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    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
    Brimonidine Tartrate
    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 Weight 442.22 g/mol
    Molecular Formula C15H16BrN5O6
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass441.02840 g/mol
    Monoisotopic Mass441.02840 g/mol
    Topological Polar Surface Area177 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity442
    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 2  
    Drug NameBrimonidine tartrate
    Drug LabelBrimonidine 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 IngredientBrimonidine tartrate
    Dosage FormSolution/drops; Solution
    Routeophthalmic; Ophthalmic
    Strength0.2%; 0.1%
    Market StatusTentative Approval; Prescription
    CompanyApotex; Bausch And Lomb; Alcon Pharms; Sandoz; Akorn

    2 of 2  
    Drug NameBrimonidine tartrate
    Drug LabelBrimonidine 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 IngredientBrimonidine tartrate
    Dosage FormSolution/drops; Solution
    Routeophthalmic; Ophthalmic
    Strength0.2%; 0.1%
    Market StatusTentative Approval; Prescription
    CompanyApotex; 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

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    07-Jan-2021
    30-Aug-2024
    KGS
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