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    Avelox

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 186826-86-8, Moxifloxacin hcl, Avelox, Avalox, Vigamox, Moxifloxacin (hydrochloride)
    Molecular Formula
    C21H25ClFN3O4
    Molecular Weight
    437.9  g/mol
    InChI Key
    IDIIJJHBXUESQI-DFIJPDEKSA-N
    FDA UNII
    C53598599T
    A fluoroquinolone that acts as an inhibitor of DNA TOPOISOMERASE II and is used as a broad-spectrum antibacterial agent.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    7-[(4aS,7aS)-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H24FN3O4.ClH/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24;/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28);1H/t11-,16+;/m0./s1
    2.1.3 InChI Key
    IDIIJJHBXUESQI-DFIJPDEKSA-N
    2.1.4 Canonical SMILES
    COC1=C2C(=CC(=C1N3CC4CCCNC4C3)F)C(=O)C(=CN2C5CC5)C(=O)O.Cl
    2.1.5 Isomeric SMILES
    COC1=C2C(=CC(=C1N3C[C@@H]4CCCN[C@@H]4C3)F)C(=O)C(=CN2C5CC5)C(=O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    C53598599T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-cyclopropyl--7-(2,8-diazabicyclo(4.3.0)non-8-yl)-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

    2. Actira

    3. Avalox

    4. Avelox

    5. Bay 12 8039

    6. Bay 12-8039

    7. Bay 128039

    8. Bay-12-8039

    9. Bay-128039

    10. Bay128039

    11. Izilox

    12. Moxifloxacin

    13. Octegra

    14. Proflox

    2.3.2 Depositor-Supplied Synonyms

    1. 186826-86-8

    2. Moxifloxacin Hcl

    3. Avelox

    4. Avalox

    5. Vigamox

    6. Moxifloxacin (hydrochloride)

    7. Bay 12-8039

    8. Bay-12-8039

    9. Actira

    10. Izilox

    11. Moxifloxacine Hydrochloride

    12. Chebi:7008

    13. Moxifloxacin (as Hydrochloride)

    14. Bay12-8039 Hcl

    15. Moxeza

    16. Al-15469a

    17. Nsc-758875

    18. (4as-cis)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(octahydro-6h-pyrrolol(3,4-b)pyridin-6-yl)-4-oxo-3-quinolinecarboxylic Acid, Monohydrochloride

    19. 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-((4as,7as)-octahydro-6h-pyrrolo(3,4-b)pyridin-6-yl)-4-oxo-3-quinolinecarboxylic Acid, Monohydrochloride

    20. C53598599t

    21. Bay-128039

    22. Dsstox_cid_25921

    23. Dsstox_rid_81224

    24. Dsstox_gsid_45921

    25. 7-[(4as,7as)-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic Acid Hydrochloride

    26. 7-[(4as,7as)-octahydro-1h-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    27. 186826-86-8 (hcl); 354812-41-2 (free Base)

    28. Octegra

    29. Vigamox (tn)

    30. Avelox (tn)

    31. Mflx

    32. 1-cyclopropyl-6-fluoro-7-((4as,7as)-hexahydro-1h-pyrrolo[3,4-b]pyridin-6(2h)-yl)-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    33. 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-((4as,7as)-tetrahydro-1h-pyrrolo[3,4-b]pyridin-6(2h,7h,7ah)-yl)-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    34. 7-[(4as,7as)-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic Acid;hydrochloride

    35. Cas-186826-86-8

    36. Moxifloxacin Hydrochloride [usan]

    37. Moxivig

    38. Vegamox

    39. Actura

    40. Moxifloxacin, Hcl

    41. Unii-c53598599t

    42. Ncgc00095130-01

    43. 1-cyclopropyl-6-fluoro-8-methoxy-7-((4as,7as)-octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    44. 1-cyclopropyl-6-fluoro-8-methoxy-7-[(4as,7as)-octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    45. Mfcd00949117

    46. Bay12-8039

    47. Moxifloxacin Hydrochloride [usan:usp]

    48. Avelox In Sodium Chloride 0.8% In Plastic Container

    49. Cpd000469185

    50. 1-cyclopropyl-6-fluoro-8-methoxy-7-((4as,7as)-octahydropyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    51. Schembl37285

    52. Mls001401368

    53. Chembl1200735

    54. Dtxsid4045921

    55. Moxifloxacin Hcl [vandf]

    56. Act02692

    57. Amy25227

    58. Bcp03623

    59. Tox21_111439

    60. Moxifloxacin Hydrochloride (jan/usp)

    61. Akos015920132

    62. Akos016015225

    63. Tox21_111439_1

    64. Ac-1275

    65. Bcp9000963

    66. Ccg-100924

    67. Cs-1063

    68. Ks-1181

    69. Moxifloxacin Hydrochloride [mi]

    70. Nc00174

    71. Nsc 758875

    72. Moxifloxacin Hydrochloride [jan]

    73. Ncgc00271749-02

    74. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-((4as,7as)-octahydro-6h-pyrrolo(3,4-b)pyridin-6-yl)-4-oxo-, Monohydrochloride

    75. Hy-66011

    76. Moxifloxacin Hydrochloride [mart.]

    77. Smr000469185

    78. Bcp0726000173

    79. Moxifloxacin Hydrochloride [usp-rs]

    80. Moxifloxacin Hydrochloride [who-dd]

    81. Moxifloxacin Hydrochloride, >=98% (hplc)

    82. M2479

    83. S1465

    84. Sw197554-3

    85. D00874

    86. Moxifloxacin Hydrochloride [orange Book]

    87. Moxifloxacin Hydrochloride [ep Monograph]

    88. 826m868

    89. Moxifloxacin Hydrochloride [usp Monograph]

    90. Q27107395

    91. 186826-86-8 151096-09-2(base)

    92. Moxifloxacin Hydrochloride, Vetranal(tm), Analytical Standard

    93. Moxifloxacin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    94. Moxifloxacin For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    95. Moxifloxacin Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    96. Moxifloxacin Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    97. 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4as,7as)-octahydro-1h-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid Hydrochloride

    98. 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4as,7as)-octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid Hydrochloride (1:1)

    99. 1-cyclopropyl-6-fluoro-7-((4as,7as)-hexahydro-1h-pyrrolo[3,4-b]pyridin-6(2h)-yl)-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hcl

    100. 1-cyclopropyl-6-fluoro-7-((4as,7as)-hexahydro-1h-pyrrolo[3,4-b]pyridin-6(2h)-yl)-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylicacidhydrochloride

    101. 7-[[(4as,8as)-2,3,4,4a,5,6,8,8a-octahydro-1h-1,7-naphthyridin-7-yl]methyl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic Acid;hydrochloride

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 437.9 g/mol
    Molecular Formula C21H25ClFN3O4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count4
    Exact Mass437.1517621 g/mol
    Monoisotopic Mass437.1517621 g/mol
    Topological Polar Surface Area82.1 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity727
    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 8  
    Drug NameAvelox
    Drug LabelDESCRIPTIONAVELOX (moxifloxacin hydrochloride) is a synthetic broad spectrum antibacterial agent and is available as AVELOX Tablets for oral administration and as AVELOX I.V. for intravenous administration. Moxifloxacin, a fluoroquinolone, is availab...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormTablet
    Routeoral; Oral
    Strengtheq 400mg base; 400mg
    Market StatusPrescription
    CompanyBayer Pharms; Bayer Hlthcare

    2 of 8  
    Drug NameMoxeza
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelMOXEZA is a sterile solution for topical ophthalmic use.Moxifloxacin hydrochloride is an 8-methoxy fluoroquinolone anti-infective, with a diazabicyclononyl ring at the C7 position. C21H24FN3O4HClMol Wt 437.9...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAlcon Pharms

    3 of 8  
    Drug NameMoxifloxacin hydrochloride
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelDESCRIPTIONAVELOX (moxifloxacin hydrochloride) is a synthetic broad spectrum antibacterial agent and is available as AVELOX Tablets for oral administration and as AVELOX I.V. for intravenous administration. Moxifloxacin, a fluoroquinolone, is availab...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops; Tablet; Solution
    RouteOphthalmic; Oral; ophthalmic
    Strength0.5%; eq 0.5% base; eq 400mg base
    Market StatusTentative Approval; Prescription
    CompanyApotex; Aurobindo Pharma; Teva Pharms Usa; Torrent Pharms; Lupin; Teva Pharms; Dr Reddys Labs

    4 of 8  
    Drug NameVigamox
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelVIGAMOX (moxifloxacin HCl ophthalmic solution) 0.5% is a sterile ophthalmic solution. It is an 8-methoxy fluoroquinolone anti-infective for topical ophthalmic use.Chemical Name:1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAlcon Pharms

    5 of 8  
    Drug NameAvelox
    Drug LabelDESCRIPTIONAVELOX (moxifloxacin hydrochloride) is a synthetic broad spectrum antibacterial agent and is available as AVELOX Tablets for oral administration and as AVELOX I.V. for intravenous administration. Moxifloxacin, a fluoroquinolone, is availab...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormTablet
    Routeoral; Oral
    Strengtheq 400mg base; 400mg
    Market StatusPrescription
    CompanyBayer Pharms; Bayer Hlthcare

    6 of 8  
    Drug NameMoxeza
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelMOXEZA is a sterile solution for topical ophthalmic use.Moxifloxacin hydrochloride is an 8-methoxy fluoroquinolone anti-infective, with a diazabicyclononyl ring at the C7 position. C21H24FN3O4HClMol Wt 437.9...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAlcon Pharms

    7 of 8  
    Drug NameMoxifloxacin hydrochloride
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelDESCRIPTIONAVELOX (moxifloxacin hydrochloride) is a synthetic broad spectrum antibacterial agent and is available as AVELOX Tablets for oral administration and as AVELOX I.V. for intravenous administration. Moxifloxacin, a fluoroquinolone, is availab...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops; Tablet; Solution
    RouteOphthalmic; Oral; ophthalmic
    Strength0.5%; eq 0.5% base; eq 400mg base
    Market StatusTentative Approval; Prescription
    CompanyApotex; Aurobindo Pharma; Teva Pharms Usa; Torrent Pharms; Lupin; Teva Pharms; Dr Reddys Labs

    8 of 8  
    Drug NameVigamox
    PubMed HealthMoxifloxacin
    Drug ClassesAntibiotic
    Drug LabelVIGAMOX (moxifloxacin HCl ophthalmic solution) 0.5% is a sterile ophthalmic solution. It is an 8-methoxy fluoroquinolone anti-infective for topical ophthalmic use.Chemical Name:1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-...
    Active IngredientMoxifloxacin hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base
    Market StatusPrescription
    CompanyAlcon Pharms

    4.2 Drug Indication

    Acute Exacerbation of Chronic Bronchitis, Community Acquired Pneumonia, Complicated Intra-Abdominal Infection, Complicated Skin and Skin Structure Infections, Pelvic Inflammatory Disease, Treatment of acute bacterial sinusitis

    Acute Exacerbation of Chronic Bronchitis, Community Acquired Pneumonia, Complicated Intra-Abdominal Infection, Complicated Skin and Skin Structure Infections, Pelvic Inflammatory Disease, Treatment of acute bacterial sinusitis

    Acute Exacerbation of Chronic Bronchitis, Community Acquired Pneumonia, Complicated Intra-Abdominal Infection, Complicated Skin and Skin Structure Infections, Pelvic Inflammatory Disease, Treatment of acute bacterial sinusitis

    Acute Exacerbation of Chronic Bronchitis, Community Acquired Pneumonia, Complicated Intra-Abdominal Infection, Complicated Skin and Skin Structure Infections, Pelvic Inflammatory Disease, Treatment of acute bacterial sinusitis

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Topoisomerase II Inhibitors

    Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Quinolones [CS]; Quinolone Antimicrobial [EPC]