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Chemistry

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Also known as: 98106-17-3, Difloxacin [inn], 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, Dicural, 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid, Pulsaflox

Molecular Formula

C₂₁H₁₉F₂N₃O₃

Molecular Weight

399.4 g/mol

InChI Key

NOCJXYPHIIZEHN-UHFFFAOYSA-N

FDA UNII

5Z7OO9FNFD

Difloxacin is a synthetic fluoroquinolone used in veterinary. As an antibacterial, it presents a broad bactericidal spectrum and its effects are dependent on its concentration. However, it presents a reduced efficacy when compared to other fluoroquinolone antibacterials.

1 2D Structure

Difloxacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid

2.1.2 InChI

InChI=1S/C21H19F2N3O3/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14/h2-5,10-12H,6-9H2,1H3,(H,28,29)

2.1.3 InChI Key

NOCJXYPHIIZEHN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C4=CC=C(C=C4)F)F

2.2 Other Identifiers

2.2.1 UNII

5Z7OO9FNFD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(4-fluorophenyl)-6-fluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

2. 1-ffmpoc

3. 6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-quinolone-3-carboxylic Acid

4. A 56619

5. A-56619

6. Dicural

7. Difloxacin Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 98106-17-3

2. Difloxacin [inn]

3. 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

4. Dicural

5. 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic Acid

6. Pulsaflox

7. Difloxacin (inn)

8. 5z7oo9fnfd

9. Chebi:4537

10. 6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid

11. Difloxacin (hydrochloride)

12. A 56619

13. 3-quinolinecarboxylic Acid, 6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-

14. 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic Acid

15. A-56619

16. Difloxacin Hydrochloride Salt

17. 3-quinolinecarboxylic Acid,6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-

18. Ncgc00166308-01

19. Unii-5z7oo9fnfd

20. Difloxacin [mi]

21. Chembl6259

22. Schembl148765

23. Dtxsid5048348

24. Gtpl10801

25. Bcp33408

26. Rkl10076

27. Zinc4099034

28. Bbl010805

29. Stk618168

30. Zinc04099034

31. Akos005551754

32. Db11511

33. Difloxacin [ema Epar Veterinary]

34. Ac-12060

35. Ls-14845

36. Db-057711

37. Hy-121272

38. Cs-0081346

39. Ft-0624916

40. D07828

41. Ab00923781_02

42. Ab00923781_04

43. 106d173

44. A843794

45. A845811

46. A858583

47. Q5275450

48. 4-(4-hydroxy-4-p-tolylpiperidin-1-yl)-1-phenylbutan-1-one

49. 6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

50. 3-quinolinecarboxylic Acid, 6-fluoro-1-(4-fluorophenyl) 1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-

51. 6-fluoranyl-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxidanylidene-quinoline-3-carboxylic Acid

52. 6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4- Methyl-1- Piperazinyl)-4-oxo-3- Quinolinecarboxylic Acid

53. 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic Acid;difluoxacin Hydrochloride

54. 6-fluoro-1-(p-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₁₉F₂N₃O₃
Molecular Weight	399.4 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	3
Exact Mass	399.13944780 g/mol
Monoisotopic Mass	399.13944780 g/mol
Topological Polar Surface Area	64.1 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	672
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

* Chickens: :

for the treatment of chronic respiratory infections caused by sensitive strains of Escherichia coli and Mycoplasma gallisepticum.

* Turkeys: :

- For the treatment of chronic respiratory infections caused by sensitive strains of Escherichia coli and Mycoplasma gallisepticum.

- Also for the treatment of infections caused by Pasteurella multocida.

* Dogs: :

- For the treatment of acute uncomplicated urinary-tract infections caused by Escherichia coli or Staphylococcus spp. and superficial pyoderma caused by Staphylococcus intermedius.

* Cattle: :

- For the treatment of bovine respiratory disease (shipping fever, calf pneumonia) caused by single or mixed infections with Pasteurella haemolytica, Pasteurella multocida and / or Mycoplasma spp.

In chickens and turkeys Pulsaflox oral solution is indicated for treatment of chronic respiratory infections caused by sensitive strains of Escherichia coli and Mycoplasma gallisepticum.

In turkeys Pulsaflox oral solution is also indicated for the treatment of infections caused by Pasteurella multocida.

Pulsaflox oral solution should only be used based on susceptibility testing.

5 Pharmacology and Biochemistry

5.1 ATC Code

QJ01MA94

QJ01MA

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API Reference Price

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ACTIVE PHARMA INGREDIENTS

2 VMF

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