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Ciprofloxacin hydrochloride hydrate
- Iupac Name：1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
hydrate hydrochloride
- CAS No.: 86393-32-0
- Molecular Weight：385.817743
- Modify Date.: 2023-05-16 12:38
- Introduction:
Ciprofloxacin hydrochloride is a fluoroquinolone antibiotic, exhibiting potent antibacterial activity.
Ciprofloxacin hydrochloride hydrate is the monohydrate form of ciprofloxacin monohydrochloride. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an antibacterial drug, a topoisomerase IV inhibitor and an antiinfective agent. It contains a ciprofloxacin hydrochloride (anhydrous).|Ciprofloxacin is a second generation fluoroquinolone antibiotic that is widely used in the therapy of mild-to-moderate urinary and respiratory tract infections caused by susceptible organisms. Ciprofloxacin has been linked to rare but convincing instances of liver injury that can be severe and even fatal.|Ciprofloxacin Hydrochloride is the hydrochloride salt form of ciprofloxacin, a fluoroquinolone related to nalidixic acid with antibacterial activity. Ciprofloxacin hydrochloride exerts its bactericidal effect by interfering with the bacterial DNA gyrase, thereby inhibiting the DNA synthesis and preventing bacterial cell growth.|A broad-spectrum antimicrobial carboxyfluoroquinoline.
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1. Names and Identifiers
- 1.1 Name
- Ciprofloxacin hydrochloride hydrate
- 1.2 Synonyms
1-Cyclopropyl-6-fluor-4-oxo-7-piperazin-1-yl-1,4-dihydrochinolin-3-carbons?urehydrochloridhydrat 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid hydrochloride hydrate 1-Cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic acid hydrochloride hydrate 1-cyclopropyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid hydrate hydrochloride 1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride hydrate 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylic acid hydrochloride hydrate 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid,hydrate,hydrochloride 3-QUINOLINECARBOXYLIC ACID HYDROCHLORIDE 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, hydrochloride, hydrate (1:1:1) acide 1-cyclopropyl-6-fluoro-4-oxo-7-pipérazin-1-yl-1,4-dihydroquinoléine-3-carboxylique chlorhydrate hydrate BAY O 9867 Baycip Ciflox Ciloxan Cipro Ciprobay CIPROFLOXACIN HCL USP CIPROFLOXACIN HCL/ CIPROFLOXACIN MONOHYDROCHLORIDE Ciprofloxacin Hydrochloride Ciprofloxacin Hydrochloride Monohydrate ciprofloxacin monohydrochloride monohydrate CIPROFLOXACINHYDROCHLORIDE,USP Ciproxan Flociprin MFCD00079044 oride Monohydrate Septicide
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- 1.3 CAS No.
- 86393-32-0
- 1.4 CID
- 62998
- 1.5 EINECS(EC#)
- 617-845-1
- 1.6 Molecular Formula
- C17H21ClFN3O4 (isomer)
- 1.7 Inchi
- InChI=1S/C17H18FN3O3.ClH.H2O/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;1H2
- 1.8 InChIkey
- ARPUHYJMCVWYCZ-UHFFFAOYSA-N
- 1.9 Canonical Smiles
- C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O.O.Cl
- 1.10 Isomers Smiles
- C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O.O.Cl
2. Properties
- 2.1 Melting point
- 318-320 oC
- 2.1 Boiling point
- 581.8 oC at 760 mmHg
- 2.1 Flash Point
- 305.6 oC
- 2.1 Precise Quality
- 385.12000
- 2.1 PSA
- 83.80000
- 2.1 logP
- 2.71480
- 2.1 Solubility
- Soluble in water (35mg/ml).
- 2.2 Appearance
- White or yellowish crystalline powder
- 2.3 Storage
- Store at -20°C.
- 2.4 Chemical Properties
- Pale yellow, crystalline, slightly hygroscopic powder.
- 2.5 Decomposition
- When heated to decomposition material emits toxic fumes of /nitrogen oxides and hydrogen fluoride/.
- 2.6 PH
- pH range for the 1.0% aqueous concentrates in vials is 3.3 to 3.9; the pH range for the 0.2% ready-for-use infusion solutions is 3.5 to 4.6
- 2.7 pKa
- pKa = 6.09 (carboxylic acid group); pKa = 8.74 (nitrogen on piperazinyl ring)
- 2.8 Water Solubility
- soluble in water (35mg/ml).
- 2.9 Stability
- The physical and chemical compatibilities of ciprofloxacin lactate infusion with other commonly used iv admin drugs /was investigated/ Ciprofloxacin lactate injection in a commercially available concn of 2 mg/ml was mixed with 15 iv drugs during a simulated Y-site injection. Of the 15 drugs /examined/ , only heparin, furosemide and teicoplanin were found to be incompatible with ciprofloxacin. /Ciprofloxacin lactate/
- 2.10 StorageTemp
- Inert atmosphere,Store in freezer, under -20°C
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: The monohydrate form of ciprofloxacin monohydrochloride.
- 3.2 Usage
- Fluoroquinolone antibacterial.
4. Safety and Handling
- 4.1 Hazard Codes
- Xi
- 4.1 Risk Statements
- S26-S36/37/39
- 4.1 Safety Statements
- R36/37/38:Irritating to eyes, respiratory system and skin .
- 4.1 Hazard Class
- IRRITANT
- 4.1 Hazard Declaration
- H315
- 4.1 RIDADR
- NONH for all modes of transport
- 4.1 Caution Statement
- P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P501
- 4.1 WGK Germany
- 3
- 4.1 RTECS
- VB1993800
- 4.1 Safety
- HazardClass:IRRITANT
- 4.2 Specification
-
?Ciprofloxacin hydrochloride hydrate (CAS NO.86393-32-0), its Synonyms are 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid, monohydrochloride, monohydrate ; Alcipro ; Belmacina ; Catex ; Cenin ; Ceprimax ; Ciprofloxacin HCl ; Ciprofloxacin hydrochloride ; Ciprofloxacin hydrochloride monohydrate .
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Eye irritation, Category 2
Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Warning |
| Hazard statement(s) | H319 Causes serious eye irritation H412 Harmful to aquatic life with long lasting effects |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment. |
| Response | P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
6. Other Information
- 6.0 Livertox Summary
- Ciprofloxacin is a second generation fluoroquinolone antibiotic that is widely used in the therapy of mild-to-moderate urinary and respiratory tract infections caused by susceptible organisms. Ciprofloxacin has been linked to rare but convincing instances of liver injury that can be severe and even fatal.
- 6.1 Drug Classes
- Antiinfective Agents
- 6.2 Mesh
- Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|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.)|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.)
- 6.3 Mesh Entry Terms
- Anhydrous, Ciprofloxacin Hydrochloride
- 6.4 Use Classification
- Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
- 6.5 Usage
- Ciprofloxacin hydrochloride has been suggested as a treatment for a wide range of infections caused by susceptible organisms including infections of urinary, respiratory, and gastrointestinal tracts, gonorrhoea and septicaemia. Nalidixic acid analogue.
- 6.6 Merck
- 14,2314
- 6.7 体外研究
-
Ciprofloxacin (hydrochloride monohydrate) is a fluoroquinolone antibiotic, exhibiting potent antibacterial activity. Ciprofloxacin (hydrochloride monohydrate) (CIP) shows potent activity against Y. pestis with MIC 90 of 0.03 μg/mL.
- 6.8 体内研究
-
Ciprofloxacin (hydrochloride monohydrate) (1 mg/L) induces glutathione-S-transferase (GST) activity, in contrast with inhibited GST and Catalase (CAT) of larvae exposed to enrofloxacin. Ciprofloxacin (hydrochloride monohydrate) (≥10 μg/L) is ecotoxic for development, growth, detoxifying, and oxidative stress enzymes in anuran amphibian larvae. In a murine model of pneumonic plague, Ciprofloxacin (hydrochloride monohydrate) (30 mg/kg, i.p.) results in a drug exposure which is similar to the drug exposure observed in human following a 500 mg dose of oral Ciprofloxacin (hydrochloride monohydrate). Intraperitoneal Ciprofloxacin (hydrochloride monohydrate) reduces the lung bacterial load compare to controls treated with intraperitoneal PBS.
- 6.9 Chemical Properties
- Pale yellow, crystalline, slightly hygroscopic powder.
- 6.10 Uses
- Fluoroquinolone antibacterial.
- 6.11 Definition
- ChEBI: The monohydrate form of ciprofloxacin monohydrochloride.
- 6.12 Brand name
- Ciloxan (Alcon); Cipro (Bayer); Proquin (Esprit).
- 6.13 General Description
-
Ciprofloxacin HCl is a fluoroquinolone antibiotic agent, which shows a broad spectrum of antibacterial activity against gram positive and gram negative bacteria.
7. Computational chemical data
- Molecular Weight: 385.817743g/mol
- Molecular Formula: C17H21ClFN3O4
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 385.1204620
- Monoisotopic Mass: 385.1204620
- Complexity: 571
- Rotatable Bond Count: 3
- Hydrogen Bond Donor Count: 4
- Hydrogen Bond Acceptor Count: 8
- Topological Polar Surface Area: 73.9
- Heavy Atom Count: 26
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 3
- CACTVS Substructure Key Fingerprint: AAADceB7OQAEAAAAAAAAAAAAGAAAAAAAAAA8QIAAAAAAAACBAAAAHwAQCAAADCzBmAwwyIPAAgCIAqTWSACCAAAlAgAAiIEIZMgIZD7I1NGUYYhksADI2ceY2aOeCAAAAAQCAAAQAAAACAQAAAAAAAAAAA==
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9. Realated Product Infomation
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