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    Chemistry

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    Also known as: 85721-33-1, Ciprofloxacine, Ciprobay, Cipro, Ciproxan, Ciprofloxacina
    Molecular Formula
    C17H18FN3O3
    Molecular Weight
    331.34  g/mol
    InChI Key
    MYSWGUAQZAJSOK-UHFFFAOYSA-N
    FDA UNII
    5E8K9I0O4U
    Ciprofloxacin
    A broad-spectrum antimicrobial carboxyfluoroquinoline.
    Ciprofloxacin is a Quinolone Antimicrobial.
    1 2D Structure

    Ciprofloxacin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
    2.1.2 InChI
    InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
    2.1.3 InChI Key
    MYSWGUAQZAJSOK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    5E8K9I0O4U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anhydrous, Ciprofloxacin Hydrochloride

    2. Bay 09867

    3. Bay-09867

    4. Bay09867

    5. Ciprinol

    6. Cipro

    7. Ciprofloxacin Hydrochloride

    8. Ciprofloxacin Hydrochloride Anhydrous

    9. Ciprofloxacin Monohydrochloride Monohydrate

    10. Hydrochloride Anhydrous, Ciprofloxacin

    11. Hydrochloride, Ciprofloxacin

    12. Monohydrate, Ciprofloxacin Monohydrochloride

    13. Monohydrochloride Monohydrate, Ciprofloxacin

    2.3.2 Depositor-Supplied Synonyms

    1. 85721-33-1

    2. Ciprofloxacine

    3. Ciprobay

    4. Cipro

    5. Ciproxan

    6. Ciprofloxacina

    7. Cipro Iv

    8. Ciprofloxacinum

    9. Bay Q 3939

    10. Ciprofloxacino

    11. Ciproflox

    12. Ciproxina

    13. Otiprio

    14. 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic Acid

    15. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid

    16. Cetraxal

    17. Cipro Xr

    18. Bay-09867

    19. Cpfx

    20. 1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic Acid

    21. Bayq3939

    22. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic Acid

    23. Ciproxin

    24. Ciflox

    25. Ciprofloxacin (cipro)

    26. Chembl8

    27. Bay O 9867

    28. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylic Acid

    29. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-

    30. Nsc-758467

    31. 5e8k9i0o4u

    32. Ciprocinol

    33. Cipromycin

    34. Ciproquinol

    35. Bacquinor

    36. Bernoflox

    37. Cifloxin

    38. Ciprinol

    39. Ciprodar

    40. Septicide

    41. Bay O 9867 Free Base

    42. Bay-o-9867 Free Base

    43. Chebi:100241

    44. Bay-q-3939

    45. Velmonit

    46. Ciprofloxacin Monohydrochloride

    47. Ciprecu

    48. Ciprogis

    49. Ciprolin

    50. Ciprolon

    51. Ciprowin

    52. Ciproxine

    53. Citopcin

    54. Corsacin

    55. Fimoflox

    56. Ipiflox

    57. Italnik

    58. Probiox

    59. Proflaxin

    60. Quinolid

    61. Quintor

    62. Roxytal

    63. Spitacin

    64. Superocin

    65. Zumaflox

    66. Baflox

    67. Ciplus

    68. Ciriax

    69. Rancif

    70. Cilab

    71. Cixan

    72. Cycin

    73. Loxan

    74. Unex

    75. Sophixin Ofteno

    76. Ciprobay Uro

    77. Alcon Cilox

    78. Bi-cipro

    79. Cipro (tn)

    80. 3-quinolinecarboxylic Acid, 1,4-dihydro-1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-

    81. Proksi 250

    82. Proksi 500

    83. Cyprobay

    84. Auripro

    85. Eni

    86. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline-carboxylic Acid

    87. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic Acid

    88. 1-cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic Acid

    89. Bay-o 9867

    90. Ciprofloxacine [inn-french]

    91. Ciprofloxacinum [inn-latin]

    92. 1-cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic Acid

    93. Smr000471901

    94. Ciprofloxacino [inn-spanish]

    95. Ccris 5241

    96. Nsc620634

    97. Hsdb 6987

    98. Sr-05000001863

    99. Ciprofloxacin 100 Microg/ml In Methanol

    100. Ncgc00016959-01

    101. Cas-93107-08-5

    102. Cipro In Dextrose 5% In Plastic Container

    103. Brn 3568352

    104. Rubrum

    105. Unii-5e8k9i0o4u

    106. Ciprine

    107. Linhaliq

    108. Bay 09867

    109. Cipro In Sodium Chloride 0.9% In Plastic Container

    110. Ciprofloxacin,(s)

    111. Ciprofloxacin [usan:usp:inn:ban]

    112. Mfcd00185755

    113. Spectrum_000162

    114. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, Hydrochloride

    115. Prestwick0_000113

    116. Prestwick1_000113

    117. Prestwick2_000113

    118. Prestwick3_000113

    119. Spectrum2_001567

    120. Spectrum3_001872

    121. Spectrum4_000874

    122. Spectrum5_001089

    123. Cipro (*hydrochloride*)

    124. Cbmicro_048498

    125. Ciprofloxacin [mi]

    126. Ciloxan (*hydrochloride*)

    127. Ciprofloxacin [inn]

    128. Ciprofloxacin [jan]

    129. Schembl2900

    130. Ciprofloxacin [hsdb]

    131. Ciprofloxacin [usan]

    132. Oprea1_008239

    133. Oprea1_313572

    134. Bspbio_000126

    135. Bspbio_003344

    136. Ciprofloxacin [vandf]

    137. Kbiogr_001567

    138. Kbioss_000642

    139. Anhydrous Ciprofloxacin

    140. Mls001336035

    141. Mls006011837

    142. Bidd:gt0205

    143. Ciprofloxacin [mart.]

    144. Divk1c_000095

    145. Spectrum1503614

    146. Spbio_001474

    147. Spbio_002065

    148. Ciprofloxacin [usp-rs]

    149. Ciprofloxacin [who-dd]

    150. Ciprofloxacin [who-ip]

    151. Bpbio1_000140

    152. Dtxsid8022824

    153. Bay-o9867

    154. Bdbm21690

    155. Gtpl10902

    156. Hms500e17

    157. Kbio1_000095

    158. Kbio2_000642

    159. Kbio2_003210

    160. Kbio2_005778

    161. Kbio3_002846

    162. Linhaliq [liposomal Formulation]

    163. Zinc20220

    164. Ciprofloxacin (jp17/usp/inn)

    165. Ninds_000095

    166. Bay O 9867 (*hydrochloride*)

    167. Hms1922e18

    168. Hms2090o07

    169. Hms2093i03

    170. Pharmakon1600-01503614

    171. Ciprofloxacin [orange Book]

    172. Albb-015909

    173. Bcp28586

    174. Hy-b0356

    175. Rkl10073

    176. Ciprofloxacin [ep Monograph]

    177. Bbl005612

    178. Ccg-39345

    179. Ciprofloxacin [usp Monograph]

    180. Ciprofloxacin Extended Release

    181. Ciprofloxacin, >=98.0% (hplc)

    182. Nsc758467

    183. Nsc759028

    184. S2027

    185. Stk021082

    186. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic Acid

    187. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazinylhydroquinoline-3-carboxylic Acid

    188. Akos000269653

    189. Ciprodex Component Ciprofloxacin

    190. Ciprofloxacinum [who-ip Latin]

    191. Ac-7613

    192. Db00537

    193. Ks-5006

    194. Nsc 758467

    195. Nsc-759028

    196. Idi1_000095

    197. Smp1_000125

    198. Ncgc00016959-02

    199. Ncgc00016959-03

    200. Ncgc00016959-04

    201. Ncgc00016959-05

    202. Ncgc00016959-07

    203. Ncgc00095058-01

    204. Ncgc00095058-02

    205. Ncgc00178128-01

    206. Ciprofloxacin Component Of Ciprodex

    207. Sbi-0048462.p003

    208. Ft-0601635

    209. C-6350

    210. C05349

    211. Ciprofloxacin 100 Microg/ml In Methanol:water

    212. D00186

    213. 721c331

    214. A841426

    215. Ciprofloxacin, Vetranal(tm), Analytical Standard

    216. Q256602

    217. Ciprofloxacin, Antibiotic For Culture Media Use Only

    218. Sr-05000001863-1

    219. Sr-05000001863-3

    220. Brd-k04804440-311-02-3

    221. Z56933707

    222. Ciprofloxacin, European Pharmacopoeia (ep) Reference Standard

    223. Enrofloxacin For Veterinary Use Impurity B [ep Impurity]

    224. Ciprofloxacin, United States Pharmacopeia (usp) Reference Standard

    225. 1-cyclopropyl-6-fluoro-1,4-dihydro 4-oxo-7-[1-piperazinyl)-quinoline-3-carboxylic Acid

    226. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7- (1-piperazinyl)-3-quinoline-carboxylic Acid

    227. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline -3-carboxylic Acid

    228. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline-3-carboxylic Acid

    229. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxylic Acid

    230. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1piperazinyl)-3quinolinecarboxylic Acid

    231. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(piperazin-1-yl)-quinoline-3-carboxylic Acid

    232. 1-cyclopropyl-6-fluoro-1,4-dihydro-7-(1-piperazinyl)-4-oxo-3-quinoline Carboxylic Acid

    233. 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylicacid

    234. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-4-ium-1-yl-quinoline-3-carboxylate;ciprofloxacin

    235. 1-cyclopropyl-6-fluoro-7-(piperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

    236. Ciprofloxacin, Pharmaceutical Secondary Standard; Certified Reference Material

    237. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylic Acid Hydrochloride

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 331.34 g/mol
    Molecular Formula C17H18FN3O3
    XLogP3-1.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass331.13321961 g/mol
    Monoisotopic Mass331.13321961 g/mol
    Topological Polar Surface Area72.9 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity571
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 14  
    Drug NameCetraxal
    PubMed HealthCiprofloxacin (Into the ear)
    Drug ClassesAntibacterial
    Drug LabelCETRAXAL (ciprofloxacin otic solution) 0.2% contains the synthetic antimicrobial agent ciprofloxacin hydrochloride. CETRAXAL is a sterile, preservative-free solution for otic use. Each single use container of CETRAXAL delivers 0.25 mL of solution equ...
    Active IngredientCiprofloxacin hydrochloride
    Dosage FormSolution/drops
    RouteOtic
    Strengtheq 0.2% base
    Market StatusPrescription
    CompanyWraser Pharms

    2 of 14  
    Drug NameCiloxan
    PubMed HealthCiprofloxacin (Into the eye)
    Drug ClassesAntibiotic
    Drug LabelCILOXAN (ciprofloxacin HCl ophthalmic solution) is a synthetic, sterile, multiple dose, antimicrobial for topical ophthalmic use. Ciprofloxacin is a fluoroquinolone antibacterial active against a broad spectrum of gram-positive and gram-negative oc...
    Active IngredientCiprofloxacin hydrochloride
    Dosage FormSolution/drops; Ointment
    RouteOphthalmic
    Strengtheq 0.3% base
    Market StatusPrescription
    CompanyAlcon Pharms

    3 of 14  
    Drug NameCipro
    PubMed HealthCiprofloxacin/Dexamethasone (Into the ear)
    Drug ClassesAnti-Infective/Anti-Inflammatory Combination, Antibacterial
    Drug LabelCiprofloxacin Tablets, USPis a synthetic broad spectrum antimicrobial agent for oral administration. Cipr