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Lomefloxacin

Lomefloxacin

Synopsis, Chemistry

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Also known as: 98079-52-8, Lomefloxacin hcl, Maxaquin, Okacyn, Ny-198, Bareon

Molecular Formula

C₁₇H₂₀ClF₂N₃O₃

Molecular Weight

387.8 g/mol

InChI Key

KXEBLAPZMOQCKO-UHFFFAOYSA-N

FDA UNII

9VC7S3ZXXB

Lomefloxacin Hydrochloride is the hydrochloride salt form of lomefloxacin, a synthetic broad-spectrum fluoroquinolone with antibacterial activity. Lomefloxacin hydrochloride inhibits DNA gyrase, a type II topoisomerase involved in the induction or relaxation of supercoiling during DNA replication. This inhibition leads to a decrease in DNA synthesis during bacterial replication, resulting in cell growth inhibition and eventually cell lysis.

1 2D Structure

Lomefloxacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;hydrochloride

2.1.2 InChI

InChI=1S/C17H19F2N3O3.ClH/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22;/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25);1H

2.1.3 InChI Key

KXEBLAPZMOQCKO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN1C=C(C(=O)C2=CC(=C(C(=C21)F)N3CCNC(C3)C)F)C(=O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

9VC7S3ZXXB

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

2. Dcalogiflox

3. Logiflox

4. Lomefloxacin

5. Lomenfloxacin

6. Maxaquin

7. Ny 198

8. Ny-198

9. Ocacin

10. Okacin

11. Okacyn

12. Sc 4711

13. Sc-4711

2.3.2 Depositor-Supplied Synonyms

1. 98079-52-8

2. Lomefloxacin Hcl

3. Maxaquin

4. Okacyn

5. Ny-198

6. Bareon

7. Uniquin

8. Sc-47111

9. Lomefloxacin (hydrochloride)

10. Lomefloxacin Monohydrochloride

11. 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

12. 9vc7s3zxxb

13. Nsc-758168

14. 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic Acid;hydrochloride

15. Chebi:6518

16. Lomefloxacin (as Hydrochloride)

17. Lomefloxacin Hydrochloride (maxaquin)

18. Mazaquin

19. Dsstox_cid_25527

20. Dsstox_rid_80931

21. Dsstox_gsid_45527

22. Logiflox

23. Okacin

24. Ny 198

25. (+-)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Monohydrochloride

26. 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Hydrochloride

27. Ccris 2581

28. Sr-01000075959

29. Unii-9vc7s3zxxb

30. Mfcd00214312

31. Lomefloxacin Hydrochloride [usan:jan]

32. Lomebact

33. Maxaquine

34. Maxaquin (tn)

35. Prestwick_581

36. 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

37. Ncgc00016964-01

38. Ncgc00016964-02

39. Lomefloxacin, Hydrochloride

40. Cas-98079-52-8

41. Chembl1728

42. Lomefloxacin Hcl (maxaquin)

43. Schembl42051

44. (+-)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid, Monohydrochloride

45. Spectrum1502037

46. Dtxsid2045527

47. Hms1568p17

48. Hms1921f20

49. Pharmakon1600-01502037

50. Bcp12636

51. Hy-b0455

52. Tox21_110716

53. Tox21_113154

54. Tox21_500678

55. Ccg-39698

56. Nsc758168

57. S2539

58. Akos015895388

59. Tox21_110716_1

60. Ks-1238

61. Lomefloxacin Hydrochloride (jan/usan)

62. Lp00678

63. Nsc 758168

64. Lomefloxacin Hydrochloride [jan]

65. Lomefloxacin Hydrochloride [usan]

66. Ncgc00015603-08

67. Ncgc00094038-01

68. Ncgc00094038-02

69. Ncgc00094038-03

70. Ncgc00261363-01

71. 3-quinolinecarboxylic Acid, 1,4-dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride

72. 3-quinolinecarboxylic Acid, 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+-)-

73. Ac-32592

74. Lomefloxacin Hydrochloride [mart.]

75. Lomefloxacin Hydrochloride [vandf]

76. Lomefloxacin Hydrochloride [who-dd]

77. Lomefloxacin Monohydrochloride [mi]

78. Db-057707

79. Eu-0100678

80. Ft-0630997

81. L0216

82. C08053

83. D00873

84. L 2906

85. L-6500

86. Lomefloxacin Hydrochloride [orange Book]

87. O11839

88. 079l528

89. A845801

90. A845802

91. A858587

92. Tert-butyl4-fluoro-2-formylphenylcarbamate

93. Sr-01000075959-1

94. Sr-01000075959-5

95. Lomefloxacin Hydrochloride 100 Microg/ml In Methanol

96. Q27107226

97. Lomefloxacin Monohydrochloride, Antibiotic For Culture Media Use Only

98. (+/-)-1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid, Monohydrochloride

99. 1-ethyl-6,8-bis(fluoranyl)-7-(3-methylpiperazin-1-yl)-4-oxidanylidene-quinoline-3-carboxylic Acid Hydrochloride

100. 1-ethyl-6,8-difluoro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Hydrochloride

101. 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic Acid Hydrochloride;lomefloxacin

102. 3-quinolinecarboxylic Acid, 1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-, Monohydrochloride, (+/-)-

103. 3-quinolinecarboxylic Acid,1-ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-,monohydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₀ClF₂N₃O₃
Molecular Weight	387.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	3
Exact Mass	387.1161255 g/mol
Monoisotopic Mass	387.1161255 g/mol
Topological Polar Surface Area	72.9 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	586
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.)