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Nadifloxacin

Synopsis, Chemistry

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Also known as: 124858-35-1, Jinofloxacin, Acuatim, Opc-7251, Nadixa, Opc 7251

Molecular Formula

C₁₉H₂₁FN₂O₄

Molecular Weight

360.4 g/mol

InChI Key

JYJTVFIEFKZWCJ-UHFFFAOYSA-N

FDA UNII

6CL9Y5YZEQ

Nadifloxacin has been used in trials studying the treatment of Acne Vulgaris.

1 2D Structure

Nadifloxacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

2.1.2 InChI

InChI=1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)

2.1.3 InChI Key

JYJTVFIEFKZWCJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CCC2=C3N1C=C(C(=O)C3=CC(=C2N4CCC(CC4)O)F)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

6CL9Y5YZEQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidyl)-5-methyl-1-oxo-1h,5h-benzo(i,j)quinolizine-2-carboxylic Acid

2. Opc 7251

3. Opc-7251

4. R-ndfx

5. S-ndfx

2.3.2 Depositor-Supplied Synonyms

1. 124858-35-1

2. Jinofloxacin

3. Acuatim

4. Opc-7251

5. Nadixa

6. Opc 7251

7. Nadifloxacine

8. Ndfx

9. Chebi:31889

10. Opc7251

11. 6cl9y5yzeq

12. Nsc-759622

13. S-nadifloxacin

14. 9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylic Acid

15. Ncgc00164620-01

16. Nadifloxacino

17. Nadifloxacinum

18. Dsstox_cid_26483

19. Dsstox_rid_81654

20. Dsstox_gsid_46483

21. 1h,5h-benzo(ij)quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-

22. 9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-6,7-dihydro-1h,5h-pyrido[3,2,1-ij]quinoline-2-carboxylic Acid

23. Nadifloxacine [inn-french]

24. Nadifloxacinum [inn-latin]

25. Nadifloxacino [inn-spanish]

26. 7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5(13),6,8-tetraene-3-carboxylic Acid

27. Ccris 4066

28. Cas-124858-35-1

29. Sr-05000001516

30. Unii-6cl9y5yzeq

31. Nadoxin

32. Nadifloxacin [inn:ban:jan]

33. 1h,5h-benzo[ij]quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-

34. Acuatim (tn)

35. Nadifloxacin (jan/inn)

36. Nadifloxacin [mi]

37. Nadifloxacin [inn]

38. Nadifloxacin [jan]

39. Schembl36593

40. Nadifloxacin [mart.]

41. 1h,5h-benzo(ij)quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (+-)-

42. Mls002154166

43. Nadifloxacin [who-dd]

44. Chembl363449

45. Dtxsid5046483

46. Hms2090d11

47. Hms2098o22

48. Hms2233d22

49. Hms3373h17

50. Hms3651j22

51. Hms3715o22

52. Pharmakon1600-01502312

53. Bcp05205

54. Hy-b0506

55. Tox21_112239

56. Bdbm50475222

57. Mfcd00865081

58. Nsc759622

59. S3105

60. Akos015895271

61. Tox21_112239_1

62. Ac-4283

63. Bcp9000975

64. Ccg-213817

65. Db12447

66. Ks-1210

67. Nsc 759622

68. Sb17161

69. Ncgc00164620-02

70. (+-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidino)-5-methyl-1-oxo-1h,5h-benzo(ij)quinolizine-2-carboxylic Acid

71. 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1h,5h-benzo[ij]quinolizine-2-carboxylic Acid

72. Smr001233465

73. Db-041783

74. Ft-0631118

75. N0931

76. Sw199586-2

77. D01147

78. Ab00918517-07

79. Ab00918517_08

80. Ab00918517_09

81. 858n351

82. Q426605

83. J-005176

84. Sr-05000001516-1

85. Sr-05000001516-3

86. (+/-)-9-fluoro-6,7-dihydro-8-(4-hydroxypiperidino)-5-methyl-1-oxo-1h,5h-benzo(ij)quinolizine-2-carboxylic Acid

87. 1h,5h-benzo(ij)quinolizine-2-carboxylic Acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (+/-)-

88. 7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic Acid

89. 8-(4-hydroxy-1-piperidyl)-9-fluoro-5-methyl-6,7-dihydro-1-oxo-1h,5h-benzo[ij]quinolizine-2-carboxylic Acid

90. 8-fluoro-5,6-dihydro-7-(4-hydroxypiperidino)-4-methyl-1-oxo-4h-3a-aza-1h-phenalene-2-carboxylic Acid

91. 81962-84-7

92. 9-fluoro-6,7-dihydro-8-(4-hydroxypiperidino)-5-methyl-1-oxo-1h,5h-benzo[ij]quinolizine-2-carboxylic Acid

93. 9-fluoro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylic Acid

94. 9-fluoro-8-(4-hydroxy-1-piperidyl)-5-methyl-6,7-dihydro-1-oxo-1h,5h-benzo[ij]quinolizine-2-carboxylic Acid

95. 9-fluoro-8-(4-hydroxypiperidin-1-yl)-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylicacid

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₁FN₂O₄
Molecular Weight	360.4 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	360.14853532 g/mol
Monoisotopic Mass	360.14853532 g/mol
Topological Polar Surface Area	81.1 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	631
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	1

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.)

4.2 ATC Code

D - Dermatologicals

D10 - Anti-acne preparations

D10A - Anti-acne preparations for topical use

D10AF - Antiinfectives for treatment of acne

D10AF05 - Nadifloxacin