KEGG   DRUG: Ciprofloxacin hydrochloride
Entry
D02216                      Drug                                   

Name
Ciprofloxacin hydrochloride (USP);
Ciprofloxacin hydrochloride hydrate (JP17);
Ciloxan (TN);
Cipro (TN);
Proquin XR (TN)
Product
  Generic
CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (Actavis Pharma), CIPROFLOXACIN (American Health Packaging), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (AvKARE), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Cardinal Health), CIPROFLOXACIN (Clinical Solutions Wholesale), CIPROFLOXACIN (DIRECT RX), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Direct_Rx), CIPROFLOXACIN (Direct_Rx), CIPROFLOXACIN (Direct_Rx), CIPROFLOXACIN (Dr. Reddy's Laboratories Limited), CIPROFLOXACIN (Golden State Medical Supply), CIPROFLOXACIN (Hikma Pharmaceuticals USA), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Leading Pharma), CIPROFLOXACIN (Major Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Method Pharmaceuticals), CIPROFLOXACIN (Mylan Pharmaceuticals), CIPROFLOXACIN (NCS HealthCare of KY), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PharmPak), CIPROFLOXACIN (PharmPak), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (QPharma), CIPROFLOXACIN (QPharma), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (Rising Pharmaceuticals), CIPROFLOXACIN (St Marys Medical Park Pharmacy), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (medsource pharmaceuticals), CIPROFLOXACIN (medsource pharmaceuticals), CIPRO (Advanced Rx Pharmacy of Tennessee), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (Akorn), CIPROFLOXACIN HCL OPHTHALMIC (Altaire Pharmaceuticals), CIPROFLOXACIN (American Health Packaging), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Asclemed USA), CIPROFLOXACIN (Aurobindo Pharma Limited), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (CHARTWELL GOVERNMENTAL & SPECIALTY RX LLC), CIPROFLOXACIN (Cardinal Health), CIPROFLOXACIN (Carlsbad Technology), CIPROFLOXACIN (DIRECT RX), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Henry Schein), CIPROFLOXACIN HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Mckesson Corporation DBA SKY Packaginng), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (NorthStar Rx LLC), CIPROFLOXACIN HYDROCHLORIDE (NuCare Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (Preferred Preferred Phamraceuticals Inc.), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN HYDROCHLORIDE (Proficient Rx LP), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN HYDROCHLORIDE (Sandoz), CIPROFLOXACIN (Taro Pharmaceuticals U.S.A.), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN HYDROCHLORIDE (Unit Dose Services), CIPROFLOXACIN HYDROCHLORIDE (medsource pharmaceuticals), CIPROFLOXACIN (DIRECT RX), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceutical), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (St Mary's Medical Park Pharmacy), CIPROFLOXACIN (Yiling Pharmaceutical)
Formula
C17H18FN3O3. HCl. H2O
Exact mass
385.1205
Mol weight
385.8177
Structure
Simcomp
Class
Antibacterial
 DG01550  Quinolone
  DG01549  Fluoroquinolone
Other
 DG01529  Topoisomerase inhibitor
  DG01528  Topoisomerase IV inhibitor
Metabolizing enzyme inhibitor
 DG01634  CYP1A2 inhibitor
Remark
Same as: C13993
Therapeutic category: 6241
ATC code: J01MA02 S01AE03 S02AA15 S03AA07
Chemical structure group: DG00617
Product (DG00617): D00186<JP/US> D02216<JP/US>
Product (mixture): D10296<US> D11089<US> D11582<US>
Efficacy
Antibacterial, Nucleic acid biosynthesis inhibitor
  Disease
Typhoid fever [DS:H00111]
Gonorrhea [DS:H00315]
Anthrax [DS:H00328]
Plague [DS:H00297]
Uncomplicated urinary tract infections [DS:H01176]
Target
DNA gyrase [KO:K02469 K02470]
Interaction
CYP inhibition: CYP1A2 [HSA:1544]
Structure map
map07014  Quinolones
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01M QUINOLONE ANTIBACTERIALS
    J01MA Fluoroquinolones
     J01MA02 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AE Fluoroquinolones
     S01AE03 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA15 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
  S03 OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
   S03A ANTIINFECTIVES
    S03AA Antiinfectives
     S03AA07 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Quinolones
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Ciprofloxacin
     D02216  Ciprofloxacin hydrochloride (USP)
 Otic Agents
  Otic Anti-Infectives
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   624  Synthetic antibacterials
    6241  Pyridonecarboxylic acids
     D02216  Ciprofloxacin hydrochloride (USP); Ciprofloxacin hydrochloride hydrate (JP17)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02216  Ciprofloxacin hydrochloride hydrate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02216
Other DBs
CAS: 86393-32-0
PubChem: 7849275
ChEBI: 59936
ChEMBL: CHEMBL4303345
DrugBank: DB00537
LigandBox: D02216
NIKKAJI: J245.528E
LinkDB
KCF data

ATOM        26
            1   C8y C    21.5369  -16.2638
            2   N4y N    22.7985  -16.9648
            3   C8y C    21.5369  -14.8622
            4   C8x C    20.3688  -16.9648
            5   C1y C    22.7984  -18.3665
            6   C8x C    23.9665  -16.2171
            7   C8y C    22.7518  -14.1613
            8   C8x C    20.3221  -14.1613
            9   C8y C    19.1539  -16.2638
            10  C1x C    23.4993  -19.5812
            11  C1x C    22.0975  -19.5812
            12  C8y C    23.9665  -14.8622
            13  O5x O    22.7518  -12.7596
            14  C8y C    19.1539  -14.8622
            15  C6a C    25.1813  -14.1613
            16  X   F    17.8924  -14.1613
            17  O6a O    26.3962  -14.8622
            18  O6a O    25.1813  -12.7596
            19  N1y N    17.9391  -17.0115
            20  C1x C    16.7243  -16.3106
            21  C1x C    15.5094  -17.0115
            22  N1x N    15.5094  -18.4132
            23  C1x C    16.7243  -19.1140
            24  C1x C    17.9391  -18.3665
            25  X   Cl   30.1710  -15.3771
            26  O0  O    33.2977  -15.4005
BOND        27
            1     3   7 1
            2     3   8 1
            3     4   9 2
            4     5  10 1
            5     5  11 1
            6     6  12 2
            7     7  13 2
            8     8  14 2
            9    12  15 1
            10   14  16 1
            11   15  17 1
            12   15  18 2
            13    7  12 1
            14    9  14 1
            15   10  11 1
            16    9  19 1
            17    1   2 1
            18    1   3 2
            19    1   4 1
            20   19  20 1
            21   20  21 1
            22   21  22 1
            23   22  23 1
            24   23  24 1
            25   24  19 1
            26    2   5 1
            27    2   6 1

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