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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Variants

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Safety

Events Timeline

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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 (generic drugs available since 2004-06-09, discontinued: Otiprio, Proquin)

Combinations

Cipro, Ciprodex, Otovel (generic drugs available since 2004-06-09, discontinued: Cipro)

Drug Products

FDA

EMA

New Drug Application (NDA)

Abbreviated New Drug Application (ANDA)

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

Dexamethasone

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

Ciprofloxacin hydrochloride

Tradename	Company	Number	Date	Products
CIPRO	Bayer	N-019537 RX	1987-10-22	2 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
CETRAXAL	WraSer Pharmaceuticals	N-021918 RX	2009-05-01	1 products, RLD, RS

Show 2 discontinued

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

Labels

FDA

EMA

Brand Name	Status	Last Update
cetraxal	New Drug Application	2021-01-30
ciloxan	New Drug Application	2023-06-27
cipro	New Drug Application	2023-11-21
cipro hc	New Drug Application	2009-10-27
ciprodex	New Drug Application	2023-06-26
ciprofloxacin	ANDA	2024-02-14
ciprofloxacin and dexamethasone	NDA authorized generic	2024-01-11
ciprofloxacin and dextrose	ANDA	2014-05-14
ciprofloxacin and fluocinolone acetonide	NDA authorized generic	2023-02-02
ciprofloxacin ciprofloxacin	ANDA	2009-09-17

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Indications

FDA

EMA

Indication	Ontology	MeSH	ICD-10
anthrax	—	D000881	A22
bacterial conjunctivitis	EFO_1000829	D003234	H10.0
bacterial infections	—	D001424	A49
bacterial skin diseases	—	D017192	—
bacteroides infections	EFO_1000832	D001442	—
campylobacter infections	EFO_0007190	D002169	—
cystitis	EFO_1000025	D003556	N30
diarrhea	HP_0002014	D003967	R19.7
dysentery	EFO_1001869	D004403	—
escherichia coli infections	EFO_1001318	D004927	B96.20

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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

397 clinical trials

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Indications Phases 4

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Urinary tract infections	D014552	EFO_0003103	N39.0	—	4	12	13	9	38
Infections	D007239	EFO_0000544	—	1	1	2	4	5	12
Cystic fibrosis	D003550	EFO_0000390	E84	2	2	2	2	3	11
Appendicitis	D001064	EFO_0007149	K37	—	—	—	3	7	10
Chronic obstructive pulmonary disease	D029424	EFO_0000341	J44.9	3	1	2	2	1	9
Prostatic neoplasms	D011471	—	C61	—	1	2	2	2	7
Dental pulp necrosis	D003790	—	K04.1	3	—	1	1	2	7
Bronchiectasis	D001987	HP_0002110	J47	—	2	2	1	2	7
Pneumonia	D011014	EFO_0003106	—	1	1	1	2	1	6
Neutropenia	D009503	—	D70	—	1	2	1	2	6

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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
Bacterial infections	D001424	—	A49	3	1	2	—	4	9
Crohn disease	D003424	EFO_0000384	K50	—	6	1	—	1	8
Sepsis	D018805	HP_0100806	A41.9	—	—	2	—	4	6
Cholera	D002771	—	A00	—	1	3	—	—	4
Neoplasms	D009369	—	C80	1	—	2	—	1	4
Ventilator-associated pneumonia	D053717	EFO_1001865	J95.851	—	1	3	—	—	3
Lymphoma	D008223	—	C85.9	1	—	1	—	1	3
Neurogenic urinary bladder	D001750	HP_0000011	N31	—	1	1	—	—	2
Septic shock	D012772	—	A48.3	—	—	1	—	1	2

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Indications Phases 2

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Osteomyelitis	D010019	EFO_0003102	M86	1	1	—	—	2	4
Anthrax	D000881	—	A22	2	2	—	—	—	4
Amyotrophic lateral sclerosis	D000690	HP_0007354	G12.21	1	2	—	—	—	3
Otitis	D010031	—	—	1	3	—	—	—	3
Ear diseases	D004427	EFO_1001455	H93.9	1	3	—	—	—	3
Otorhinolaryngologic diseases	D010038	—	—	1	3	—	—	—	3
Leukemia	D007938	—	C95	1	2	—	—	1	3
Hiv infections	D015658	EFO_0000764	B20	—	2	—	—	—	2
Mycobacterium avium-intracellulare infection	D015270	EFO_0007386	—	—	2	—	—	—	2
Diabetic foot	D017719	EFO_1001459	—	1	1	—	—	1	2

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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	—	—	—	10	—	—	—	2	12
Pharmacokinetics	D010599	—	—	2	—	—	—	1	3
Bacterial meningitis	D016920	EFO_1000831	G00	1	—	—	—	1	2
Rhinoscleroma	D012226	EFO_0007470	—	2	—	—	—	—	2
Diet therapy	D004035	—	—	1	—	—	—	—	1
Thrombocytopenic purpura idiopathic	D016553	EFO_0007160	D69.3	1	—	—	—	—	1
Pancreatic ductal carcinoma	D021441	—	—	1	—	—	—	—	1
Bacterial conjunctivitis	D003234	EFO_1000829	H10.0	1	—	—	—	—	1
Conjunctivitis	D003231	HP_0000509	H10	1	—	—	—	—	1
Brain injuries	D001930	—	S06.9	1	—	—	—	—	1

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Indications Without Phase

Indication	MeSH	Ontology	ICD-10	Ph 1	Ph 2	Ph 3	Ph 4	Other	Total
Retinal detachment	D012163	EFO_0005773	H33.2	—	—	—	—	2	2
Acute cholecystitis	D041881	EFO_1001289	K81.0	—	—	—	—	2	2
Peritonitis	D010538	EFO_0008588	K65	—	—	—	—	2	2
Nonvital tooth	D019553	—	—	—	—	—	—	2	2
Pneumococcal pneumonia	D011018	EFO_1001474	J13	—	—	—	—	1	1
Pneumococcal infections	D011008	EFO_0000772	J13	—	—	—	—	1	1
Microbial drug resistance	D004352	—	—	—	—	—	—	1	1
Sinusitis	D012852	EFO_0007486	J32	—	—	—	—	1	1
Bronchitis	D001991	—	J40	—	—	—	—	1	1
Aortic dissection	D000784	—	I71.0	—	—	—	—	1	1

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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 90,702 documents

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Safety

Black-box Warning

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

Adverse Events

Top Adverse Reactions

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49,302 adverse events reported

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