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    Chemistry

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    Also known as: 82419-36-1, Floxin, Tarivid, Ofloxacine, Oxaldin, Ocuflox
    Molecular Formula
    C18H20FN3O4
    Molecular Weight
    361.4  g/mol
    InChI Key
    GSDSWSVVBLHKDQ-UHFFFAOYSA-N
    FDA UNII
    A4P49JAZ9H
    Ofloxacin
    A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.
    Ofloxacin is a Quinolone Antimicrobial.
    1 2D Structure

    Ofloxacin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    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
    2.1.2 InChI
    InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
    2.1.3 InChI Key
    GSDSWSVVBLHKDQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    A4P49JAZ9H
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dl 8280

    2. Dl-8280

    3. Dl8280

    4. Dr 3355

    5. Dr-3355

    6. Dr3355

    7. Hoe 280

    8. Hoe-280

    9. Hoe280

    10. Ofloxacin Hydrochloride

    11. Ofloxacine

    12. Orf 28489

    13. Orf-28489

    14. Orf28489

    15. Ru 43280

    16. Ru-43280

    17. Ru43280

    18. Tarivid

    2.3.2 Depositor-Supplied Synonyms

    1. 82419-36-1

    2. Floxin

    3. Tarivid

    4. Ofloxacine

    5. Oxaldin

    6. Ocuflox

    7. Hoe-280

    8. Oflx

    9. Dl-8280

    10. Ofloxacino

    11. Ofloxacinum

    12. Exocin

    13. Hoe 280

    14. Floxin Otic

    15. Dextrofloxacin

    16. 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

    17. 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

    18. Chebi:7731

    19. Oflocet

    20. Visiren

    21. Chembl4

    22. J01ma01

    23. Nsc-727071

    24. Nsc-758178

    25. A4p49jaz9h

    26. Mls000028749

    27. Ofloxacina

    28. Ofloxacin Otic

    29. Ofloxacina [dcit]

    30. Ofloxacine [french]

    31. Ofloxacinum [latin]

    32. Exocine

    33. Flobacin

    34. Ofloxacin 100 Microg/ml In Acetonitrile

    35. Smr000058192

    36. Zanocin

    37. Floxil

    38. Ofloxacino [spanish]

    39. Dsstox_cid_21085

    40. Dsstox_rid_79623

    41. Dsstox_gsid_41085

    42. 8-fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6h-1-oxa-3a-aza-phenalene-5-carboxylic Acid

    43. Ofx

    44. Floxin In Dextrose 5%

    45. Dl 8280

    46. Pt 01

    47. Orf 18489

    48. (-)-(s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido[1,2,3-de]-1;(-)-(s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido[1,2,3-de]-1

    49. 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

    50. Floxin (tn)

    51. Ccris 5233

    52. (+/-)-floxin

    53. Sr-01000076050

    54. Mfcd00226105

    55. Unii-a4p49jaz9h

    56. Floxin In Dextrose 5% In Plastic Container

    57. Brn 3657947

    58. Monoflocet

    59. Dl-ofloxacin

    60. Hsdb 8030

    61. Ofloxacin,(s)

    62. Ncgc00016948-01

    63. Ofloxacin (floxin)

    64. Cas-82419-36-1

    65. Dl8280

    66. Exocin (eye Drops)

    67. Ofloxacin [usan:usp:inn:ban:jan]

    68. (+-)-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

    69. 83380-47-6

    70. Wp-0405

    71. Spectrum_001186

    72. Ofloxacin [inn]

    73. Ofloxacin [jan]

    74. Ofloxacin [mi]

    75. (r)-ofloxacin-[d3]

    76. Ofloxacin [usan]

    77. Opera_id_1114

    78. Prestwick0_000237

    79. Prestwick1_000237

    80. Prestwick2_000237

    81. Prestwick3_000237

    82. Spectrum2_001464

    83. Spectrum3_001499

    84. Spectrum4_000324

    85. Spectrum5_001063

    86. Ofloxacin [vandf]

    87. Epitope Id:116889

    88. Ofloxacin [mart.]

    89. O 8757

    90. Ofloxacin [usp-rs]

    91. Ofloxacin [who-dd]

    92. Lopac0_000904

    93. Oprea1_242882

    94. Schembl24373

    95. Bspbio_000313

    96. Bspbio_003117

    97. Kbiogr_000667

    98. Kbioss_001666

    99. Fluoro-methyl-(4-methylpiperazin-1-yl)-oxo-[?]carboxylic Acid

    100. Mls001074203

    101. Mls006011774

    102. Divk1c_000721

    103. Spectrum1502044

    104. Spbio_001387

    105. Spbio_002234

    106. (s)-ofloxacin;levaquin;quixin

    107. Ofloxacin (jp17/usp/inn)

    108. Bpbio1_000345

    109. Ofloxacin [orange Book]

    110. Dtxsid3041085

    111. Ofloxacin [ep Monograph]

    112. Schembl14163982

    113. Gtpl10918

    114. Hms502e03

    115. Kbio1_000721

    116. Kbio2_001666

    117. Kbio2_004234

    118. Kbio2_006802

    119. Kbio3_002617

    120. Ofloxacin [usp Monograph]

    121. Chebi:194135

    122. Ninds_000721

    123. Hms1568p15

    124. Hms1921h12

    125. Hms2090f07

    126. Hms2092b10

    127. Hms2095p15

    128. Hms2235c05

    129. Hms3259g07

    130. Hms3262f10

    131. Hms3369b01

    132. Hms3393k06

    133. Hms3604b17

    134. Hms3712p15

    135. Pharmakon1600-01502044

    136. (3r)-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

    137. (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

    138. Amy22220

    139. Bcp14346

    140. Bcp22048

    141. Hy-b0125

    142. Rkl10083

    143. Ofloxacin, Fluoroquinolone Antibiotic

    144. Tox21_110703

    145. Tox21_500904

    146. Bbl005605

    147. Bdbm50045004

    148. Ccg-39210

    149. Nsc727071

    150. Nsc758178

    151. S1463

    152. Stk256723

    153. Ofloxacin 100 Microg/ml In Methanol

    154. Akos001033517

    155. Akos016042783

    156. Ofloxacine; Dl-8280; Hoe-280

    157. Tox21_110703_1

    158. Ac-7616

    159. Bcp9000851

    160. Cs-1891

    161. Db01165

    162. Ks-5011

    163. Lp00904

    164. Nc00466

    165. Nsc 727071

    166. Nsc 758178

    167. Sdccgsbi-0050879.p004

    168. Idi1_000721

    169. Ncgc00015772-02

    170. Ncgc00015772-03

    171. Ncgc00015772-04

    172. Ncgc00015772-05

    173. Ncgc00015772-06

    174. Ncgc00015772-07

    175. Ncgc00015772-08

    176. Ncgc00015772-09

    177. Ncgc00015772-10

    178. Ncgc00015772-12

    179. Ncgc00015772-13

    180. Ncgc00015772-22

    181. Ncgc00094219-01

    182. Ncgc00094219-02

    183. Ncgc00094219-03

    184. Ncgc00094219-04

    185. Ncgc00094219-05

    186. Ncgc00094219-06

    187. Ncgc00178284-01

    188. Ncgc00178284-02

    189. Ncgc00261589-01

    190. (+-)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7h-pyrido(1,2,3-de)(1,4)benzoxazin-6-carbonsaeure

    191. (+/-)-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

    192. 7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic Acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-

    193. 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-, (+-)-

    194. 9-fluoro-3,7-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid

    195. Sy007392

    196. Sbi-0050879.p003

    197. Db-056608

    198. Ab00513820

    199. Eu-0100904

    200. Ft-0627808

    201. Ft-0630905

    202. Ft-0670773

    203. Ft-0673216

    204. O0403

    205. Ofloxacin, Vetranal(tm), Analytical Standard

    206. Vu0243192-7

    207. 86o854

    208. C07321

    209. D00453

    210. O-2800

    211. Ab00052263-12

    212. Ab00052263-13

    213. Ab00052263_14

    214. Ab00052263_15

    215. Ofloxacin, Antibiotic For Culture Media Use Only

    216. A864414

    217. Q411447

    218. Sr-01000076050-1

    219. Sr-01000076050-4

    220. Sr-01000076050-7

    221. Brd-a24228527-001-05-9

    222. Brd-a24228527-001-19-0

    223. Sr-01000076050-16

    224. Z56761309

    225. F0020-0095

    226. F0472-0226

    227. 7-chloro-4-hydroxy-8-methylquinoline-3-carboxylicethylester

    228. Ofloxacin, European Pharmacopoeia (ep) Reference Standard

    229. Ofloxacin, United States Pharmacopeia (usp) Reference Standard

    230. (+/-)-9-fluoro-2,2,3-de)-1,4-benzoxazine-6-carboxylic Acid

    231. 8-methyl-2,3-dihydrofuro[3,2-e]imidazo-[1,2-c]pyrimidine-9-carboxylicacid

    232. Ofloxacin, Pharmaceutical Secondary Standard; Certified Reference Material

    233. (+/-)-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

    234. 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraene-11-carboxylic Acid

    235. 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13),11-tetraene-11-carboxylic Acid

    236. 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-

    237. 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-, (+/-)-

    238. 9-fluoro-10-(4-methylpiperazino)-3-methyl-7-oxo-2,3-dihydro-7h-pyrido[1,2,3-de]-1,4-benzooxazine-6-carboxylic Acid

    239. 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, Dl-

    240. 9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7h-pyrido [1,2,3-de]-1,4-benzoxazin-6-carboxylic Acid

    241. 9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7h-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic Acid

    242. 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid

    243. 9-fluoro-3-methyl-10-(4-methylpiperazino)-7-oxo-2,3-dihydro-7h-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 361.4 g/mol
    Molecular Formula C18H20FN3O4
    XLogP3-0.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count2
    Exact Mass361.14378429 g/mol
    Monoisotopic Mass361.14378429 g/mol
    Topological Polar Surface Area73.3 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity634
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameFloxin otic
    PubMed HealthOfloxacin (Into the ear)
    Drug ClassesAntibacterial
    Drug LabelOCUFLOX (ofloxacin ophthalmic solution) 0.3% is a sterile ophthalmic solution. It is a fluorinated carboxyquinolone anti-infective for topical ophthalmic use....
    Active IngredientOfloxacin
    Dosage FormSolution/drops
    RouteOtic
    Strength0.3%
    Market StatusPrescription
    CompanyDaiichi

    2 of 6  
    Drug NameOcuflox
    PubMed HealthOfloxacin (Into the eye)
    Drug ClassesAntibiotic
    Drug LabelTo reduce the development of drug-resistant bacteria and maintain the effectiveness of ofloxacin tablets and other antibacterial drugs, ofloxacin tablets should be used only to treat or prevent infections that are proven or strongly suspected to be c...
    Active IngredientOfloxacin
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.3%
    Market StatusPrescription
    CompanyAllergan

    3 of 6  
    Drug NameOfloxacin
    PubMed HealthOfloxacin
    Drug ClassesAntibacterial, Antibiotic
    Active IngredientOfloxacin
    Dosage FormSolution/drops; Tablet
    RouteOphthalmic; Oral; Otic
    Strength200mg; 400mg; 300mg; 0.3%
    Market StatusPrescription
    CompanyTeva; Cadila Pharms; Apotex; Altaire Pharms; Hi Tech Pharma; Bausch And Lomb; Alcon Pharms; Fera Pharms; Dr Reddys Labs; Fdc; Akorn

    4 of 6  
    Drug NameFloxin otic
    PubMed HealthOfloxacin (Into the ear)
    Drug ClassesAntibacterial
    Drug LabelOCUFLOX (ofloxacin ophthalmic solution) 0.3% is a sterile ophthalmic solution. It is a fluorinated carboxyquinolone anti-infective for topical ophthalmic use....
    Active IngredientOfloxacin
    Dosage FormSolution/drops
    RouteOtic
    Strength0.3%
    Market StatusPrescription
    CompanyDaiichi

    5 of 6  
    Drug NameOcuflox
    PubMed HealthOfloxacin (Into the eye)
    Drug ClassesAntibiotic
    Drug LabelTo reduce the development of drug-resistant bacteria and maintain the effectiveness of ofloxacin tablets and other antibacterial drugs, ofloxacin tablets should be used only to treat or prevent infections that are proven or strongly suspected to be c...
    Active IngredientOfloxacin
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.3%
    Market StatusPrescription
    CompanyAllergan

    6 of 6  
    Drug NameOfloxacin
    PubMed HealthOfloxacin
    Drug ClassesAntibacterial, Antibiotic
    Active IngredientOfloxacin
    Dosage FormSolution/drops; T