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    Plaquenil

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    2D Structure
    Also known as: 747-36-4, Hydroxychloroquine sulphate, Ercoquin, Plaquenil, 2-((4-((7-chloroquinolin-4-yl)amino)pentyl)(ethyl)amino)ethanol sulfate, Quensyl
    Molecular Formula
    C18H28ClN3O5S
    Molecular Weight
    434.0  g/mol
    InChI Key
    JCBIVZZPXRZKTI-UHFFFAOYSA-N
    FDA UNII
    8Q2869CNVH
    A chemotherapeutic agent that acts against erythrocytic forms of malarial parasites. Hydroxychloroquine appears to concentrate in food vacuoles of affected protozoa. It inhibits plasmodial heme polymerase. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p970)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[4-[(7-chloroquinolin-4-yl)amino]pentyl-ethylamino]ethanol;sulfuric acid
    2.1.2 InChI
    InChI=1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)
    2.1.3 InChI Key
    JCBIVZZPXRZKTI-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO.OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    8Q2869CNVH
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydroxychlorochin

    2. Hydroxychloroquine

    3. Hydroxychloroquine Sulfate (1:1) Salt

    4. Oxychlorochin

    5. Oxychloroquine

    6. Plaquenil

    2.3.2 Depositor-Supplied Synonyms

    1. 747-36-4

    2. Hydroxychloroquine Sulphate

    3. Ercoquin

    4. Plaquenil

    5. 2-((4-((7-chloroquinolin-4-yl)amino)pentyl)(ethyl)amino)ethanol Sulfate

    6. Quensyl

    7. Oxiklorin

    8. Tcmdc-123987

    9. Hcq Sulfate

    10. Plaquenil Sulfate

    11. Nsc 4375

    12. Hydroxychloroquine (sulfate)

    13. Oxichlorochine Sulfate

    14. Nsc-4375

    15. 8q2869cnvh

    16. 2-[4-[(7-chloroquinolin-4-yl)amino]pentyl-ethylamino]ethanol;sulfuric Acid

    17. 2-({4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amino)ethan-1-ol; Sulfuric Acid

    18. Plaquinol

    19. Toremonil

    20. 2-((4-((7-chloroquinolin-4-yl)amino)pentyl)(ethyl)amino)ethan-1-ol Sulfate

    21. Dsstox_cid_27788

    22. Dsstox_rid_82563

    23. N4-(7-chloro-4-quinolyl)-n1-ethyl-n1-(2-hydroxyethyl)-1,4-pentanediamine Sulfate

    24. Dsstox_gsid_47811

    25. 2-((4-(7-chloroquinolin-4-ylamino)pentyl)(ethyl)amino)ethanol Sulfate

    26. 2-((4-((7-chloroquinolin-4-yl)amino)-pentyl)(ethyl)amino)ethanol Sulfate

    27. Cas-747-36-4

    28. Hydroxychloroquine Sulfate [usp]

    29. Ethanol, 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethylamino)-, Sulfate (1:1)

    30. Sr-05000001881

    31. Ncgc00159483-02

    32. Einecs 212-019-3

    33. Unii-8q2869cnvh

    34. Quinoric

    35. Ai3-52706

    36. Plaquenil (tn)

    37. Ethanol, Monosulfate

    38. Mfcd00078203

    39. Ethanol, 2-[[4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-, Sulfate (1:1)

    40. Hydroxychlorquine Sulfate

    41. 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethylamino)ethanol Sulfate (1:1) (salt)

    42. 2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol Sulfate (1:1) (salt)

    43. Chembl1690

    44. Ethanol, 2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)-, Sulfate (1:1) (salt)

    45. Schembl41114

    46. Spectrum1503978

    47. 747-36-4 (sulfate)

    48. Dtxsid1047811

    49. Hydroxychloroquine Sulfate ,(s)

    50. Hydroxychloroquine Sulfate- Bio-x

    51. Ethanol, Sulfate (1:1) (salt)

    52. Hms1922o12

    53. Hms2093o05

    54. Hms3713j22

    55. Pharmakon1600-01503978

    56. Bcp12823

    57. Hy-b1370

    58. Tox21_111707

    59. Bdbm50247975

    60. Ccg-39154

    61. Nsc758663

    62. S4430

    63. Hydroxychloroquine Sulfate (jan/usp)

    64. Akos015897337

    65. Tox21_111707_1

    66. Cs-8017

    67. Hydroxychloroquine Sulfate [mi]

    68. Ks-5311

    69. Nsc-758663

    70. Sb19140

    71. (+-)-2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol Sulfate (1:1) (salt)

    72. 7-chloro-4-[4-[n-ethyl-n-(2-hydroxyethyl)amino]-1-methylbutylamino]quinoline Sulfate

    73. Hydroxychloroquine Sulfate [jan]

    74. Ncgc00095090-01

    75. Ncgc00095090-02

    76. Ncgc00159483-04

    77. Bh164525

    78. Ethanol, 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethyl)amino-, (+-)-, Sulfate (1:1) Salt

    79. Hydroxychloroquine Sulfate [mart.]

    80. Hydroxychloroquine Sulfate [vandf]

    81. Hydroxychloroquine Sulfate [usp-rs]

    82. Hydroxychloroquine Sulfate [who-dd]

    83. Db-055904

    84. Ft-0603511

    85. Ft-0669460

    86. H1306

    87. Hydroxycloroquine Sulfate, Analytical Standard

    88. D02114

    89. H10433

    90. Hydroxychloroquine Sulfate [orange Book]

    91. Hydroxychloroquine Sulfate [ep Monograph]

    92. 747h364

    93. A838213

    94. Hydroxychloroquine Sulfate [usp Monograph]

    95. Hydroxychloroquine Sulfate, >=98% (hplc), Powder

    96. Sr-05000001881-1

    97. Sr-05000001881-2

    98. W-104413

    99. Q27270879

    100. Z1551900864

    101. Hydroxychloroquine Sulphate 1.0 Mg/ml In Methanol (as Free Base)

    102. 2-[[4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]ethanol Sulfate

    103. Hydroxychloroquine Sulfate, Pharmaceutical Secondary Standard; Certified Reference Material

    104. Hydroxychloroquine Sulfate, United States Pharmacopeia (usp) Reference Standard

    105. (+/-)-2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol Sulfate (1:1) (salt)

    106. (+/-)-2-((4-((7-chloro-4-quinolyl)amino)pentyl)ethylamino)ethanol Sulphate (1:1) (salt)

    107. 14480-75-2

    108. Ethanol, 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethyl)amino-, (+/-)-, Sulfate (1:1) Salt

    109. Ethanol, 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethyl)amino-, (+/-)-, Sulphate (1:1) Salt

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 434.0 g/mol
    Molecular Formula C18H28ClN3O5S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count9
    Exact Mass433.1438199 g/mol
    Monoisotopic Mass433.1438199 g/mol
    Topological Polar Surface Area131 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity413
    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 NameHydroxychloroquine sulfate
    Drug LabelHydroxychloroquine sulfate, USP is a colorless crystalline solid, soluble in water to at least 20 percent; chemically the drug is 2-[[4-[(7-Chloro-4-quinolyl) amino]pentyl] ethylamino] ethanol sulfate (1:1). Hydroxychloroquine sulfate, USP has the fo...
    Active IngredientHydroxychloroquine sulfate
    Dosage FormTablet
    RouteOral
    Strength200mg
    Market StatusPrescription
    CompanySandoz; Hikma Pharms; Teva Pharms; Ipca Labs; Zydus Pharms Usa; Mylan

    2 of 2  
    Drug NameHydroxychloroquine sulfate
    Drug LabelHydroxychloroquine sulfate, USP is a colorless crystalline solid, soluble in water to at least 20 percent; chemically the drug is 2-[[4-[(7-Chloro-4-quinolyl) amino]pentyl] ethylamino] ethanol sulfate (1:1). Hydroxychloroquine sulfate, USP has the fo...
    Active IngredientHydroxychloroquine sulfate
    Dosage FormTablet
    RouteOral
    Strength200mg
    Market StatusPrescription
    CompanySandoz; Hikma Pharms; Teva Pharms; Ipca Labs; Zydus Pharms Usa; Mylan

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antimalarials

    Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

    Antirheumatic Agents

    Drugs that are used to treat RHEUMATOID ARTHRITIS. (See all compounds classified as Antirheumatic Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Antirheumatic Agent [EPC]; Antimalarial [EPC]