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Brimonidine Tartrate

Synopsis, Chemistry

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Also known as: 70359-46-5, Alphagan, Brimonidine tartarate, Brimonidine l-tartrate, Lumify, Brimonidinne tartrate

Molecular Formula

C₁₅H₁₆BrN₅O₆

Molecular Weight

442.22 g/mol

InChI Key

QZHBYNSSDLTCRG-LREBCSMRSA-N

FDA UNII

4S9CL2DY2H

A quinoxaline derivative and ADRENERGIC ALHPA-2 RECEPTOR AGONIST that is used to manage INTRAOCULAR PRESSURE associated with OPEN-ANGLE GLAUCOMA and OCULAR HYPERTENSION.

1 2D Structure

Brimonidine Tartrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine;(2R,3R)-2,3-dihydroxybutanedioic acid

2.1.2 InChI

InChI=1S/C11H10BrN5.C4H6O6/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14-4-3-13-8;5-1(3(7)8)2(6)4(9)10/h1-4H,5-6H2,(H2,15,16,17);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

2.1.3 InChI Key

QZHBYNSSDLTCRG-LREBCSMRSA-N

2.1.4 Canonical SMILES

C1CN=C(N1)NC2=C(C3=NC=CN=C3C=C2)Br.C(C(C(=O)O)O)(C(=O)O)O

2.1.5 Isomeric SMILES

C1CN=C(N1)NC2=C(C3=NC=CN=C3C=C2)Br.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

4S9CL2DY2H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-bromo-6-(2-imidazolin-2-ylamino)quinoxaline D-tartrate

2. 5-bromo-6-(imidazolidinylideneamino)quinoxaline

3. 5-bromo-6-(imidazolin-2-ylamino)quinoxaline

4. Agn 190342

5. Agn-190342

6. Agn190342

7. Alphagan

8. Alphagan P

9. Brimonidine

10. Brimonidine Purite

11. Brimonidine Tartrate (1:1)

12. Brimonidine Tartrate (1:1), (s-(r*,r*))-isomer

13. Brimonidine Tartrate, (r-(r*,r*))-isomer

14. Bromoxidine

15. Mirvaso

16. Ratio Brimonidine

17. Ratio-brimonidine

18. Sanrosa

19. Uk 14,304

20. Uk 14,304 18

21. Uk 14,304-18

22. Uk 14,30418

23. Uk 14,308

24. Uk 14304

25. Uk 14308

26. Uk-14,304-18

27. Uk-14,308

28. Uk-14304

29. Uk14,30418

30. Uk14,308

31. Uk14304

2.3.2 Depositor-Supplied Synonyms

1. 70359-46-5

2. Alphagan

3. Brimonidine Tartarate

4. Brimonidine L-tartrate

5. Lumify

6. Brimonidinne Tartrate

7. 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)quinoxalin-6-amine (2r,3r)-2,3-dihydroxysuccinate

8. Mirvaso

9. 4s9cl2dy2h

10. Agn 190342-lf

11. Brimonidine D-tartarate

12. 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)quinoxalin-6-amine;(2r,3r)-2,3-dihydroxybutanedioic Acid

13. Uk-14304-18

14. Qoliana

15. Agn-190342-lf

16. Bromoxidine Tartrate

17. (5-bromo-quinoxalin-6-yl)-(4,5-dihydro-1h-imidazol-2-yl)-amine L-tartrate

18. Brimonidine Purite

19. Brimonidine Tartrate [usan]

20. (2r,3r)-2,3-dihydroxybutanedioic Acid; 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)quinoxalin-6-amine

21. 6-quinoxalinamine, 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

22. 6-quinoxalinamine, 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)-, (r-(r*,r*))-2,3-dihydroxybutanedioate (1:1)

23. 59803-99-5

24. Ocu300

25. Unii-4s9cl2dy2h

26. Ocu-300

27. Agn-190342lf

28. Alphagan-p

29. Cd-07805

30. Agn 190342lf

31. Brimonidine Tartrate [usan:jan]

32. N-(5-bromoquinoxalin-6-yl)imidazolidin-2-imine;(2r,3r)-2,3-dihydroxybutanedioic Acid

33. Alphagan (tn)

34. 304 Tartrate

35. Uk-1430418

36. 5-bromo-n-

37. Uk14304 Tartrate

38. Agn190342 Tartrate

39. Uk 14304 (tartrate)

40. Agn190342 (tartrate)

41. Uk 14,304 (tartrate)

42. Schembl265607

43. Chembl1200389

44. Ex-a5415a

45. Hy-b0659a

46. Dtxsid70911371

47. Brimonidine Tartrate (jan/usan)

48. Brimonidine Tartrate [jan]

49. Hms3715p18

50. Act08633

51. Brimonidine D-tartrate [mi]

52. Brimonidine Tartrate [vandf]

53. Brimonidine Tartrate [mart.]

54. Mfcd07773072

55. Brimonidine Tartrate [usp-rs]

56. Brimonidine Tartrate [who-dd]

57. Akos016845265

58. Ccg-221278

59. Cs-4496

60. 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl)quinoxalin-6-amine(2r,3r)-2,3-dihydroxysuccinate

61. As-18083

62. Brimonidine Tartrate [orange Book]

63. Brimonidine Tartrate [ep Monograph]

64. Brimonidine Tartrate [usp Monograph]

65. Cd07805/47

66. Cd-07805/47

67. Combigan Component Brimonidine Tartrate

68. A19740

69. D02076

70. Simbrinza Component Brimonidine Tartrate

71. Brimonidine Tartrate Component Of Combigan

72. 359b465

73. Brimonidine Tartrate Component Of Simbrinza

74. (4,5-bihydro-1h-imidazol-2-yl)quinoxalin-6-amine L-tartrate

75. 5-bromo-n-(4,5-dihydro-1h-imidazol-2-yl) Quinoxalin-6-amine Tartrate

76. 109826-56-4

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₆BrN₅O₆
Molecular Weight	442.22 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	5
Exact Mass	441.02840 g/mol
Monoisotopic Mass	441.02840 g/mol
Topological Polar Surface Area	177 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	442
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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 2
Drug Name	Brimonidine tartrate
Drug Label	Brimonidine Tartrate Ophthalmic Solution, 0.2% is a relatively selective alpha-2 adrenergic agonist for ophthalmic use. The chemical name of brimonidine tartrate is 5-bromo-6 (2-imidazolidinylideneamino) quinoxaline L-tartrate. It is a white to sligh...
Active Ingredient	Brimonidine tartrate
Dosage Form	Solution/drops; Solution
Route	ophthalmic; Ophthalmic
Strength	0.2%; 0.1%
Market Status	Tentative Approval; Prescription
Company	Apotex; Bausch And Lomb; Alcon Pharms; Sandoz; Akorn

2 of 2
Drug Name	Brimonidine tartrate
Drug Label	Brimonidine Tartrate Ophthalmic Solution, 0.2% is a relatively selective alpha-2 adrenergic agonist for ophthalmic use. The chemical name of brimonidine tartrate is 5-bromo-6 (2-imidazolidinylideneamino) quinoxaline L-tartrate. It is a white to sligh...
Active Ingredient	Brimonidine tartrate
Dosage Form	Solution/drops; Solution
Route	ophthalmic; Ophthalmic
Strength	0.2%; 0.1%
Market Status	Tentative Approval; Prescription
Company	Apotex; Bausch And Lomb; Alcon Pharms; Sandoz; Akorn

4.2 Drug Indication

Mirvaso is indicated for the symptomatic treatment of facial erythema of rosacea in adult patients.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic alpha-2 Receptor Agonists

Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Agonists.)

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

alpha-Adrenergic Agonist [EPC]; Adrenergic alpha-Agonists [MoA]

5.3 ATC Code

D11AX21