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Peflacin

Synopsis, Chemistry

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Also known as: 149676-40-4, Peflacine, Peflox, Pefloxacin (mesylate dihydrate), 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid, Cx28qc6fu0

Molecular Formula

C₁₈H₂₈FN₃O₈S

Molecular Weight

465.5 g/mol

InChI Key

LEULAXMUNMRLPW-UHFFFAOYSA-N

FDA UNII

CX28QC6FU0

A synthetic broad-spectrum fluoroquinolone antibacterial agent active against most gram-negative and gram-positive bacteria.

1 2D Structure

Peflacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;methanesulfonic acid;dihydrate

2.1.2 InChI

InChI=1S/C17H20FN3O3.CH4O3S.2H2O/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21;1-5(2,3)4;;/h8-10H,3-7H2,1-2H3,(H,23,24);1H3,(H,2,3,4);2*1H2

2.1.3 InChI Key

LEULAXMUNMRLPW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C)F)C(=O)O.CS(=O)(=O)O.O.O

2.2 Other Identifiers

2.2.1 UNII

CX28QC6FU0

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2589 R.b.

2. Abactal

3. Dihydrate, Pefloxacin Mesylate

4. Mesylate Dihydrate, Pefloxacin

5. Mesylate, Pefloxacin

6. Peflacine

7. Pefloxacin

8. Pefloxacin Mesylate

9. Pefloxacin, Silver

10. Pefloxacine

11. R.b., 2589

12. Silver Pefloxacin

2.3.2 Depositor-Supplied Synonyms

1. 149676-40-4

2. Peflacine

3. Peflox

4. Pefloxacin (mesylate Dihydrate)

5. 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic Acid

6. Cx28qc6fu0

7. Pefloxacin Mesilate Dihydrate

8. Pefloxacin Mesylate Dihydrate

9. Pefloxacinium Mesylate Dihydrate

10. 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic Acid;methanesulfonic Acid;dihydrate

11. 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Methanesulfonate Dihydrate

12. Eu 5306

13. Unii-cx28qc6fu0

14. Peflacin

15. Pefloxacin Mesylate Dihydrate [ep]

16. 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Mesylate Dihydrate

17. Mfcd01685696

18. Rb 1589

19. Pefloxacinmesylatedihydrate

20. Hy-b0147b

21. 1589mrb

22. Hms3656n18

23. S4119

24. Akos015896973

25. Ccg-269406

26. Cs-1963

27. Ks-1095

28. 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Compound With Methanesulfonic Acid (1:1) Dihydrate

29. Db-043005

30. Ft-0631178

31. Sw197608-4

32. A836889

33. Pefloxacin Mesylate Dihydrate [ep Impurity]

34. Pefloxacin Methanesulfonate Dihydrate [mi]

35. Pefloxacin Mesilate Dihydrate [ep Monograph]

36. Q27275871

37. Pefloxacin Mesilate Dihydrate, European Pharmacopoeia (ep) Reference Standard

38. 1-ethyl-6-fluoranyl-7-(4-methylpiperazin-1-yl)-4-oxidanylidene-quinoline-3-carboxylic Acid; Methanesulfonic Acid; Dihydrate

39. 1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid; Methanesulfonic Acid; Dihydrate

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₈FN₃O₈S
Molecular Weight	465.5 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	3
Exact Mass	465.15811420 g/mol
Monoisotopic Mass	465.15811420 g/mol
Topological Polar Surface Area	129 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	638
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	4

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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

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.)

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.)