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Grepafloxacin

Grepafloxacin

Synopsis, Chemistry

DOSSIERs // Finished Dosage Formulations

3 Dossiers, 3 FDA Orange Book

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1 Health Canada Patents

1 Health Canada Patents

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Also known as: 161967-81-3, Raxar, Grepafloxacin hcl, Grepafloxacin hydrochloride [usan], Opc-17116, A4er1z8n9n

Molecular Formula

C₁₉H₂₃ClFN₃O₃

Molecular Weight

395.9 g/mol

InChI Key

IEPMBYOIQGCVHO-UHFFFAOYSA-N

FDA UNII

A4ER1Z8N9N

1 2D Structure

Grepafloxacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;hydrochloride

2.1.2 InChI

InChI=1S/C19H22FN3O3.ClH/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12;/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26);1H

2.1.3 InChI Key

IEPMBYOIQGCVHO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CN(CCN1)C2=C(C(=C3C(=C2)N(C=C(C3=O)C(=O)O)C4CC4)C)F.Cl

2.2 Other Identifiers

2.2.1 UNII

A4ER1Z8N9N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (+--)-1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

2. (+--)-1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Monohydrochloride

3. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-

4. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+--)-

5. Grepafloxacin

6. Grepafloxacin Hcl

7. Opc 17116

8. Opc-17116

9. Raxar

2.3.2 Depositor-Supplied Synonyms

1. 161967-81-3

2. Raxar

3. Grepafloxacin Hcl

4. Grepafloxacin Hydrochloride [usan]

5. Opc-17116

6. A4er1z8n9n

7. Grepafloxacin (hydrochloride)

8. 173689-78-6

9. 161967-81-3 (hcl)

10. 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

11. Opc 17116

12. Dsstox_cid_26692

13. Dsstox_rid_81826

14. Dsstox_gsid_46692

15. 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic Acid;hydrochloride

16. Opc 17116; Raxar; Vaxar; Dl-grepafloxacin Hydrochloride

17. 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-2,3-dihydroquinoline-3-carboxylic A

18. Cas-161967-81-3

19. Ncgc00167527-01

20. Unii-a4er1z8n9n

21. Lungaskin

22. Vaxar

23. Gpfx

24. Raxar (tn)

25. Schembl137804

26. Chembl1200393

27. Dtxsid0046692

28. Hy-a0147a

29. Grepafloxacin Hydrochloride (+-)-

30. Tox21_112524

31. Akos015962215

32. Tox21_112524_1

33. Grepafloxacin Hydrochloride (jan/usan)

34. Grepafloxacin Hydrochloride [mi]

35. Ncgc00167527-03

36. Ac-16082

37. Grepafloxacin Hydrochloride [mart.]

38. Grepafloxacin Hydrochloride [vandf]

39. Grepafloxacin Hydrochloride [who-dd]

40. Cs-0031245

41. D02178

42. Grepafloxacin Hydrochloride [orange Book]

43. 967g813

44. Q27273620

45. (+-)-1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Monohydrochloride

46. (+/-)-1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Monohydrochloride

47. 3-quinolinecarboxylic Acid, 1,4-dihydro-1-cyclopropyl-6-fluoro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+-)-

48. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride

49. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+-)-

50. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+/-)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₃ClFN₃O₃
Molecular Weight	395.9 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	395.1411975 g/mol
Monoisotopic Mass	395.1411975 g/mol
Topological Polar Surface Area	72.9 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	636
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)

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.)