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Substance Name: Ciprofloxacin [USAN:USP:INN:BAN]
RN: 85721-33-1
UNII: 5E8K9I0O4U
InChIKey: MYSWGUAQZAJSOK-UHFFFAOYSA-N
Note
- A broad-spectrum antimicrobial carboxyfluoroquinoline.
Molecular Formula
- C17-H18-F-N3-O3
Molecular Weight
- 331.3452
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Antineoplastic Agents
- Cytochrome P-450 CYP1A2 Inhibitors
- Cytochrome P-450 Enzyme Inhibitors
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Human Data
- Metabolic Side Effects of Drugs and Substances
- Mutation Data
- Nucleic Acid Synthesis Inhibitors
- Topoisomerase II Inhibitors
- Topoisomerase Inhibitors
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Links to Resources
NLM Resources (File Locators)
Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- Ciprofloxacin
- Ciprofloxacin [USAN:USP:INN:BAN]
MeSH Heading
- Ciprofloxacin
Synonyms
- 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
- 1-Cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic acid
- Alcon Cilox
- AuriPro
- Bacquinor
- Baflox
- Bay o 9867
- Bay q 3939
- BAYQ3939
- Bernoflox
- Bi-Cipro
- BRN 3568352
- CCRIS 5241
- Cetraxal
- Cifloxin
- Cilab
- Ciplus
- Ciprecu
- Cipro
- Cipro in dextrose 5% in plastic container
- Cipro in sodium chloride 0.9% in plastic container
- Cipro IV
- Cipro XR
- Ciprobay
- Ciprobay Uro
- Ciprocinol
- Ciprodar
- Ciproflox
- Ciprofloxacin
- Ciprofloxacina
- Ciprofloxacine
- Ciprofloxacine [INN-French]
- Ciprofloxacino
- Ciprofloxacino [INN-Spanish]
- Ciprofloxacinum
- Ciprofloxacinum [INN-Latin]
- Ciprogis
- Ciprolin
- Ciprolon
- Cipromycin
- Ciproquinol
- Ciprowin
- Ciproxan
- Ciproxina
- Ciproxine
- Ciriax
- Citopcin
- Cixan
- Corsacin
- Cycin
- Cyprobay
- Eni
- Fimoflox
- HSDB 6987
- Ipiflox
- Italnik
- Linhaliq
- Linhaliq [Liposomal Formulation]
- Loxan
- Otiprio
- Probiox
- Proflaxin
- Proflox
- Proksi 250
- Proksi 500
- Quinolid
- Quintor
- Rancif
- Roxytal
- Septicide
- Sophixin Ofteno
- Spitacin
- Superocin
- Unex
- UNII-5E8K9I0O4U
- Zumaflox
Systematic Names
- 3-Quinolinecarboxylic acid, 1,4-dihydro-1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-
- 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-
- Ciprofloxacin
Mixture Name
- Ciprofloxacin Extended Release
Registry Numbers
CAS Registry Number
- 85721-33-1
FDA UNII
- 5E8K9I0O4U
System Generated Number
- 0085721331
Structure Descriptors
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)InChIKey
MYSWGUAQZAJSOK-UHFFFAOYSA-NSmiles
OC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | LDLo | oral | 5714ug/kg/2D- (5.714mg/kg) | LIVER: LIVER FUNCTION TESTS IMPAIRED BEHAVIORAL: COMA LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Lancet. Vol. 343, Pg. 738, 1994. |
man | TDLo | oral | 21mg/kg/3D-I (21mg/kg) | KIDNEY, URETER, AND BLADDER: HEMATURIA KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED KIDNEY, URETER, AND BLADDER: PROTEINURIS | Annals of Pharmacotherpy. Vol. 29, Pg. 84, 1995. |
man | TDLo | oral | 21429ug/kg/3D (21.429mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Annals of Pharmacotherpy. Vol. 26, Pg. 930, 1992. |
man | TDLo | oral | 129mg/kg/6D-I (129mg/kg) | BEHAVIORAL: REGIDITY | Journal of Clinical Psychiatry. Vol. 54, Pg. 115, 1993. |
man | TDLo | oral | 200mg/kg (200mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: TREMOR GASTROINTESTINAL: OTHER CHANGES | Annals of Pharmacotherpy. Vol. 28, Pg. 805, 1994. |
mouse | LD50 | intraperitoneal | 1165mg/kg (1165mg/kg) | Ensho. Japanese Journal of Inflammation. Vol. 11, Pg. 343, 1991. | |
mouse | LD50 | intravenous | 122mg/kg (122mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Korean Journal of Toxicology. Vol. 8, Pg. 161, 1993. |
mouse | LD50 | oral | 5gm/kg (5000mg/kg) | Journal of Medicinal Chemistry. Vol. 33, Pg. 1344, 1990. | |
mouse | LD50 | subcutaneous | > 1gm/kg (1000mg/kg) | Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 27, Pg. 297, 1992. | |
rat | LD50 | intravenous | 207mg/kg (207mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Korean Journal of Toxicology. Vol. 8, Pg. 161, 1993. |
rat | LD50 | oral | > 2gm/kg (2000mg/kg) | Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 27, Pg. 297, 1992. | |
rat | LD50 | subcutaneous | > 1gm/kg (1000mg/kg) | Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 27, Pg. 297, 1992. | |
women | TDLo | multiple routes | 40mg/kg/6D-I (40mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | Acta Clinica Belgica. Vol. 49, Pg. 173, 1994. |
women | TDLo | oral | 10mg/kg (10mg/kg) | Allergy. Vol. 50(Suppl, | |
women | TDLo | oral | 10mg/kg (10mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" GASTROINTESTINAL: NAUSEA OR VOMITING | Allergy. Vol. 50(Suppl, |
women | TDLo | oral | 40mg/kg/2D-I (40mg/kg) | American Journal of Medicine. Vol. 87, Pg. 589, 1989. | |
women | TDLo | oral | 40mg/kg/2D-I (40mg/kg) | BLOOD: EOSINOPHILIA BEHAVIORAL: HEADACHE | American Journal of Medicine. Vol. 87, Pg. 589, 1989. |
women | TDLo | oral | 135mg/kg/3D-I (135mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" | Archives of Internal Medicine. Vol. 153, Pg. 1258, 1993. |
women | TDLo | oral | 280mg/kg/2W-I (280mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | American Journal of Kidney Diseases. Vol. 22, Pg. 598, 1993. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 6.09 | (none) | EXP | |
log P (octanol-water) | 0.28 | (none) | EXP | |
Water Solubility | 3.00E+04 | mg/L | 20 | EXP |
Vapor Pressure | 1.65E-12 | mm Hg | 25 | EST |
Henry's Law Constant | 5.09E-19 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.13E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.