubMed HealthBenztropine Mesylate (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelBenztropine Mesylate is a synthetic compound containing structural features found in atropine and diphenhydramine.It is a crystalline white powder, very soluble in water, designated as 3-(Diphenylmethoxy)-1H, 5H-tropane methanesulfonate, with t...
Active IngredientBenztropine mesylate
Dosage FormInjectable; Tablet
RouteInjection; Oral
Strength1mg/ml; 0.5mg; 2mg; 1mg
Market StatusPrescription
CompanyCorepharma; Navinta; Fresenius Kabi Usa; Excellium; Vintage; Usl Pharma; Luitpold; Hikma Farmaceutica; Pliva; Invagen Pharms

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Dopamine Uptake Inhibitors

Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake. (See all compounds classified as Dopamine Uptake Inhibitors.)


Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)


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.)


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
Antihistamine [EPC]; Cholinergic Antagonists [MoA]; Histamine Receptor Antagonists [MoA]; Anticholinergic [EPC]