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    ( -)-Midodrine hydrochloride

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    2D Structure
    Also known as: 3092-17-9, 43218-56-0, Pro-amatine, Midodrine hcl, Amatine, Hipertan
    Molecular Formula
    C12H19ClN2O4
    Molecular Weight
    290.74  g/mol
    InChI Key
    MGCQZNBCJBRZDT-UHFFFAOYSA-N
    FDA UNII
    59JV96YTXV
    An ethanolamine derivative that is an adrenergic alpha-1 agonist. It is used as a vasoconstrictor agent in the treatment of HYPOTENSION.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C12H18N2O4.ClH/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13;/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16);1H
    2.1.3 InChI Key
    MGCQZNBCJBRZDT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COC1=CC(=C(C=C1)OC)C(CNC(=O)CN)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    59JV96YTXV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Amatine

    2. Gutron

    3. Midodrin

    4. Midodrine

    5. Midodrine Monohydrochloride

    6. Midon

    7. Monohydrochloride, Midodrine

    8. Proamatine

    9. St 1085

    10. St-1085

    11. St1085

    2.3.2 Depositor-Supplied Synonyms

    1. 3092-17-9

    2. 43218-56-0

    3. Pro-amatine

    4. Midodrine Hcl

    5. Amatine

    6. Hipertan

    7. Gutron

    8. Proamatine

    9. Midodrine (hydrochloride)

    10. St. Peter 224

    11. (+-)-midodrine Hydrochloride

    12. Metligine

    13. Midodrine Monohydrochloride

    14. A-4020 Linz

    15. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide Monohydrochloride

    16. (+/-)-midodrin

    17. Nsc-758429

    18. 59jv96ytxv

    19. St-peter-224

    20. St 1085 [as The Base]

    21. St1085 Hydrochloride

    22. (+/-)-midodrine Hydrochlorid

    23. St-1085 Base

    24. St-1085 Hydrochloride

    25. Chebi:31847

    26. (+-)-1-(2',5'-dimethoxyphenyl)-2-glycinamidoethanol Hydrochloride

    27. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide;hydrochloride

    28. (+-)-2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide Monohydrochloride

    29. Metligene

    30. Midamine

    31. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide Hydrochloride

    32. Dsstox_cid_27493

    33. Dsstox_rid_82380

    34. Dsstox_gsid_47493

    35. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)acetamide Monohydrochloride

    36. Rac-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide Hydrochloride

    37. A 4020 Linz

    38. Acetamide, 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-, Hydrochloride (1:1)

    39. Smr000058833

    40. Midodrine Hydrochloride [usan]

    41. Einecs 256-148-3

    42. Ts 701

    43. Unii-59jv96ytxv

    44. (+-)-midodrin Hydrochloride

    45. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)acetamide Hydrochloride

    46. Prestwick_625

    47. Pro-amatine (tn)

    48. Midodrine Hydrochloride [usan:usp:jan]

    49. Midodrine, Hydrochloride

    50. 1-(2',5'-dimethoxyphenyl)-2-glycinamidoethanol Hydrochloride

    51. Ncgc00016620-01

    52. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hyyroxyethyl)acetamide Monohydrochloride

    53. Acetamide, 2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)-, Hydrochloride

    54. Cas-3092-17-9

    55. Schembl41463

    56. Mls001332567

    57. Mls001332568

    58. Mls002154233

    59. Spectrum1503257

    60. St 1085 Hydrochloride

    61. Chembl1200461

    62. Dtxsid1047493

    63. 2-(2-chlorophenoxy)propionicacid

    64. Hms1568h03

    65. Hms1922o03

    66. Pharmakon1600-01503257

    67. Midodrine Hydrochloride (jan/usp)

    68. Midodrine Hydrochloride [mi]

    69. Tox21_110529

    70. Tox21_302723

    71. Ccg-39323

    72. Hy-12749a

    73. Mfcd00079455

    74. Midodrine Hydrochloride [jan]

    75. Nsc758429

    76. S5734

    77. Akos015895724

    78. Tox21_110529_1

    79. Cs-4689

    80. Hs-0099

    81. Midodrine Hydrochloride [mart.]

    82. Midodrine Hydrochloride [vandf]

    83. Nc00573

    84. Nsc 758429

    85. Acetamide, 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-, Monohydrochloride

    86. Midodrine Hydrochloride [usp-rs]

    87. Midodrine Hydrochloride [who-dd]

    88. Ncgc00095311-01

    89. Ncgc00178238-05

    90. Ncgc00256810-01

    91. Db-047933

    92. Ft-0603627

    93. Ft-0701302

    94. Midodrine Hydrochloride [orange Book]

    95. D01307

    96. Midodrine Hydrochloride [usp Monograph]

    97. 092m179

    98. 218m560

    99. A820652

    100. Q-201404

    101. Sr-05000001847-3

    102. Q27114696

    103. Midodrine Hydrochloride, Analytical Standard, For Drug Analysis

    104. Midodrine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    105. (+/-)-2-amino-n-(.beta.-hydroxy-2,5-dimethoxyphenethyl)acetamide Monohydrochloride

    106. 2-azanyl-n-[2-(2,5-dimethoxyphenyl)-2-oxidanyl-ethyl]ethanamide Hydrochloride

    107. Acetamide, 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-, Monohydrochloride, (+/-)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 290.74 g/mol
    Molecular Formula C12H19ClN2O4
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass290.1033348 g/mol
    Monoisotopic Mass290.1033348 g/mol
    Topological Polar Surface Area93.8 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity263
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    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 NameMidodrine hydrochloride
    Drug LabelName: ProAmatine(midodrine hydrochloride) TabletsDosage Form: 2.5-mg, 5-mg and 10-mg tablets for oral administrationActive Ingredient: Midodrine hydrochloride, 2.5 mg, 5 mg and 10 mgInactive Ingredients: Colloidal Silicone Dioxide NF, Corn Starch N...
    Active IngredientMidodrine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg; 10mg
    Market StatusPrescription
    CompanyMylan Pharms; Impax Pharms; Apotex; Sandoz

    2 of 2  
    Drug NameMidodrine hydrochloride
    Drug LabelName: ProAmatine(midodrine hydrochloride) TabletsDosage Form: 2.5-mg, 5-mg and 10-mg tablets for oral administrationActive Ingredient: Midodrine hydrochloride, 2.5 mg, 5 mg and 10 mgInactive Ingredients: Colloidal Silicone Dioxide NF, Corn Starch N...
    Active IngredientMidodrine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg; 10mg
    Market StatusPrescription
    CompanyMylan Pharms; Impax Pharms; Apotex; Sandoz

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Sympathomimetics

    Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

    Vasoconstrictor Agents

    Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

    Adrenergic alpha-1 Receptor Agonists

    Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Agonists.)

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