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2D Structure
Also known as: Ciprofloxacin hcl, 93107-08-5, 86483-48-9, 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride, Cipro, Chebi:310388
Molecular Formula
C17H19ClFN3O3
Molecular Weight
367.8  g/mol
InChI Key
DIOIOSKKIYDRIQ-UHFFFAOYSA-N
FDA UNII
0MP32MFP6C

A broad-spectrum antimicrobial carboxyfluoroquinoline.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid;hydrochloride
2.1.2 InChI
InChI=1S/C17H18FN3O3.ClH/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);1H
2.1.3 InChI Key
DIOIOSKKIYDRIQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
0MP32MFP6C
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

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. Ciprofloxacin Hcl

2. 93107-08-5

3. 86483-48-9

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

5. Cipro

6. Chebi:310388

7. Ciprofloxacin Hydrochloride Anhydrous

8. 0mp32mfp6c

9. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid Hydrochloride

10. Ciprofloxacin (monohydrochloride)

11. Bay-o-9867

12. Ciprofloxacin Hydrochloride (anh.)

13. Bay O 9867

14. Cetraxal

15. Ciprobay

16. Ciproxan

17. Ciproxin

18. Flociprin

19. Ciflox

20. Mfcd00079044

21. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid Hcl

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

23. 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic Acid Xhydrochloride

24. Bay-o 9867

25. 93107-08-5 (hcl)

26. 1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic Acid Hydrochloride

27. Dsstox_cid_27768

28. Dsstox_rid_82545

29. Dsstox_gsid_47788

30. Ciprofloxacin (as Hydrochloride)

31. Prestwick_67

32. 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic Acid; Hydrochloride

33. 4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinolin-7-yl)-piperazin-1-ium; Chloride

34. Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid, Monohydrochloride

35. Nsc620634

36. Ciprofloxacin Hydrochloride (anhydrous)

37. Ciprofloxacin 100 Microg/ml In Methanol

38. Ncgc00016959-01

39. Cas-93107-08-5

40. Unii-0mp32mfp6c

41. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, Hydrochloride

42. 3-quiolinecarboxylic Acid

43. Ciprofloxacine Hydrochloride

44. Epitope Id:174846

45. Cambridge Id 5807784

46. Ciprofloxacini Hydrochloridum

47. Chembl1202

48. Schembl42310

49. 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic Acid Monohydrochloride

50. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, Monohydrochloride

51. Ciprofloxacin Hcl/lactate

52. Dtxsid1047788

53. Hy-b0356a

54. Ciprofloxacin Hydrochloride (1:x)

55. Hms1568g08

56. Bcp13634

57. Bcp14336

58. Tox21_110712

59. S5008

60. Akos005111008

61. Tox21_110712_1

62. Cs-8134

63. Ks-5012

64. Nsc-620634

65. Sb73037

66. Ncgc00016959-06

67. 3-quinolinecarboxylic Acid, 1,4-dihydro-1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-, Hydrochloride

68. Ac-23972

69. Bim-0048462.p001

70. Ciprofloxacin 1000 Microg/ml In Methanol

71. Ciprofloxacin Hydrochloride [who-dd]

72. Ft-0623850

73. Ft-0623851

74. A16969

75. H10663

76. A859872

77. Q-200860

78. Q27105154

79. F0001-2378

80. Cpx; Cetraxal; Ciloxan; Cipro; Bay-09867 Hydrochloride

81. 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic Acid Hcl

82. 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylicacidxhydrochloride

83. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, Hydrochloride (1:1)

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 367.8 g/mol
Molecular Formula C17H19ClFN3O3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass367.1098973 g/mol
Monoisotopic Mass367.1098973 g/mol
Topological Polar Surface Area72.9 Ų
Heavy Atom Count25
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 Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameCiprofloxacin hydrochloride
PubMed HealthCiprofloxacin Betaine/Ciprofloxacin Hydrochloride (By mouth)
Drug ClassesAntibacterial
Drug LabelCiprofloxacin Tablets, USPis a synthetic broad spectrum antimicrobial agent for oral administration. Ciprofloxacin hydrochloride, USP, a fluoroquinolone, is the monohydrochloride monohydrate salt of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-pip...
Active IngredientCiprofloxacin hydrochloride
Dosage FormSolution/drops; Tablet
RouteOphthalmic; Oral
Strengtheq 100mg base; eq 750mg base; eq 500mg base; eq 0.3% base; eq 250mg base
Market StatusPrescription
CompanyWatson Labs; Nexus Pharms; Ranbaxy; Ivax Sub Teva Pharms; Apotex; Bausch And Lomb; Aurobindo Pharma; Taro; Dr Reddys Labs; Unique Pharm Labs; Carlsbad; Pharmaforce; Fdc; Mylan; Hikma; Akorn

2 of 2  
Drug NameCiprofloxacin hydrochloride
PubMed HealthCiprofloxacin Betaine/Ciprofloxacin Hydrochloride (By mouth)
Drug ClassesAntibacterial
Drug LabelCiprofloxacin Tablets, USPis a synthetic broad spectrum antimicrobial agent for oral administration. Ciprofloxacin hydrochloride, USP, a fluoroquinolone, is the monohydrochloride monohydrate salt of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-pip...
Active IngredientCiprofloxacin hydrochloride
Dosage FormSolution/drops; Tablet
RouteOphthalmic; Oral
Strengtheq 100mg base; eq 750mg base; eq 500mg base; eq 0.3% base; eq 250mg base
Market StatusPrescription
CompanyWatson Labs; Nexus Pharms; Ranbaxy; Ivax Sub Teva Pharms; Apotex; Bausch And Lomb; Aurobindo Pharma; Taro; Dr Reddys Labs; Unique Pharm Labs; Carlsbad; Pharmaforce; Fdc; Mylan; Hikma; Akorn

4.2 Drug Indication

Treatment of chronic pulmonary infections caused by Pseudomonas aeruginosa


5 Pharmacology and Biochemistry
5.1 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.)


Cytochrome P-450 CYP1A2 Inhibitors

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Quinolones [CS]; Quinolone Antimicrobial [EPC]