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    Montelukast

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 151767-02-1, Singulair, Montair, Montelukast sodium salt, Montelukast sodium [usan], Montelukast (sodium)
    Molecular Formula
    C35H35ClNNaO3S
    Molecular Weight
    608.2  g/mol
    InChI Key
    LBFBRXGCXUHRJY-HKHDRNBDSA-M
    FDA UNII
    U1O3J18SFL
    Montelukast Sodium is the orally bioavailable monosodium salt of montelukast, a selective cysteinyl leukotriene receptor antagonist with anti-inflammatory and bronchodilating activities. Montelukast selectively and competitively blocks the cysteinyl leukotriene 1 (CysLT1) receptor, preventing binding of the inflammatory mediator leukotriene D4 (LTD4). Inhibition of LTD4 activity results in inhibition of leukotriene-mediated inflammatory events including: migration of eosinophils and neutrophils; adhesion of leukocytes to vascular endothelium, monocyte and neutrophil aggregation; increased airway edema; increased capillary permeability; and bronchoconstriction. The CysLT1 receptor is found in a number of tissues including spleen, lung, placenta, small intestine, and nasal mucosa, and in a variety of cell types including monocyte/macrophages, mast cells, eosinophils, CD34-positive hemopoietic progenitor cells, neutrophils and endothelial cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;2-[1-[[(1R)-1-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanylmethyl]cyclopropyl]acetate
    2.1.2 InChI
    InChI=1S/C35H36ClNO3S.Na/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29;/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39);/q;+1/p-1/b15-10+;/t32-;/m1./s1
    2.1.3 InChI Key
    LBFBRXGCXUHRJY-HKHDRNBDSA-M
    2.1.4 Canonical SMILES
    CC(C)(C1=CC=CC=C1CCC(C2=CC=CC(=C2)C=CC3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)[O-])O.[Na+]
    2.1.5 Isomeric SMILES
    CC(C)(C1=CC=CC=C1CC[C@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)[O-])O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    U1O3J18SFL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-((((1r)-1-(3-((e)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)-cyclopropaneacetic Acid

    2. Mk 0476

    3. Mk-0476

    4. Montelukast

    5. Singulair

    6. Sodium 1-(((1-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropylacetate

    2.3.2 Depositor-Supplied Synonyms

    1. 151767-02-1

    2. Singulair

    3. Montair

    4. Montelukast Sodium Salt

    5. Montelukast Sodium [usan]

    6. Montelukast (sodium)

    7. Mk-476

    8. Mk-0476

    9. Montelukast Na

    10. Montelukast (as Sodium)

    11. Montelukast Monosodium Salt

    12. U1o3j18sfl

    13. Chebi:6993

    14. Sodium (r,e)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)thio)methyl)cyclopropyl)acetate

    15. 151767-02-1 (sodium)

    16. Singular

    17. Nsc-759107

    18. Dsstox_cid_26450

    19. Dsstox_rid_81624

    20. Dsstox_gsid_46450

    21. Cyclopropaneacetic Acid, 1-(((1-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)-, Sodium Salt, (r-(e))-

    22. Kokast

    23. Mls001304727

    24. Sodium (r,e)-2-(1-((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propylthio)methyl)cyclopropyl)acetate

    25. Cas-151767-02-1

    26. Cyclopropaneacetic Acid, 1-[[[(1r)-1-[3-[(1e)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-, Sodium Salt (1:1)

    27. Smr000469188

    28. Sodium;2-[1-[[(1r)-1-[3-[(e)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanylmethyl]cyclopropyl]acetate

    29. Mk 476

    30. Unii-u1o3j18sfl

    31. Mk 0476

    32. Kipres

    33. Lukasm

    34. Mfcd00931431

    35. Singulair (tn)

    36. Cpd000469188

    37. Ncgc00164568-01

    38. Montelukast Sodium- Bio-x

    39. Schembl9414

    40. Schembl9415

    41. Mls001424198

    42. Sodium 1-((((r)-m-((e)-2-(7-chloro-2-quinolyl)vinyl)-alpha-(o-(1-hydroxy-1-methylethyl)phenethyl)benzyl)thio)methyl)cyclopropaneacetate

    43. Chembl1200681

    44. Dtxsid8046450

    45. Montelukast Sodium [jan]

    46. Montelukast Sodium (jp17/usp)

    47. Hms2051f18

    48. Hms2235h19

    49. Hms3885d11

    50. Montelukast Sodium [vandf]

    51. Montelukast Sodium [mart.]

    52. Act06295

    53. Montelukast Sodium [usp-rs]

    54. Montelukast Sodium [who-dd]

    55. Tox21_112197

    56. Mk0476

    57. S4211

    58. Akos015833416

    59. Akos032949734

    60. Tox21_112197_1

    61. Am62787

    62. Bcp9000959

    63. Ccg-101049

    64. Cs-0548

    65. Ks-1087

    66. Nc00299

    67. Nsc 759107

    68. Montelukast Monosodium Salt [mi]

    69. Montelukast Sodium [orange Book]

    70. Montelukast Sodium [ep Monograph]

    71. Ncgc00164568-04

    72. Bm164606

    73. Cyclopropaneacetic Acid, 1-((((1r)-1-(3-((1e)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)-, Monosodium Salt

    74. Hy-13315

    75. Montelukast Sodium [usp Monograph]

    76. M2340

    77. Sw197679-2

    78. 2-[1-[[[1-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]thio]methyl]cyclopropyl]acetate; Sodium

    79. D00529

    80. J-008841

    81. J-522711

    82. L-706631

    83. Q27107384

    84. 1-((((1r)-1-(3-((1e)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetic Acid Monosodium Salt

    85. 1-[[[(1r)-1-[3-[(1e)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid Sodium Salt

    86. 1-[[[(r)-1-[3-[2-(7-chloro-2-quinolyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-1-cyclopropaneacetic Acid Sodium Salt

    87. Cyclopropaneacetic Acid,1-[[[(1r)-1-[3-[(1e)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]-,sodium Salt

    88. Sodium {1-[({(1r)-1-{3-[(e)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl}sulfanyl)methyl]cyclopropyl}acetate

    89. Sodium 1-((((r)-m -((e)-2-(7-chloro-2-quinolyl)vinyl)-alpha-(o-(1-hydroxy-1-methylethyl)phenethyl)benzyl)thio)methyl)cyclopropaneacetate

    90. Sodium 1-((((r)-m-((e)-2-(7-chloro-2-quinolyl)vinyl)-.alpha.-(o-(1-hydroxy-1-methylethyl)phenethyl)benzyl)thio)methyl)cyclopropaneacetate

    91. Sodium 1-[[[(1r)-1-[3-[(1e)-2-(7-chloroquinoline-2-yl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetate

    92. Sodium 2-(1-((((r)-1-(3-((e)-2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)sulfanyl)methyl)cyclopropyl)acetate

    93. Sodium(r,e)-2-(1-(((1-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propyl)thio)methyl)cyclopropyl)acetate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 608.2 g/mol
    Molecular Formula C35H35ClNNaO3S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count12
    Exact Mass607.1923871 g/mol
    Monoisotopic Mass607.1923871 g/mol
    Topological Polar Surface Area98.6 Ų
    Heavy Atom Count42
    Formal Charge0
    Complexity898
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameMontelukast sodium
    PubMed HealthMontelukast (By mouth)
    Drug ClassesAnti-Inflammatory
    Drug LabelMontelukast sodium, the active ingredient in montelukast sodium tablets and montelukast sodium chewable tablets, is a selective and orally active leukotriene receptor antagonist that inhibits the cysteinyl leukotriene CysLT1 receptor.Montelukast sodi...
    Active IngredientMontelukast sodium
    Dosage FormTablet; Granule; Tablet, chewable
    RouteOral
    Strengtheq 4mg base; eq 5mg base; eq 4mg base/packet; eq 10mg base
    Market StatusPrescription
    CompanyVintage Pharms; Mylan Pharms; Hetero Labs Ltd V; Apotex; Accord Hlthcare; Aurobindo Pharma; Torrent Pharms; Sandoz; Roxane; Glenmark Generics; Teva Pharms; Macleods Pharms; Kudco Ireland; Dr Reddys Labs

    2 of 4  
    Drug NameSingulair
    Drug LabelMontelukast sodium, the active ingredient in SINGULAIRRegistered trademark of MERCK & CO., Inc.COPYRIGHT 1998-2009 MERCK & CO., Inc.All rights reserved, is a selective and orally active leukotriene receptor antagonist that inhibits the cysteinyl
    Active IngredientMontelukast sodium
    Dosage FormTablet; Granule; Tablet, chewable
    RouteOral
    Strengtheq 4mg base; eq 5mg base; eq 4mg base/packet; eq 10mg base
    Market StatusPrescription
    CompanyMerck

    3 of 4  
    Drug NameMontelukast sodium
    PubMed HealthMontelukast (By mouth)
    Drug ClassesAnti-Inflammatory
    Drug LabelMontelukast sodium, the active ingredient in montelukast sodium tablets and montelukast sodium chewable tablets, is a selective and orally active leukotriene receptor antagonist that inhibits the cysteinyl leukotriene CysLT1 receptor.Montelukast sodi...
    Active IngredientMontelukast sodium
    Dosage FormTablet; Granule; Tablet, chewable
    RouteOral
    Strengtheq 4mg base; eq 5mg base; eq 4mg base/packet; eq 10mg base
    Market StatusPrescription
    CompanyVintage Pharms; Mylan Pharms; Hetero Labs Ltd V; Apotex; Accord Hlthcare; Aurobindo Pharma; Torrent Pharms; Sandoz; Roxane; Glenmark Generics; Teva Pharms; Macleods Pharms; Kudco Ireland; Dr Reddys Labs

    4 of 4  
    Drug NameSingulair
    Drug LabelMontelukast sodium, the active ingredient in SINGULAIRRegistered trademark of MERCK & CO., Inc.COPYRIGHT 1998-2009 MERCK & CO., Inc.All rights reserved, is a selective and orally active leukotriene receptor antagonist that inhibits the cysteinyl
    Active IngredientMontelukast sodium
    Dosage FormTablet; Granule; Tablet, chewable
    RouteOral
    Strengtheq 4mg base; eq 5mg base; eq 4mg base/packet; eq 10mg base
    Market StatusPrescription
    CompanyMerck

    4.2 Drug Indication

    Asthma

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Asthmatic Agents

    Drugs that are used to treat asthma. (See all compounds classified as Anti-Asthmatic Agents.)

    Cytochrome P-450 CYP1A2 Inducers

    Drugs and compounds that induce the synthesis of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inducers.)

    Leukotriene Antagonists

    A class of drugs designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level. (See all compounds classified as Leukotriene Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Leukotriene Receptor Antagonists [MoA]; Leukotriene Receptor Antagonist [EPC]