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Chemistry

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Also known as: 151096-09-2, 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, Moxeza, Zimoxin, Avelox iv, 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
Molecular Formula
C21H24FN3O4
Molecular Weight
401.4  g/mol
InChI Key
FABPRXSRWADJSP-MEDUHNTESA-N
FDA UNII
U188XYD42P

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

Moxifloxacin

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
2.1.2 InChI
InChI=1S/C21H24FN3O4/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)/t11-,16+/m0/s1
2.1.3 InChI Key
FABPRXSRWADJSP-MEDUHNTESA-N
2.1.4 Canonical SMILES
COC1=C2C(=CC(=C1N3CC4CCCNC4C3)F)C(=O)C(=CN2C5CC5)C(=O)O
2.1.5 Isomeric SMILES
COC1=C2C(=CC(=C1N3C[C@@H]4CCCN[C@@H]4C3)F)C(=O)C(=CN2C5CC5)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
U188XYD42P
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 Hydrochloride

13. Octegra

14. Proflox

2.3.2 Depositor-Supplied Synonyms

1. 151096-09-2

2. 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

3. Moxeza

4. Zimoxin

5. Avelox Iv

6. 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

7. 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

8. Bay 12-8039

9. U188xyd42p

10. Chebi:63611

11. Izilox

12. Moxifloxacin (inn)

13. (1's,6's)-1-cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

14. 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

15. Moxifloxacine

16. Avolex

17. Moxifloxacin [inn]

18. Moxifloxacin [inn:ban]

19. 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

20. Mfx

21. 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-

22. 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-oxo-quinoline-3-carboxylic Acid

23. Mxfx

24. Bay-128039

25. Actira (*hydrochloride*)

26. Avelox (*hydrochloride*)

27. Moxyfloxacin

28. Unii-u188xyd42p

29. Ccris 8690

30. Mfcd04117996

31. Hsdb 8026

32. 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-

33. Avelox Iv (tn)

34. (4r,7r)-moxifloxacin

35. Moxifloxacin [mi]

36. Moxifloxacin [vandf]

37. Schembl24007

38. Naproxendiisopropylamide

39. Moxifloxacin [who-dd]

40. Moxivig (opthalmic Solution)

41. Dtxsid3048491

42. Gtpl10915

43. Ex-a016

44. Hms3715p05

45. 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4ar,7ar)-octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic Acid

46. Bcp22895

47. Rkl10080

48. Zinc3826253

49. Bay128039

50. Bdbm50366824

51. Hy-66011a

52. Nsc782304

53. S5535

54. Bay 12-8039 (*hydrochloride*)

55. Akos015895251

56. Am84644

57. Bcp9000962

58. Ccg-221192

59. Cs-1895

60. Db00218

61. Nsc-782304

62. Ncgc00271749-08

63. Ac-25913

64. As-41986

65. Mxf

66. Bcp0726000137

67. Sbi-0206792.p001

68. 96m092

69. D08237

70. Ab00171653-11

71. Ab00171653-13

72. Ab00171653-14

73. Ab00171653_15

74. Ar-270/43507941

75. Q424940

76. Sr-01000763482

77. Sr-01000763482-3

78. 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-carboxylicacid

79. 1-cyclopropyl-6-fluoro-8-methoxy-7-octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid

80. 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-

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 401.4 g/mol
Molecular Formula C21H24FN3O4
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass401.17508442 g/mol
Monoisotopic Mass401.17508442 g/mol
Topological Polar Surface Area82.1 Ų
Heavy Atom Count29
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 Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 8  
Drug NameAvelox
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 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
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
Dosage FormSolution
Routeophthalmic
Strength0.5%
Market StatusTentative Approval
CompanyAkorn

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
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 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
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
Dosage FormSolution
Routeophthalmic
Strength0.5%
Market StatusTentative Approval
CompanyAkorn

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 Therapeutic Uses

Anti-Infective Agents

National Library of Medicine's Medical Subject Headings online file (MeSH, 2012)


Moxifloxacin hydrochloride ophthalmic solution is used for the treatment of conjunctivitis caused by susceptible strains of Corynebacterium spp., Micrococcus luteus, Staphylococcus aureus, S. epidermidis, S. haemolyticus, S. hominis, S. warneri, Streptococcus pneumoniae, viridans streptococci, Acinetobacter lwoffii, Haemophilus influenzae, H. parainfluenzae, or Chlamydia trachomatis. /Included in US product label/

American Society of Health-System Pharmacists 2011; Drug Information 2011. Bethesda, MD. 2011


Moxifloxacin is used for the treatment of acute bacterial sinusitis caused by susceptible Streptococcus pneumoniae, Haemophilus influenzae, or Moraxella catarrhalis; acute bacterial exacerbations of chronic bronchitis caused by susceptible S. pneumoniae, H. influenzae, H. parainfluenzae, Klebsiella pneumoniae, Staphylococcus aureus (oxacillin-susceptible [methicillin-susceptible] strains), or M. catarrhalis; and community-acquired pneumonia (CAP) caused by susceptible S. pneumoniae (including multidrug-resistant strains), S. aureus (oxacillin-susceptible strains), K. pneumoniae, H. influenzae, Mycoplasma pneumoniae, Chlamydophila pneumoniae (formerly Chlamydia pneumoniae), or M. catarrhalis. /Included in US product label/

American Society of Health-System Pharmacists 2011; Drug Information 2011. Bethesda, MD. 2011, p. 392


Moxifloxacin is used for the treatment of uncomplicated skin and skin structure infections caused by susceptible S. aureus (oxacillin-susceptible strains) or Streptococcus pyogenes (group A beta-hemolytic streptococci) and for the treatment of complicated skin and skin structure infections caused by susceptible S. aureus (oxacillin-susceptible strains), Escherichia coli, K. pneumoniae, or Enterobacter cloacae. /Included in US product label/

American Society of Health-System Pharmacists 2011; Drug Information 2011. Bethesda, MD. 2011, p. 393


For more Therapeutic Uses (Complete) data for Moxifloxacin (12 total), please visit the HSDB record page.


4.3 Drug Warning

/BOXED WARNING/ WARNING: Fluoroquinolones, including Avelox, are associated with an increased risk of tendinitis and tendon rupture in all ages. This risk is further increased in older patients usually over 60 years of age, in patients taking corticosteroid drugs, and in patients with kidney, heart or lung transplants.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=56b4f979-bf20-4908-9d7c-5536221d77f8


/BOXED WARNING/ WARNING: Fluoroquinolones, including Avelox, may exacerbate muscle weakness in persons with myasthenia gravis. Avoid Avelox in patients with known history of myasthenia gravis.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=56b4f979-bf20-4908-9d7c-5536221d77f8


Serious and occasionally fatal hypersensitivity and/or anaphylactic reactions reported in patients receiving fluoroquinolones, including moxifloxacin. Although generally reported after multiple doses, these reactions may occur with first dose. Some reactions have been accompanied by cardiovascular collapse, loss of consciousness, tingling, edema (pharyngeal or facial), dyspnea, urticaria, or pruritus. In addition, other possible severe and potentially fatal reactions (may be hypersensitivity reactions or of unknown etiology) have been reported, most frequently after multiple doses. These include fever, rash or severe dermatologic reactions (e.g., toxic epidermal necrolysis, Stevens-Johnson syndrome), vasculitis, arthralgia, myalgia, serum sickness, allergic pneumonitis, interstitial nephritis, acute renal insufficiency or failure, hepatitis, jaundice, acute hepatic necrosis or failure, anemia (including hemolytic and aplastic), thrombocytopenia (including thrombotic thrombocytopenic purpura), leukopenia, agranulocytosis, pancytopenia, and/or other hematologic effects. Discontinue moxifloxacin at first appearance of rash, jaundice, or any other sign of hypersensitivity. Institute appropriate therapy as indicated (e.g., epinephrine, corticosteroids, and maintenance of an adequate airway and oxygen).

American Society of Health-System Pharmacists 2011; Drug Information 2011. Bethesda, MD. 2011, p. 395


Sensory or sensorimotor axonal polyneuropathy affecting small and/or large axons resulting in paresthesias, hypoesthesias, dysesthesias, and weakness have been reported with fluoroquinolones.

American Society of Health-System Pharmacists 2011; Drug Information 2011. Bethesda, MD. 2011, p. 395


For more Drug Warnings (Complete) data for Moxifloxacin (22 total), please visit the HSDB record page.


4.4 Drug Indication

For the treatment of sinus and lung infections such as sinusitis, pneumonia, and secondary infections in chronic bronchitis. Also for the treatment of bacterial conjunctivitis (pinkeye).


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Moxifloxacin is a quinolone/fluoroquinolone antibiotic. Moxifloxacin can be used to treat infections caused by the following bacteria: Aerobic Gram-positive microorganisms: Corynebacterium species, Micrococcus luteus, Staphylococcus aureus, Staphylococcus epidermidis, Staphylococcus haemolyticus, Staphylococcus hominis, Staphylococcus warneri, Streptococcus pneumoniae, and Streptococcus viridans group. Aerobic Gram-negative microorganisms: Acinetobacter lwoffii, Haemophilus influenzae, and Haemophilus parainfluenzae. Other microorganisms: Chlamydia trachomatis.
Moxifloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian. Moxifloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria.


5.2 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.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
MOXIFLOXACIN
5.3.2 FDA UNII
U188XYD42P
5.3.3 Pharmacological Classes
Quinolones [CS]; Quinolone Antimicrobial [EPC]
5.4 ATC Code

J01MA14

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01M - Quinolone antibacterials

J01MA - Fluoroquinolones

J01MA14 - Moxifloxacin


S - Sensory organs

S01 - Ophthalmologicals

S01A - Antiinfectives

S01AE - Fluoroquinolones

S01AE07 - Moxifloxacin


5.5 Absorption, Distribution and Excretion

Absorption

Well absorbed from the gastrointestinal tract. Absolute oral bioavailability is approximately 90%. Food has little effect on absorption.


Route of Elimination

Approximately 45% of an oral or intravenous dose of moxifloxacin is excreted as unchanged drug (~20% in urine and ~25% in feces).


Volume of Distribution

1.7 to 2.7 L/kg


Clearance

12 +/- 2 L/hr


Moxifloxacin is approximately 30-50% bound to serum proteins, independent of drug concentration. The volume of distribution of moxifloxacin ranges from 1.7 to 2.7 L/kg. Moxifloxacin is widely distributed throughout the body, with tissue concentrations often exceeding plasma concentrations. Moxifloxacin has been detected in the saliva, nasal and bronchial secretions, mucosa of the sinuses, skin blister fluid, subcutaneous tissue, skeletal muscle, and abdominal tissues and fluids following oral or intravenous administration of 400 mg.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


Approximately 45% of an oral or intravenous dose of moxifloxacin is excreted as unchanged drug (~20% in urine and ~25% in feces). A total of 96% + or - 4% of an oral dose is excreted as either unchanged drug or known metabolites. The mean (+ or - SD) apparent total body clearance and renal clearance are 12 + or - 2 L/hr and 2.6 + or - 0.5 L/hr, respectively.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


Moxifloxacin, given as an oral tablet, is well absorbed from the gastrointestinal tract. The absolute bioavailability of moxifloxacin is approximately 90 percent. Co-administration with a high fat meal (that is, 500 calories from fat) does not affect the absorption of moxifloxacin.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


The ocular penetration and pharmacokinetics of moxifloxacin in comparison to other fluoroquinolones (ofloxacin, ciprofloxacin, gatifloxacin, norfloxacin, levofloxacin, and lomefloxacin) have been determined by in vitro and ex vivo techniques, as well as in animal and human studies. ... The results consistently demonstrate higher maximum concentrations for moxifloxacin relative to the other fluoroquinolones in ocular tissues with levels well above its minimum inhibitory concentrations for relevant ocular pathogens. This superior performance is due to the unique structure of moxifloxacin that combines high lipophilicity for enhanced corneal penetration with high aqueous solubility at physiological pH. The latter property creates a high concentration gradient at the tear film/corneal epithelial interface providing a driving force for better ocular penetration for moxifloxacin. In addition, the higher concentration of moxifloxacin in VIGAMOX (i.e., 0.5% vs. 0.3%) allows more antibiotic to be available to ocular tissues. It is clear from the array of studies summarized in this report that moxifloxacin penetrates ocular tissues better (two- to three-fold) than gatifloxacin, ciprofloxacin, ofloxacin, or levofloxacin. This consistent, enhanced penetration of topical moxifloxacin offers powerful advantages for ophthalmic therapy.

PMID:16257309 Robertson SM et al; Surv Ophthalmol 50 (Suppl 1): S32-45 (2005)


For more Absorption, Distribution and Excretion (Complete) data for Moxifloxacin (6 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Approximately 52% or oral or intravenous dose is metabolized via glucuronide and sulphate conjugation. The cytochrome P450 system is not involved in metabolism. The sulphate conjugate accounts for 38% of the dose, and the glucuronide conjugate accounts for 14% of the dose.


Approximately 52% of an oral or intravenous dose of moxifloxacin is metabolized via glucuronide and sulfate conjugation. The cytochrome P450 system is not involved in moxifloxacin metabolism, and is not affected by moxifloxacin. The sulfate conjugate (M1) accounts for approximately 38% of the dose, and is eliminated primarily in the feces. Approximately 14% of an oral or intravenous dose is converted to a glucuronide conjugate (M2), which is excreted exclusively in the urine. Peak plasma concentrations of M2 are approximately 40% those of the parent drug, while plasma concentrations of M1 are generally less than 10% those of moxifloxacin.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


5.7 Biological Half-Life

11.5-15.6 hours (single dose, oral)


The mean (+ or - SD) elimination half-life from plasma is 12 + or - 1.3 hours

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


5.8 Mechanism of Action

The bactericidal action of moxifloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV. DNA gyrase is an essential enzyme that is involved in the replication, transcription and repair of bacterial DNA. Topoisomerase IV is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division.


The fluoroquinolone antibiotic moxifloxacin has been associated with the acquired long QT syndrome and is used as a positive control in the evaluation of the QT-interval prolonging potential of new drugs. In common with other QT-prolonging agents, moxifloxacin is known to inhibit the hERG potassium K+ channel, but at present there is little mechanistic information available on this action. This study was conducted in order to characterise the inhibition of hERG current (I(hERG)) by moxifloxacin, and to determine the role in drug binding of the S6 aromatic amino-acid residues Tyr652 and Phe656. hERG currents were studied using whole-cell patch clamp (at room temperature and at 35-37 degrees C) in an HEK293 cell line stably expressing hERG channels. Moxifloxacin reversibly inhibited currents in a dose-dependent manner. We investigated the effects of different voltage commands to elicit hERG currents on moxifloxacin potency. Using a 'step-ramp' protocol, the IC50 was 65 uM at room temperature and 29 microM at 35 degrees C. When a ventricular action potential waveform was used to elicit currents, the IC50 was 114 microM. Block of hERG by moxifloxacin was found to be voltage-dependent, occurred rapidly and was independent of stimulation frequency. Mutagenesis of the S6 helix residue Phe656 to Ala failed to eliminate or reduce the moxifloxacin-mediated block whereas mutation of Tyr652 to Ala reduced moxifloxacin block by approximately 66%. Our data demonstrate that moxifloxacin blocks the hERG channel with a preference for the activated channel state. The Tyr652 but not Phe656 S6 residue is involved in moxifloxacin block of hERG, concordant with an interaction in the channel inner cavity.

PMID:16474415 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1760709 Alexandrou AJ et al; Br J Pharmacol 147 (8): 905-16 (2006)


The bactericidal action of moxifloxacin results from inhibition of the topoisomerase II (DNA gyrase) and topoisomerase IV required for bacterial DNA replication, transcription, repair, and recombination. It appears that the C8-methoxy moiety contributes to enhanced activity and lower selection of resistant mutants of Gram-positive bacteria compared to the C8-H moiety. The presence of the bulky bicycloamine substituent at the C-7 position prevents active efflux, associated with the NorA or pmrA genes seen in certain Gram-positive bacteria.

US Natl Inst Health; DailyMed. Current Medication Information for AVELOX (moxifloxacin hydrochloride) injection, solution AVELOX (moxifloxacin hydrochloride) tablet, film coated (October 2011). Available from, as of February 28, 2012: https://dailymed.nlm.nih.gov/dailymed/search.cfm?startswith=moxifloxacin


Torsade de pointes (TdP) is increasingly recognized as a complication of drug therapy. The most common cause of drug-induced QT prolongation is inhibition of the rapidly activating component of the delayed potassium current (I(Kr)). Moxifloxacin, a widely used fluoroquinolone, is a weak I(Kr) inhibitor and has been associated with QT prolongation.

PMID:18651388 Sherazi S et al; Cardiol J 15 (1): 71-3 (2008)


Fluoroquinolones prolong the QT interval by blocking voltage-gated potassium channels, especially the rapid component of the delayed rectifier potassium current I(Kr), expressed by HERG (the human ether-a-go-go-related gene). According to the available case reports and clinical studies, moxifloxacin carries the greatest risk of QT prolongation from all available quinolones in clinical practice and it should be used with caution in patients with predisposing factors for Torsades de pointes (TdP).

PMID:22156660 Briasoulis A et al; Cardiology 120 (2): 103-10 (2011)


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30-May-2025
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ABOUT THIS PAGE

Looking for 354812-41-2 / Moxifloxacin API manufacturers, exporters & distributors?

Moxifloxacin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Moxifloxacin API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Moxifloxacin manufacturer or Moxifloxacin supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Moxifloxacin manufacturer or Moxifloxacin supplier.

PharmaCompass also assists you with knowing the Moxifloxacin API Price utilized in the formulation of products. Moxifloxacin API Price is not always fixed or binding as the Moxifloxacin Price is obtained through a variety of data sources. The Moxifloxacin Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Moxifloxacin

Synonyms

151096-09-2, 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, Moxeza, Zimoxin, Avelox iv, 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

Cas Number

354812-41-2

Unique Ingredient Identifier (UNII)

U188XYD42P

About Moxifloxacin

A fluoroquinolone that acts as an inhibitor of DNA TOPOISOMERASE II and is used as a broad-spectrum antibacterial agent.

Moxifloxacin Manufacturers

A Moxifloxacin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Moxifloxacin, including repackagers and relabelers. The FDA regulates Moxifloxacin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Moxifloxacin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Moxifloxacin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Moxifloxacin Suppliers

A Moxifloxacin supplier is an individual or a company that provides Moxifloxacin active pharmaceutical ingredient (API) or Moxifloxacin finished formulations upon request. The Moxifloxacin suppliers may include Moxifloxacin API manufacturers, exporters, distributors and traders.

click here to find a list of Moxifloxacin suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Moxifloxacin KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Moxifloxacin Drug Master File in Korea (Moxifloxacin KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Moxifloxacin. The MFDS reviews the Moxifloxacin KDMF as part of the drug registration process and uses the information provided in the Moxifloxacin KDMF to evaluate the safety and efficacy of the drug.

After submitting a Moxifloxacin KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Moxifloxacin API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Moxifloxacin suppliers with KDMF on PharmaCompass.

Moxifloxacin WC

A Moxifloxacin written confirmation (Moxifloxacin WC) is an official document issued by a regulatory agency to a Moxifloxacin manufacturer, verifying that the manufacturing facility of a Moxifloxacin active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Moxifloxacin APIs or Moxifloxacin finished pharmaceutical products to another nation, regulatory agencies frequently require a Moxifloxacin WC (written confirmation) as part of the regulatory process.

click here to find a list of Moxifloxacin suppliers with Written Confirmation (WC) on PharmaCompass.

Moxifloxacin NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Moxifloxacin as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Moxifloxacin API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Moxifloxacin as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Moxifloxacin and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Moxifloxacin NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Moxifloxacin suppliers with NDC on PharmaCompass.

Moxifloxacin GMP

Moxifloxacin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Moxifloxacin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Moxifloxacin GMP manufacturer or Moxifloxacin GMP API supplier for your needs.

Moxifloxacin CoA

A Moxifloxacin CoA (Certificate of Analysis) is a formal document that attests to Moxifloxacin's compliance with Moxifloxacin specifications and serves as a tool for batch-level quality control.

Moxifloxacin CoA mostly includes findings from lab analyses of a specific batch. For each Moxifloxacin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Moxifloxacin may be tested according to a variety of international standards, such as European Pharmacopoeia (Moxifloxacin EP), Moxifloxacin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Moxifloxacin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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