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Levofloxacin Hemihydrate
Also known as: 138199-71-0, Levofloxacin hydrate, 6gnt3y5lmf, Nofaxin, Quinsair, Volequin
Molecular Formula
C36H42F2N6O9
Molecular Weight
740.7  g/mol
InChI Key
SUIQUYDRLGGZOL-RCWTXCDDSA-N
FDA UNII
6GNT3Y5LMF

The L-isomer of Ofloxacin.
Levofloxacin is a Quinolone Antimicrobial.
1 2D Structure

Levofloxacin Hemihydrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid;hydrate
2.1.2 InChI
InChI=1S/2C18H20FN3O4.H2O/c2*1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21;/h2*7-8,10H,3-6,9H2,1-2H3,(H,24,25);1H2/t2*10-;/m00./s1
2.1.3 InChI Key
SUIQUYDRLGGZOL-RCWTXCDDSA-N
2.1.4 Canonical SMILES
CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O.CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O.O
2.1.5 Isomeric SMILES
C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O.C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O.O
2.2 Other Identifiers
2.2.1 UNII
6GNT3Y5LMF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anhydrous, Levofloxacin

2. Levaquin

3. Levofloxacin

4. Levofloxacin Anhydrous

5. Ofloxacin, (s)-isomer

6. Quixin

2.3.2 Depositor-Supplied Synonyms

1. 138199-71-0

2. Levofloxacin Hydrate

3. 6gnt3y5lmf

4. Nofaxin

5. Quinsair

6. Volequin

7. Levaquin (tn)

8. Ofloxacin, (s)-

9. Rwj-25213

10. (-)-(s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid, Hemihydrate

11. 7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-hydrate (2:1), (s)-

12. Levofloxacin [usan]

13. Dynaquin

14. Levofloxacin (as Hemihydrate)

15. (s)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid Hemihydrate

16. Unii-6gnt3y5lmf

17. Rwj 25213

18. Tavanic Hydrate

19. Cravit Hydrate

20. Iquix Hydrate

21. Quixin Hydrate

22. Levaquin Hydrate

23. Mfcd07772024

24. Levofloxacin (usp)

25. Quixin (tn)

26. Lvfx

27. Iquix (tn)

28. (s)-(-)-ofloxacine

29. (2s)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic Acid;hydrate

30. Levofloxacin [vandf]

31. Levofloxacin [mart.]

32. (s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid Hydrate (2:1)

33. (s)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid Hydrate(2:1)

34. Levofloxacin Hydrate (jp17)

35. Levofloxacin [usp-rs]

36. Levofloxacin Hemihidrated

37. Schembl1650602

38. Dtxsid60160533

39. Levofloxacin [orange Book]

40. Levofloxacin Hydrate [jan]

41. Levofloxacin [usp Monograph]

42. Akos015896149

43. Ks-1077

44. Levofloxacin [usan:usp:inn:ban:jan]

45. Levofloxacin Hemihydrate [who-dd]

46. 7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, Hydrate (2:1), (s)-

47. D00588

48. Levofloxacin Hemihydrate [ep Monograph]

49. Ofloxacin S-(-)-form Hemihydrate [mi]

50. 199l710

51. A886273

52. Q47495791

53. Levofloxacin, United States Pharmacopeia (usp) Reference Standard

54. 3 Inverted Exclamation Mark ,5 Inverted Exclamation Mark -difluoro-4-propylbiphenyl

55. Levofloxacin Hemihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

56. (s)-(-)-ofloxacine; Levofloxacine; (-)-(s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Hydrochloride; Levofloxacin Hemihydrate;(s)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid Hemihydrate

57. (s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid Hemihydrate

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 740.7 g/mol
Molecular Formula C36H42F2N6O9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count17
Rotatable Bond Count4
Exact Mass740.29813326 g/mol
Monoisotopic Mass740.29813326 g/mol
Topological Polar Surface Area148 Ų
Heavy Atom Count53
Formal Charge0
Complexity634
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Indication

Quinsair is indicated for the management of chronic pulmonary infections due to Pseudomonas aeruginosa in adult patients with cystic fibrosis.

Consideration should be given to official guidance on the appropriate use of antibacterial agents.


Treatment of cystic fibrosis


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


Anti-Infective Agents, Urinary

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)


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.)


Cytochrome P-450 CYP1A2 Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
LEVOFLOXACIN
5.2.2 FDA UNII
6GNT3Y5LMF
5.2.3 Pharmacological Classes
Chemical Structure [CS] - Quinolones
5.3 ATC Code

J01MA12


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