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    Chemistry

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    Also known as: 73218-79-8, Apraclonidine hcl, P-aminoclonidine hydrochloride, 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine hydrochloride, Iopidine, Alo-2145
    Molecular Formula
    C9H11Cl3N4
    Molecular Weight
    281.6  g/mol
    InChI Key
    OTQYGBJVDRBCHC-UHFFFAOYSA-N
    FDA UNII
    D2VW67N38H
    Apraclonidine Hydrochloride
    Apraclonidine Hydrochloride is the hydrochloride salt form of apraclonidine, a clonidine derivative with selective alpha-2-adrenergic agonistic property. When administered directly to eyes, apraclonidine hydrochloride enhances aqueous humor outflow and decreases aqueous production by vasoconstriction. It is used mostly in ophthalmic preparations for decreasing intraocular pressure.
    1 2D Structure

    Apraclonidine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,6-dichloro-1-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine;hydrochloride
    2.1.2 InChI
    InChI=1S/C9H10Cl2N4.ClH/c10-6-3-5(12)4-7(11)8(6)15-9-13-1-2-14-9;/h3-4H,1-2,12H2,(H2,13,14,15);1H
    2.1.3 InChI Key
    OTQYGBJVDRBCHC-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN=C(N1)NC2=C(C=C(C=C2Cl)N)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    D2VW67N38H
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(4-amino-2,6-dichloro)phenyliminoimidazolidine

    2. 4-aminoclonidine

    3. Alo 2145

    4. Alo-2145

    5. Apraclonidine

    6. Iopidine

    7. Iopimax

    8. P-aminoclonidine

    9. Para-aminoclonidine

    2.3.2 Depositor-Supplied Synonyms

    1. 73218-79-8

    2. Apraclonidine Hcl

    3. P-aminoclonidine Hydrochloride

    4. 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine Hydrochloride

    5. Iopidine

    6. Alo-2145

    7. Apraclonidine (hydrochloride)

    8. Aplonidine Hydrochloride

    9. 2-(4-amino-2,6-dichlorophenylimino)imidazolidine Hydrochloride

    10. 3,5-dichloro-4-(2-imidazolidinylidenimino)aniline Hydrochloride

    11. Apraclonidine Hydrochloride

    12. Al02145

    13. 2-((4-amino-2,6-dichlorophenyl)imino)imidazolidine Monohydrochloride

    14. Al 02145

    15. Chebi:2789

    16. D2vw67n38h

    17. P-aminoclonidine

    18. 73218-79-8 (apraclonidine Hcl)

    19. Ncgc00093552-01

    20. Al-02145

    21. Iopidine (tn)

    22. 1,4-benzenediamine, 2,6-dichloro-n(sup 1)-2-imidazolidinylidene-, Monohydrochloride

    23. 2,6-dichloro-1-n-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine;hydrochloride

    24. Nc 14 Hydrochloride

    25. 2,6-dichloro-n(1)-(2-imidazolidinylidene)-1,4-benzenediamine Hydrochloride

    26. Iopidine Ophthalmic Solution

    27. 2,6-dichloro-n(1)-(4,5-dihydro-1h-imidazol-2-yl)-1,4-benzenediamine Monohydrochloride

    28. Alo 2145; Aplonidine Hydrochloride; Apraclonidine Hydrochloride; Iopidine; P-aminoclonidine Monohydrochloride

    29. Smr000058965

    30. Apraclonidine Hydrochloride [usan]

    31. Unii-d2vw67n38h

    32. Apraclonidine Hydrochloride [usan:usp]

    33. 2-(4-amino-2,6-dichloroanilino)-2-imidazoline Hydrochloride

    34. 2,6-dichloro-n(sup 1)-(2-imidazolidinylidene)-1,4-benzenediamine Hydrochloride

    35. 2,6-dichloro-n(sup 1)-(4,5-dihydro-1h-imidazol-2-yl)-1,4-benzenediamine Monohydrochloride

    36. Dsstox_cid_25749

    37. Dsstox_rid_81093

    38. Dsstox_gsid_45749

    39. Schembl41138

    40. Mls000028829

    41. Mls006010230

    42. Chembl1200379

    43. Dtxsid6045749

    44. Tox21_111207

    45. Tox21_500033

    46. Hy-12720a

    47. Mfcd00135922

    48. P-aminoclonidine Hydrochloride, Solid

    49. S6583

    50. Akos022175501

    51. Akos025401362

    52. Apraclonidine Hydrochloride (jan/usp)

    53. Ccg-221337

    54. Ds-7631

    55. Lp00033

    56. 2-yl)benzene-1,4-diamine Hydrochloride

    57. Apraclonidine Hydrochloride [mi]

    58. Apraclonidine Hydrochloride [jan]

    59. Ncgc00260718-01

    60. 1,4-benzenediamine, 2,6-dichloro-n(sup 1)-(4,5-dihydro-1h-imidazol-2-yl)-, Monohydrochloride

    61. Ac-12705

    62. Ba164186

    63. Apraclonidine Hydrochloride [mart.]

    64. Apraclonidine Hydrochloride [usp-rs]

    65. Apraclonidine Hydrochloride [who-dd]

    66. Cas-73218-79-8

    67. Db-055734

    68. Cs-0031120

    69. Eu-0100033

    70. Ft-0602878

    71. 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-

    72. A 0779

    73. C76333

    74. D01008

    75. Apraclonidine Hydrochloride [orange Book]

    76. 218a798

    77. A837749

    78. A937077

    79. Apraclonidine Hydrochloride [usp Impurity]

    80. Apraclonidine Hydrochloride [usp Monograph]

    81. Sr-01000075247

    82. Sr-01000075247-1

    83. Q27105817

    84. 2-(4-amino-2,6-dichlorophenylimino)imidazolidinehydrochloride

    85. 2-[(2,6-dichloro-4-aminophenyl)imino]imidazolidine Hydrochloride

    86. Apraclonidine Hydrochloride 100 Microg/ml In Acetonitrile:methanol

    87. 2,6-bis(chloranyl)-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine Hydrochloride

    88. 2-((4-amino-2,6-dichlorophenyl)imino) Imidazolidine Monohydrochloride

    2.3.3 Other Synonyms

    1. Iopidine

    2. 1,4-benzenediamine, 2,6-dichloro-n'-(4,5-dihydro-1h-imidazol-2-yl)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 281.6 g/mol
    Molecular Formula C9H11Cl3N4
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass280.004929 g/mol
    Monoisotopic Mass280.004929 g/mol
    Topological Polar Surface Area62.4 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity247
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 NameApraclonidine hydrochloride
    Drug LabelIOPIDINE Ophthalmic Solution contains apraclonidine hydrochloride, an alpha adrenergic agonist, in a sterile isotonic solution for topical application to the eye. Apraclonidine hydrochloride is a white to off-white powder and is highly soluble in w...
    Active IngredientApraclonidine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAkorn

    2 of 2  
    Drug NameApraclonidine hydrochloride
    Drug LabelIOPIDINE Ophthalmic Solution contains apraclonidine hydrochloride, an alpha adrenergic agonist, in a sterile isotonic solution for topical application to the eye. Apraclonidine hydrochloride is a white to off-white powder and is highly soluble in w...
    Active IngredientApraclonidine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAkorn

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    alpha-Adrenergic Agonist [EPC]; Adrenergic alpha-Agonists [MoA]

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