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Rasagiline

Synopsis, Chemistry

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Also known as: 161735-79-1, Azilect, Rasagiline mesilate, Tvp-1012, Agilect, (r)-n-(prop-2-yn-1-yl)-2,3-dihydro-1h-inden-1-amine methanesulfonate

Molecular Formula

C₁₃H₁₇NO₃S

Molecular Weight

267.35 g/mol

InChI Key

JDBJJCWRXSVHOQ-UTONKHPSSA-N

FDA UNII

LH8C2JI290

1 2D Structure

Rasagiline

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methanesulfonic acid;(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine

2.1.2 InChI

InChI=1S/C12H13N.CH4O3S/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12;1-5(2,3)4/h1,3-6,12-13H,7-9H2;1H3,(H,2,3,4)/t12-;/m1./s1

2.1.3 InChI Key

JDBJJCWRXSVHOQ-UTONKHPSSA-N

2.1.4 Canonical SMILES

CS(=O)(=O)O.C#CCNC1CCC2=CC=CC=C12

2.1.5 Isomeric SMILES

CS(=O)(=O)O.C#CCN[C@@H]1CCC2=CC=CC=C12

2.2 Other Identifiers

2.2.1 UNII

LH8C2JI290

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2,3-dihydro-n-2-propynyl-1h-inden-1-amine-(1r)-hydrochloride

2. Agn 1135

3. Agn-1135

4. Azilect

5. N-2-propynyl-1-indanamine

6. N-propargyl-1-aminoindan Mesylate

7. Rasagiline

8. Rasagiline Hydrochloride

9. Tvp 101

10. Tvp 1022

11. Tvp-101

12. Tvp-1022

13. Tvp1022

2.3.2 Depositor-Supplied Synonyms

1. 161735-79-1

2. Azilect

3. Rasagiline Mesilate

4. Tvp-1012

5. Agilect

6. (r)-n-(prop-2-yn-1-yl)-2,3-dihydro-1h-inden-1-amine Methanesulfonate

7. Rasagiline Methanesulfonate

8. Rasagiline Mesylate [usan]

9. Rasagiline (mesylate)

10. Rasagline Ratiopharm

11. Rasagiline (as Mesilate)

12. Lh8c2ji290

13. (r)-n-2-propynyl-1-indanamine Methanesulfonate

14. 1h-inden-1-amine, 2,3-dihydro-n-2-propynyl-, (r)-, Methanesulfonate

15. Methanesulfonic Acid;(1r)-n-prop-2-ynyl-2,3-dihydro-1h-inden-1-amine

16. Ncgc00168774-01

17. Azilect (tn)

18. Mfcd08460604

19. 1h-inden-1-amine, 2,3-dihydro-n-2-propynyl-, (1r)-, Methanesulfonate

20. Rasagiline Mesilate (jan)

21. Rasagiline Mesylate (usan)

22. Dsstox_cid_27826

23. Dsstox_rid_82589

24. Dsstox_gsid_47848

25. Rasagiline Mesilate [jan]

26. Tvp1012

27. Cas-161735-79-1

28. Tvp 1012

29. Unii-lh8c2ji290

30. C12h13n.ch3so3h

31. Schembl158439

32. (1r)-2,3-dihydro-n-2-propynyl-1h-inden-1-amine Methanesulfonate

33. (r)-2,3-dihydro-n-2-propynyl-1-indenamine Mesylate

34. Chembl1201142

35. Dtxsid8047848

36. Hms3884d07

37. Rasagiline Mesylate [vandf]

38. (1r)-2,3-dihydro-n-2-propyn-1-yl-1h-inden-1-amine Mesylate

39. Act06733

40. Rasagiline Mesilate [mart.]

41. Tox21_112635

42. Ac-724

43. Rasagiline Mesylate [who-dd]

44. S2102

45. Akos005145768

46. Rasagiline Mesylate, >=98% (hplc)

47. Tox21_112635_1

48. Bs-1009

49. Ccg-267122

50. Tv 1012

51. 1h-inden-1-amine, 2,3-dihydro-n-2-propyn-1-yl-, (1r)-, Methanesulfonate (1:1)

52. Rasagiline Methanesulfonate [mi]

53. Ncgc00168774-02

54. Rasagiline Mesylate [orange Book]

55. (+)-agn-1135

56. Hy-14605

57. R0213

58. D02562

59. 735r791

60. Q-101873

61. Q27282989

62. (r)-n-2-propynyl-1-indanamine Methanesulphonate

63. Z1820079046

64. (1r)-2,3-dihydro-n-2-propynyl-1h-in Den-1-amine Methanesulfonate

65. (r)-n-(prop-2-ynyl)-2,3-dihydro-1h-inden-1-amine Methanesulfonate

66. (1r)-n-(prop-2-yn-1-yl)-2,3-dihydro-1h-inden-1-amine; Methanesulfonic Acid

67. 1h-inden-1-amine, 2,3-dihydro-n-2-propynyl-, (r)-, Methanesulphonate

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₇NO₃S
Molecular Weight	267.35 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	267.09291458 g/mol
Monoisotopic Mass	267.09291458 g/mol
Topological Polar Surface Area	74.8 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	305
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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 4
Drug Name	Azilect
Drug Label	AZILECT tablets contain rasagiline (as the mesylate), a propargylamine-based drug indicated for the treatment of idiopathic Parkinsons disease. It is designated chemically as: 1H-Inden-1-amine, 2, 3-dihydro-N-2-propynyl-, (1R)-, methanesulfonate...
Active Ingredient	Rasagiline mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 0.5mg base; eq 1mg base
Market Status	Prescription
Company	Teva

2 of 4
Drug Name	Rasagiline mesylate
PubMed Health	Rasagiline (By mouth)
Drug Classes	Antiparkinsonian
Drug Label	AZILECT tablets contain rasagiline (as the mesylate), a propargylamine-based drug indicated for the treatment of idiopathic Parkinsons disease. It is designated chemically as: 1H-Inden-1-amine, 2, 3-dihydro-N-2-propynyl-, (1R)-, methanesulfonate...
Active Ingredient	Rasagiline mesylate
Dosage Form	Tablet
Route	oral; Oral
Strength	eq 0.5mg base; 0.5mg; 1mg; eq 1mg base
Market Status	Tentative Approval; Prescription
Company	Mylan Pharma; Apotex

3 of 4
Drug Name	Azilect
Drug Label	AZILECT tablets contain rasagiline (as the mesylate), a propargylamine-based drug indicated for the treatment of idiopathic Parkinsons disease. It is designated chemically as: 1H-Inden-1-amine, 2, 3-dihydro-N-2-propynyl-, (1R)-, methanesulfonate...
Active Ingredient	Rasagiline mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 0.5mg base; eq 1mg base
Market Status	Prescription
Company	Teva

4 of 4
Drug Name	Rasagiline mesylate
PubMed Health	Rasagiline (By mouth)
Drug Classes	Antiparkinsonian
Drug Label	AZILECT tablets contain rasagiline (as the mesylate), a propargylamine-based drug indicated for the treatment of idiopathic Parkinsons disease. It is designated chemically as: 1H-Inden-1-amine, 2, 3-dihydro-N-2-propynyl-, (1R)-, methanesulfonate...
Active Ingredient	Rasagiline mesylate
Dosage Form	Tablet
Route	oral; Oral
Strength	eq 0.5mg base; 0.5mg; 1mg; eq 1mg base
Market Status	Tentative Approval; Prescription
Company	Mylan Pharma; Apotex

4.2 Drug Indication

Azilect is indicated for the treatment of idiopathic Parkinson's disease (PD) as monotherapy (without levodopa) or as adjunct therapy (with levodopa) in patients with end-of-dose fluctuations.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Monoamine Oxidase Inhibitors

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414) (See all compounds classified as Monoamine Oxidase Inhibitors.)

Neuroprotective Agents

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Monoamine Oxidase Inhibitors [MoA]; Monoamine Oxidase Inhibitor [EPC]

5.3 ATC Code

N04BD02