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    Labetalol Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: 32780-64-6, Labetalol hcl, Amipress, Presdate, Normodyne, Trandate
    Molecular Formula
    C19H25ClN2O3
    Molecular Weight
    364.9  g/mol
    InChI Key
    WQVZLXWQESQGIF-UHFFFAOYSA-N
    FDA UNII
    1GEV3BAW9J
    A salicylamide derivative that is a non-cardioselective blocker of BETA-ADRENERGIC RECEPTORS and ALPHA-1 ADRENERGIC RECEPTORS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H24N2O3.ClH/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24;/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24);1H
    2.1.3 InChI Key
    WQVZLXWQESQGIF-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CCC1=CC=CC=C1)NCC(C2=CC(=C(C=C2)O)C(=O)N)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    1GEV3BAW9J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ah 5158

    2. Ah-5158

    3. Ah5158

    4. Albetol

    5. Apo Labetalol

    6. Apo-labetalol

    7. Apolabetalol

    8. Dilevalol

    9. Hydrochloride, Labetalol

    10. Labetalol

    11. Labetalol, (r,r)-isomer

    12. Labetolol

    13. Normodyne

    14. Presolol

    15. R,r Labetalol

    16. R,r-labetalol

    17. Sch 19927

    18. Sch-19927

    19. Sch19927

    20. Trandate

    2.3.2 Depositor-Supplied Synonyms

    1. 32780-64-6

    2. Labetalol Hcl

    3. Amipress

    4. Presdate

    5. Normodyne

    6. Trandate

    7. Labetalol (hydrochloride)

    8. Sch 15719w

    9. Ah 5158a

    10. Sch-15719w

    11. 2-hydroxy-5-(1-hydroxy-2-((4-phenylbutan-2-yl)amino)ethyl)benzamide Hydrochloride

    12. Ibidomide Hydrochloride

    13. Labetalol Hydrochloride

    14. Ah-5158a

    15. 1gev3baw9j

    16. Nsc-290312

    17. 32780-64-6 (hcl)

    18. Mls000069666

    19. Ah-5158a Hydrochloride

    20. Sch-15719w Hydrochloride

    21. 2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]benzamide Hydrochloride

    22. 5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide Monohydrochloride

    23. Ah-5158 Hydrochloride;sch-15719w

    24. Labetalol Hcl (mixture Of Diastereomers)

    25. Labrocol

    26. Pressalolo

    27. Smr000058463

    28. Ipolab

    29. 2-hydroxy-5-(1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl)benzamide Hcl

    30. 2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide Hydrochloride

    31. 2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide;hydrochloride

    32. 5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide Hydrochloride

    33. 5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]salicylamide Hydrochloride

    34. 5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]salicylamide Monohydrochloride

    35. Benzamide, 2-hydroxy-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)-, Monohydrochloride

    36. Dsstox_cid_24654

    37. Dsstox_rid_80378

    38. Dsstox_gsid_44654

    39. Ccris 1086

    40. Sr-01000000209

    41. Einecs 251-211-1

    42. Unii-1gev3baw9j

    43. Nsc 290312

    44. 2-hydroxy-5-(1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl)benzamide Hydrochloride

    45. 2-hydroxy-5-(1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl)benzamide Hydrochloride

    46. Normodyne (tn)

    47. Trandate (tn)

    48. Prestwick_290

    49. Einecs 276-694-6

    50. Mfcd00057663

    51. Labetalolhydrochloride

    52. Labetalol Hydrochloride [usan:usp:jan]

    53. Ah-5158 Hydrochloride

    54. La.beta.lol Hydrochloride

    55. Opera_id_1625

    56. Benzamide,monohydrochloride

    57. Ncgc00016810-01

    58. Salicylamide, Hydrochloride

    59. Cas-32780-64-6

    60. Salicylamide, 5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)-, Hydrochloride

    61. Schembl41230

    62. 72487-34-4

    63. Mls001148626

    64. Mls002222197

    65. Spectrum1503243

    66. Chebi:6344

    67. Chembl1200323

    68. Dtxsid0044654

    69. Amy8842

    70. Hms1568h16

    71. Hms1922m13

    72. Pharmakon1600-01503243

    73. 72487-35-5

    74. Bcp13886

    75. Ex-a4940

    76. Hy-b1108

    77. Labetalol Hydrochloride [mi]

    78. Tox21_110623

    79. Tox21_302725

    80. Tox21_500687

    81. Ccg-40314

    82. Labetalol Hydrochloride (jp17/usp)

    83. Labetalol Hydrochloride [jan]

    84. Nsc290312

    85. Nsc758438

    86. S4291

    87. Labetalol Hydrochloride [usan]

    88. Akos015895575

    89. Ac-1389

    90. Ah-5158

    91. Cs-4706

    92. Labetalol Hydrochloride [mart.]

    93. Labetalol Hydrochloride [vandf]

    94. Lp00687

    95. Nc00571

    96. Nsc-758438

    97. Ss-4219

    98. Labetalol Hydrochloride [usp-rs]

    99. Labetalol Hydrochloride [who-dd]

    100. Ncgc00094044-01

    101. Ncgc00094044-02

    102. Ncgc00094044-03

    103. Ncgc00094044-04

    104. Ncgc00094044-05

    105. Ncgc00256847-01

    106. Ncgc00261372-01

    107. (r*,r*)-(1)-5-(1-hydroxy-2-((1-methyl-3-phenylpropyl)amino)ethyl)salicylamide Monohydrochloride

    108. Benzamide,2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-, Hydrochloride(1:1)

    109. Db-048265

    110. Eu-0100687

    111. Ft-0630564

    112. Ft-0773231

    113. Labetalol Hydrochloride [orange Book]

    114. Sw196595-3

    115. Labetalol Hydrochloride [ep Monograph]

    116. D00600

    117. Labetalol Hydrochloride [usp Monograph]

    118. Labetalol Hydrochloride, >98% (tlc), Powder

    119. 780l646

    120. Normozide Component Labetalol Hydrochloride

    121. Sr-01000000209-2

    122. Sr-01000000209-7

    123. Labetalol Hydrochloride Component Of Normozide

    124. Q27252396

    125. 2-hydroxy-5-(1-hydroxy-2-((4-phenylbutan-2-yl)amino)ethyl)benzamide Hcl

    126. Labetalol Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    127. Labetalol Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    128. Labetalol Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    129. Benzamide, 2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-, Hydrochloride (1:1)

    130. Benzamide,2-hydroxy-5-[(1s)-1-hydroxy-2-[[(1r)-1-methyl-3-phenylpropyl]amino]ethyl]-,hydrochloride (1:1), Rel-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 364.9 g/mol
    Molecular Formula C19H25ClN2O3
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count8
    Exact Mass364.1553704 g/mol
    Monoisotopic Mass364.1553704 g/mol
    Topological Polar Surface Area95.6 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity385
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    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 NameLabetalol hydrochloride
    Drug LabelLabetalol HCl USP tablets are adrenergic receptor blocking agents that have both selective alpha1-adrenergic and non-selective beta-adrenergic receptor blocking actions in a single substance.Labetalol HCl USP is a racemate, chemically designated as 5...
    Active IngredientLabetalol hydrochloride
    Dosage FormTablet; Injectable
    RouteInjection; Oral
    Strength200mg; 300mg; 5mg/ml; 100mg
    Market StatusPrescription
    CompanyHospira; Gland Pharma; Sandoz; Watson Labs; Ivax Sub Teva Pharms; Eurohlth Intl; Par Form; Akorn

    2 of 2  
    Drug NameLabetalol hydrochloride
    Drug LabelLabetalol HCl USP tablets are adrenergic receptor blocking agents that have both selective alpha1-adrenergic and non-selective beta-adrenergic receptor blocking actions in a single substance.Labetalol HCl USP is a racemate, chemically designated as 5...
    Active IngredientLabetalol hydrochloride
    Dosage FormTablet; Injectable
    RouteInjection; Oral
    Strength200mg; 300mg; 5mg/ml; 100mg
    Market StatusPrescription
    CompanyHospira; Gland Pharma; Sandoz; Watson Labs; Ivax Sub Teva Pharms; Eurohlth Intl; Par Form; Akorn

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Adrenergic beta-Antagonists

    Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

    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.)

    Adrenergic alpha-1 Receptor Antagonists

    Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Antagonists.)

    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
    beta-Adrenergic Blocker [EPC]; Adrenergic beta-Antagonists [MoA]