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    Chemistry

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    Also known as: Mefloquine hydrochloride, Mefloquine hcl, 51773-92-3, Mefloquine (hydrochloride), Loriam, Mefloquine hydrochloride, (+)
    Molecular Formula
    C17H17ClF6N2O
    Molecular Weight
    414.8  g/mol
    InChI Key
    WESWYMRNZNDGBX-YLCXCWDSSA-N
    FDA UNII
    326VC85GV6
    Mefloquine
    A phospholipid-interacting antimalarial drug (ANTIMALARIALS). It is very effective against PLASMODIUM FALCIPARUM with very few side effects.
    1 2D Structure

    Mefloquine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (S)-[2,8-bis(trifluoromethyl)quinolin-4-yl]-[(2R)-piperidin-2-yl]methanol;hydrochloride
    2.1.2 InChI
    InChI=1S/C17H16F6N2O.ClH/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11;/h3-5,8,12,15,24,26H,1-2,6-7H2;1H/t12-,15+;/m1./s1
    2.1.3 InChI Key
    WESWYMRNZNDGBX-YLCXCWDSSA-N
    2.1.4 Canonical SMILES
    C1CCNC(C1)C(C2=CC(=NC3=C2C=CC=C3C(F)(F)F)C(F)(F)F)O.Cl
    2.1.5 Isomeric SMILES
    C1CCN[C@H](C1)[C@H](C2=CC(=NC3=C2C=CC=C3C(F)(F)F)C(F)(F)F)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    326VC85GV6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Lariam

    2. Mefloquine

    3. Mefloquine Hydrochloride

    4. Mephloquine

    5. Ro 21 5998 001

    6. Ro-21-5998-001

    7. Ro215998001

    8. Wr 142,490

    9. Wr 177,602

    10. Wr-142,490

    11. Wr-177,602

    12. Wr142,490

    13. Wr177,602

    2.3.2 Depositor-Supplied Synonyms

    1. Mefloquine Hydrochloride

    2. Mefloquine Hcl

    3. 51773-92-3

    4. Mefloquine (hydrochloride)

    5. Loriam

    6. Mefloquine Hydrochloride, (+)

    7. 51742-86-0

    8. 326vc85gv6

    9. Ro 21-5998/001

    10. Mefloquinehydrochloride

    11. 5y9l3636o3

    12. Ro-21-5998/001

    13. (s)-[2,8-bis(trifluoromethyl)quinolin-4-yl]-[(2r)-piperidin-2-yl]methanol;hydrochloride

    14. Dsstox_cid_27796

    15. Dsstox_rid_82568

    16. Dsstox_gsid_47819

    17. Mls001332559

    18. Nsc-157387

    19. (r)-[2,8-bis(trifluoromethyl)quinolin-4-yl](2s)-piperidin-2-ylmethanol Hydrochloride

    20. (s)-[2,8-bis(trifluoromethyl)quinolin-4-yl][(2r)-piperidin-2-yl]methanol Hydrochloride

    21. Wr 142490 Hydrochloride

    22. Nsc 157387

    23. Cas-51773-92-3

    24. Mefloquine Hydrochloride [usan]

    25. Mefloquin Hydrochloride

    26. Ncgc00161831-02

    27. Smr000875233

    28. Einecs 257-412-0

    29. Wr-142490

    30. Tcmdc-124288

    31. Unii-326vc85gv6

    32. Unii-5y9l3636o3

    33. Gnf-pf-5559

    34. Lariam (tn)

    35. Mefloquine Hydrochloride [usan:usp]

    36. Ro-215998001

    37. Chembl1606

    38. Dl-erythro-alpha-2-piperidyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol Monohydrochloride

    39. Schembl41094

    40. Mls001332560

    41. Chebi:6719

    42. (+/-)-mefloquine Hcl

    43. Dtxsid1047819

    44. Tox21_111999

    45. Hy-17437a

    46. Mfcd00797519

    47. S4420

    48. Mefloquine Hydrochloride (jp17/usp)

    49. Mefloquine Hydrochloride [jan]

    50. Akos015919767

    51. Tox21_111999_1

    52. Ac-4686

    53. Ccg-268825

    54. Cs-1430

    55. Gs-3621

    56. Nc00622

    57. (r*,s*)-(1)-alpha-2-piperidyl-2,8-bis(trifluoromethyl)quinoline-4-methanol Monohydrochloride

    58. Mefloquine Hydrochloride [mart.]

    59. Mefloquine Hydrochloride [vandf]

    60. Mefloquine Hydrochloride [usp-rs]

    61. Mefloquine Hydrochloride [who-dd]

    62. Mefloquine Hydrochloride [who-ip]

    63. Ncgc00161831-04

    64. 4-quinolinemethanol, Alpha-(2r)-2-piperidinyl-2,8-bis(trifluoromethyl)-, Monohydrochloride, (alphas)-rel-

    65. 4-quinolinemethanol, Alpha-2-piperidinyl-2,8-bis(trifluoromethyl)-, Monohydrochloride, (r*,s*)-(+-)-

    66. M2313

    67. Sw220098-1

    68. Mefloquine Hydrochloride [ep Impurity]

    69. Mefloquine Hydrochloride [orange Book]

    70. D00831

    71. Mefloquine Hydrochloride [ep Monograph]

    72. Mefloquine Hydrochloride [usp Monograph]

    73. Mefloquini Hydrochloridum [who-ip Latin]

    74. Mefloquine Hydrochloride, >=98% (hplc), Powder

    75. Q-201345

    76. Mefloquine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    77. (?s)-rel-?-(2r)-2-piperidinyl-2,3-bis(trifluoromethyl-4-quinolinemethanol Hydrochloride

    78. (2,8-bis-trifluoromethylquinolin-4-yl)-piperidin-2-yl-methanol Hydrochloride(r*,s*)

    79. Mefloquine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    80. Mefloquine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    81. Rel-(s)-(2,8-bis(trifluoromethyl)quinolin-4-yl)((r)-piperidin-2-yl)methanol Hydrochloride

    82. (as)?-?rel-?a-?(2r)?-?2-?piperidinyl-?2,8-?bis(trifluoromethyl)?-?4-?quinolinemethanol Monohydrochloride

    83. 4-quinolinemethanol, .alpha,-[(2r)-2-piperidinyl]-2,8-bis(trifluoromethyl)-, (.alpha.s)-, Hydrochloride (1:1)

    84. 4-quinolinemethanol, .alpha.-(2r)-2-piperidinyl-2,8-bis(trifluoromethyl)-, Hydrochloride (1:1), (.alpha.s)-

    85. 4-quinolinemethanol, .alpha.-(2r)-2-piperidinyl-2,8-bis(trifluoromethyl)-, Monohydrochloride, (.alpha.s)-

    86. 4-quinolinemethanol, .alpha.-2-piperidinyl-2,8-bis(trifluoromethyl)-, Monohydrochloride, (r*,s*)- (+/-)-

    87. 4-quinolinemethanol, A-(2r)-2-piperidinyl-2,8-bis(trifluoromethyl)-,monohydrochloride, (as)-rel-

    88. Dl-erythro-.alpha.-2-piperidyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol Monohydrochloride

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 414.8 g/mol
    Molecular Formula C17H17ClF6N2O
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count2
    Exact Mass414.0933598 g/mol
    Monoisotopic Mass414.0933598 g/mol
    Topological Polar Surface Area45.2 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity483
    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 NameMefloquine hydrochloride
    Drug LabelMefloquine hydrochloride is an antimalarial agent available as 250 mg tablets of mefloquine hydrochloride (equivalent to 228.0 mg of the free base) for oral administration.Mefloquine hydrochloride is a 4-quinolinemethanol derivative with the specific...
    Active IngredientMefloquine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength250mg
    Market StatusPrescription
    CompanySandoz; Roxane; Barr

    2 of 2  
    Drug NameMefloquine hydrochloride
    Drug LabelMefloquine hydrochloride is an antimalarial agent available as 250 mg tablets of mefloquine hydrochloride (equivalent to 228.0 mg of the free base) for oral administration.Mefloquine hydrochloride is a 4-quinolinemethanol derivative with the specific...
    Active IngredientMefloquine hydrochloride
    Dosage FormTablet
    RouteOral
    Strength250mg
    Market StatusPrescription
    CompanySandoz; Roxane; Barr

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Antimalarial [EPC]

    API Reference Price

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    13-Jan-2021
    29-Feb-2024
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