ChemicalBook--->CAS DataBase List--->86393-32-0

86393-32-0

86393-32-0 Structure

86393-32-0 Structure
IdentificationMore
[Name]

Ciprofloxacin hydrochloride hydrate
[CAS]

86393-32-0
[Synonyms]

3-QUINOLINECARBOXYLIC ACID HYDROCHLORIDE
CIPROFLOXACIN HCL
CIPROFLOXACIN HYDROCHLORIDE
CIPROFLOXACIN HCL/ CIPROFLOXACIN MONOHYDROCHLORIDE
CIPROFLOXACIN HCL USP
CIPROFLOXACINHYDROCHLORIDE,USP
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid hydrochloride hydrate
Ciprofloxacin hydrochloride hydrate
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid hydrochloride monohydrate
[EINECS(EC#)]

617-845-1
[Molecular Formula]

C17H21ClFN3O4
[MDL Number]

MFCD00079044
[Molecular Weight]

385.82
[MOL File]

86393-32-0.mol
Chemical PropertiesBack Directory
[Appearance]

Pale yellow, crystalline, slightly hygroscopic powder.
[Melting point ]

318-320 °C
[RTECS ]

VB1993800
[storage temp. ]

0-6°C
[solubility ]

Soluble in water, slightly soluble in methanol, very slightly soluble in anhydrous ethanol, practically insoluble in acetone, in ethyl acetate and in methylene chloride.
[form ]

neat
[color ]

White to Light yellow
[PH]

pH (25g/l, 25℃) 3.0~4.5
[Water Solubility ]

Soluble in water (35mg/ml).
[Merck ]

2314
[Major Application]

pharmaceutical (small molecule)
[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
[InChIKey]

DIOIOSKKIYDRIQ-UHFFFAOYSA-N
[SMILES]

O.Cl.OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=O
[CAS DataBase Reference]

86393-32-0(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2933595960
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Pale yellow, crystalline, slightly hygroscopic powder.
[Uses]

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.
[Uses]

Fluoroquinolone antibacterial.
[Application]

Ciprofloxacin hydrochloride hydrate is a broad-spectrum antibiotic that inhibits bacterial DNA gyrase and blocks DNA synthesis and replication, resulting in bacterial death. It has strong antibacterial activity against Escherichia coli, Klebsiella and other Enterobacteriaceae; the antibacterial activity against Pseudomonas aeruginosa, Staphylococcus aureus and Streptococcus pneumoniae is better than norfloxacin and pefloxacin.
[Definition]

ChEBI: The monohydrate form of ciprofloxacin monohydrochloride.
[Brand name]

Ciloxan (Alcon); Cipro (Bayer); Proquin (Esprit).
[General Description]

Ciprofloxacin HCl is a fluoroquinolone antibiotic agent, which shows a broad spectrum of antibacterial activity against gram positive and gram negative bacteria.
[Synthesis]

Ciprofloxacin hydrochloride hydrate is prepared via continuous flow synthesis starting from simple building blocks through an eight-step sequence involving sequential filtrations and offline acidifications, as well as by offline pH adjustment, filtration, and crystallization from ciprofloxacin sodium salt produced through a rapid assembly of five building blocks[1].
[in vitro]

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.
[in vivo]

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.
[References]

[1]Lin, H., Dai, C., Jamison, T. F., & Jensen, K. F. (2017). A Rapid Total Synthesis of Ciprofloxacin Hydrochloride in Continuous Flow. Angewandte Chemie International Edition, 56(30), 8870–8873. https://doi.org/10.1002/anie.201703812
Spectrum DetailBack Directory
[Spectrum Detail]

Ciprofloxacin hydrochloride hydrate(86393-32-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

Ciprofloxacin Hydrochloride  Monohydrate,>98.0%(LC)(T)(86393-32-0)
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