Ciprofloxacin - PharmaKB

Ciprofloxacin

Cetraxal, Ciloxan, Cipro, Ciprodex, Ciprofloxacin, Ciprofloxacin /, Ciprofloxacin / Ciprofloxacin, Otovel (ciprofloxacin) is a small molecule pharmaceutical. Ciprofloxacin was first approved as Cipro on 1987-10-22. It is used to treat anthrax, bacterial conjunctivitis, bacterial infections, bacterial skin diseases, and bacteroides infections amongst others in the USA.

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Clinical

Drug

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Events

FDA approval date

EMA approval date

Patent expiration date

Study first post date

Last update post date

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Therapeutic Areas

Therapeutic Area	MeSH
infections	D007239
musculoskeletal diseases	D009140
digestive system diseases	D004066
respiratory tract diseases	D012140
otorhinolaryngologic diseases	D010038
eye diseases	D005128
urogenital diseases	D000091642
hemic and lymphatic diseases	D006425
skin and connective tissue diseases	D017437
signs and symptoms pathological conditions	D013568

Trade Name

FDA

EMA

Cetraxal, Ciloxan, Cipro, Ciprofloxacin (discontinued: Cipro, Ciprofloxacin, Otiprio, Proquin)

Combinations

Cipro, Ciprodex, Ciprofloxacin, Ciprofloxacin dexamethasone, Ciprofloxacin; dexamethasone, Otovel (discontinued: Cipro, Ciprofloxacin)

Drug Products

FDA

EMA

New Drug Application (NDA)

Abbreviated New Drug Application (ANDA)

Ciprofloxacin hydrochloride

Tradename	Company	Number	Date	Products
CIPRO	Bayer	N-019537 RX	1987-10-22	2 products, RLD, RS
CETRAXAL	Key Therapeutics	N-021918 RX	2009-05-01	1 products, RLD, RS
CILOXAN	Sandoz	N-019992 RX	1990-12-31	1 products, RLD, RS
CILOXAN	Sandoz	N-020369 RX	1998-03-30	1 products, RLD, RS

Show 2 discontinued

Ciprofloxacin

Tradename	Company	Number	Date	Products
CIPRO	Bayer	N-020780 RX	1997-09-26	2 products, RLD, RS

Show 4 discontinued

Ciprofloxacin

Ciprofloxacin hydrochloride

Tradename	Company	Number	Date	Products
CIPRO XR	Bayer	N-021473 DISCN	2002-12-13	2 products

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Ciprofloxacin hydrochloride

Fluocinolone acetonide

Tradename	Company	Number	Date	Products
OTOVEL	Laboratorios Salvat	N-208251 RX	2016-04-29	1 products, RLD, RS

Ciprofloxacin hydrochloride

Hydrocortisone

Tradename	Company	Number	Date	Products
CIPRO HC	Sandoz	N-020805 RX	1998-02-10	1 products, RLD, RS

Ciprofloxacin

Dexamethasone

Tradename	Company	Number	Date	Products
CIPRODEX	Sandoz	N-021537 RX	2003-07-18	1 products, RLD, RS

Labels

FDA

EMA

Brand Name	Status	Last Update
cetraxal	New Drug Application	2024-10-09
ciloxan	New Drug Application	2023-06-27
cipro	New Drug Application	2024-09-20
cipro hc	New Drug Application	2009-10-27
ciprodex	New Drug Application	2023-06-26
ciprofloxacin	ANDA	2024-10-25
ciprofloxacin and dexamethasone	ANDA	2024-07-18
ciprofloxacin and fluocinolone acetonide	NDA authorized generic	2024-10-09
ciprofloxacin ciprofloxacin	ANDA	2009-09-17
ciprofloxacin hcl	ANDA	2022-12-20

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Indications

FDA

EMA

Indication	Ontology	MeSH	ICD-10
neutropenia	—	D009503	D70
prostatitis	EFO_0003830	D011472	N41
fever	HP_0001945	D005334	R50.9
urinary tract infections	EFO_0003103	D014552	N39.0
sinusitis	EFO_0007486	D012852	J32
typhoid fever	EFO_0006789	D014435	A01.0
diarrhea	HP_0002014	D003967	R19.7
bacterial infections	—	D001424	A49
gonorrhea	DOID_7551	D006069	A54
intraabdominal infections	—	D059413	—

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Agency Specific

FDA

EMA

No data

Patent Expiration

Patent	Expires	Flag	FDA Information
Ciprofloxacin, Otiprio, Alk Abello
11246863	2038-11-27	DP
11040004	2037-11-12		U-2252
9220796	2035-07-01	DP
8318817	2030-04-27		U-1792
9233068	2029-12-11	DP
9205048	2029-04-21		U-1793
9603796	2029-04-21	DS, DP	U-2252
11369566	2029-04-21	DP
Ciprofloxacin Hydrochloride / Fluocinolone Acetonide, Otovel, Laboratorios Salvat
8932610	2030-03-24	DP	U-1578
Ciprofloxacin / Dexamethasone, Ciprodex, Sandoz
8846650	2025-06-04	DP	U-1578

ATC Codes

J: Antiinfectives for systemic use

— J01: Antibacterials for systemic use

— J01M: Quinolone antibacterials

— J01MA: Fluoroquinolone antibacterials, systemic

— J01MA02: Ciprofloxacin

— J01R: Combinations of antibacterials

— J01RA: Combinations of antibacterials

— J01RA10: Ciprofloxacin and metronidazole

— J01RA11: Ciprofloxacin and tinidazole

— J01RA12: Ciprofloxacin and ornidazole

S: Sensory organ drugs

— S01: Ophthalmologicals

— S01A: Antiinfective ophthalmologics

— S01AE: Fluoroquinolone antiinfectives, ophthalmologic

— S01AE03: Ciprofloxacin

— S02: Otologicals

— S02A: Antiinfective drugs, otologic

— S02AA: Antiinfectives

— S02AA15: Ciprofloxacin

— S03: Ophthalmological and otological preparations

— S03A: Antiinfectives, ophthalmologic and otologic

— S03AA: Antiinfectives

— S03AA07: Ciprofloxacin

HCPCS

Code	Description
J0744	Injection, ciprofloxacin for intravenous infusion, 200 mg
J7342	Instillation, ciprofloxacin otic suspension, 6 mg

Clinical

Clinical Trials

402 clinical trials

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Indications Phases 4

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Infections	D007239	EFO_0000544	—	5	11	23	17	18	70
Communicable diseases	D003141	—	—	2	6	18	9	11	44
Urinary tract infections	D014552	EFO_0003103	N39.0	1	5	14	14	10	43
Otitis	D010031	—	—	1	6	11	1	3	21
Fibrosis	D005355	—	—	2	3	2	5	3	15
Neutropenia	D009503	—	D70	—	1	5	4	3	13
Appendicitis	D001064	EFO_0007149	K37	1	1	1	3	8	13
Necrosis	D009336	—	—	4	—	1	3	5	13
Otitis media	D010033	EFO_0004992	H66.9	—	2	4	2	4	12
Cystic fibrosis	D003550	EFO_0000390	E84	3	2	2	2	3	12

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Indications Phases 3

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Otitis externa	D010032	EFO_0009560	H60	1	4	7	—	—	11
Crohn disease	D003424	EFO_0000384	K50	—	6	1	—	3	10
Sepsis	D018805	HP_0100806	A41.9	—	—	2	—	7	9
Neoplasms	D009369	—	C80	1	1	3	—	1	5
Fistula	D005402	—	—	—	—	2	—	3	5
Cholera	D002771	—	A00	—	1	3	—	—	4
Recurrence	D012008	—	—	1	1	2	—	—	4
Rectal fistula	D012003	HP_0010447	K60.3	—	—	1	—	2	3
Lymphoma	D008223	—	C85.9	1	—	1	—	1	3
Infectious skin diseases	D012874	—	—	—	1	2	—	1	3

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Indications Phases 2

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Anthrax	D000881	—	A22	3	2	—	—	1	6
Leukemia	D007938	—	C95	1	3	—	—	2	5
Infectious arthritis	D001170	EFO_1001351	M00	—	1	—	—	2	3
Amyotrophic lateral sclerosis	D000690	HP_0007354	G12.21	1	2	—	—	—	3
Motor neuron disease	D016472	EFO_0003782	G12.2	1	2	—	—	—	3
Periapical diseases	D010483	EFO_0010688	—	—	1	—	—	2	3
Ear diseases	D004427	EFO_1001455	H93.9	1	3	—	—	—	3
Otorhinolaryngologic diseases	D010038	—	—	1	3	—	—	—	3
Syndrome	D013577	—	—	—	2	—	—	1	3
Inflammation	D007249	MP_0001845	—	1	1	—	—	2	3

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Indications Phases 1

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Healthy volunteers/patients	—	—	—	11	—	—	—	2	13
Pharmacokinetics	D010599	—	—	2	—	—	—	2	4
Acute disease	D000208	—	—	1	—	—	—	2	3
Prosthesis-related infections	D016459	EFO_1001406	—	1	—	—	—	2	3
Cardiovascular diseases	D002318	HP_0001626	—	2	—	—	—	—	2
Bacterial meningitis	D016920	EFO_1000831	G00	1	—	—	—	1	2
Hepatitis	D006505	HP_0012115	K75.9	2	—	—	—	—	2
Dysbiosis	D064806	—	—	1	—	—	—	1	2
Rhinoscleroma	D012226	EFO_0007470	—	2	—	—	—	—	2
Diet therapy	D004035	—	—	1	—	—	—	—	1

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Indications Without Phase

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Disease susceptibility	D004198	—	—	—	—	—	—	3	3
Staphylococcal infections	D013203	—	A49.01	—	—	—	—	3	3
Pneumococcal pneumonia	D011018	EFO_1001474	J13	—	—	—	—	2	2
Bronchitis	D001991	—	J40	—	—	—	—	2	2
Retinal detachment	D012163	EFO_0005773	H33.2	—	—	—	—	2	2
Staphylococcus aureus	D013211	NCBITaxon_1280	—	—	—	—	—	2	2
Acute cholecystitis	D041881	EFO_1001289	K81.0	—	—	—	—	2	2
Cholecystitis	D002764	HP_0001082	K81	—	—	—	—	2	2
Acalculous cholecystitis	D042101	EFO_1000790	—	—	—	—	—	2	2
Enterococcus	D016983	—	—	—	—	—	—	2	2

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Epidemiology

Epidemiological information for investigational and approved indications

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Drug

General

Drug common name	Ciprofloxacin
INN	ciprofloxacin
Description	Ciprofloxacin is a quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively. It has a role as an antiinfective agent, a topoisomerase IV inhibitor, an antibacterial drug, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a DNA synthesis inhibitor, an antimicrobial agent, an environmental contaminant and a xenobiotic. It is a quinolone antibiotic, a fluoroquinolone antibiotic, a member of cyclopropanes, a N-arylpiperazine, a quinolone, an aminoquinoline and a quinolinemonocarboxylic acid. It is a conjugate base of a ciprofloxacin(1+). It is a tautomer of a ciprofloxacin zwitterion.
Classification	Small molecule
Drug class	antibacterials (quinolone derivatives)
Image (chem structure or protein)
Structure (InChI/SMILES or Protein Sequence)	O=C(O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O

Identifiers

PDB	—
CAS-ID	85721-33-1
RxCUI	—
ChEMBL ID	CHEMBL8
ChEBI ID	100241
PubChem CID	2764
DrugBank	DB00537
UNII ID	5E8K9I0O4U (ChemIDplus, GSRS)

Target

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Variants

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Financial

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Estimated US medical usage

Ciprofloxacin

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Ciprofloxacin

Dexamethasone

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Ciprofloxacin

Hydrocortisone

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Trends

PubMed Central

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Additional graphs summarizing 94,438 documents

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Safety

Black-box Warning

Black-box warning for: Cipro, Ciprofloxacin, Ciprofloxacin ciprofloxacin, Ciprofloxacin hcl, Ciprofloxacin in dextrose, Proquin, Proquin xr

Adverse Events

Top Adverse Reactions

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58,084 adverse events reported

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