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Chemistry

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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

Moxifloxacin Hydrochloride
A fluoroquinolone that acts as an inhibitor of DNA TOPOISOMERASE II and is used as a broad-spectrum antibacterial agent.
1 2D Structure

Moxifloxacin Hydrochloride

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]

API Reference Price

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05-Jan-2021
31-Aug-2024
KGS
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Average Price (USD/KGS)

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Quantity (KGS) & Unit rate (USD/KGS) over time

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DOSAGE - TABLET;ORAL - EQ 400MG BASE **Federa...DOSAGE - TABLET;ORAL - EQ 400MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21085

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DOSAGE - SOLUTION;INTRAVENOUS - 400MG/250ML (...DOSAGE - SOLUTION;INTRAVENOUS - 400MG/250ML (1.6MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21277

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DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.5% ...DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.5% BASE

USFDA APPLICATION NUMBER - 21598

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