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Ciprofloxacin

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Identification
Molecular formula
C17H18FN3O3
CAS number
85721-33-1
IUPAC name
5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid
State
State

At room temperature, Ciprofloxacin is typically encountered as a solid in the form of crystalline powder.

Melting point (Celsius)
318.40
Melting point (Kelvin)
591.50
Boiling point (Celsius)
595.82
Boiling point (Kelvin)
868.97
General information
Molecular weight
331.35g/mol
Molar mass
331.3460g/mol
Density
1.5000g/cm3
Appearence

Ciprofloxacin generally appears as a faintly yellowish to light yellow crystalline powder.

Comment on solubility

Solubility of 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid

The solubility of the compound 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid (C17H18FN3O3) is a critical factor in its potential applications in medicinal chemistry. Understanding its solubility characteristics can provide insight into its bioavailability and therapeutic efficacy.

Factors Influencing Solubility

Several aspects affect the solubility of this compound:

  • Polarity: The presence of polar functional groups, such as the carboxylic acid group, enhances solubility in polar solvents like water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds contributes to its solubility. Functional groups such as amino and carbonyl can facilitate interactions with solvent molecules.
  • Temperature: Solubility typically increases with temperature; thus, higher temperatures may improve the dissolution rate.
  • pH Level: The pH of the solution can affect the ionization of the carboxylic acid group, influencing solubility in aqueous solutions.

General Observations

In practice, this compound may exhibit:

  • Moderate solubility in aqueous solutions due to its mixed polar characteristics.
  • Higher solubility in organic solvents, which often facilitate interaction with non-polar regions of the structure.

In conclusion, the solubility profile of 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid is essential for its utility in medicinal applications, and careful consideration of the aforementioned factors is crucial for optimizing its formulation and delivery.

Interesting facts

Interesting Facts about 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid

This compound, part of the quinoline antibiotic family, has garnered attention in the field of medicinal chemistry due to its potential therapeutic applications. Here are some noteworthy aspects:

  • Mechanism of Action: Quinoline derivatives often exhibit a mechanism that involves interference with bacterial DNA synthesis. This compound may play a role in inhibiting key enzymes, which are crucial for bacterial growth and replication.
  • Fluorine Substituents: The presence of fluorine atoms enhances the compound's lipophilicity and metabolic stability, which can lead to improved bioavailability in pharmacological applications.
  • Structural Diversity: The unique structure, featuring a cyclopropyl group and a piperazine moiety, allows for a wide range of chemical modifications. This structural variety opens paths to analogs with potentially enhanced efficacy or reduced side effects.
  • Potential Applications: Beyond its antimicrobial properties, there is ongoing research exploring its effectiveness against various cancers and viral infections. The growing interest in quinolines makes this compound a candidate for further studies.
  • Importance in Research: As a subject of synthetic and pharmacological investigations, this compound symbolizes the merging of organic chemistry and drug development, showcasing how intricate chemical designs can lead to significant pharmaceutical breakthroughs.

In summary, the exploration of 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid not only highlights the intricacies of chemical structure but also underscores the ongoing quest in chemistry for new and effective therapeutic agents. As research continues, we may unlock even more possibilities for this compound and its relatives.

Synonyms
111542-93-9
5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
DTXSID9058652
3-Quinolinecarboxylic acid, 5-amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-
5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
5-Amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
NCGC00159333-02
5-Amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid,
A6KPS798SX
MLS001213240
CHEMBL15273
SCHEMBL1387460
DTXCID6032304
HMS3655C20
5-amino-1-cyclopropyl-7-[(3S,5R)-3,5-dimethyl-1-piperazinyl]-6,8-difluoro-4-oxo-3-quinolinecarboxylic acid
AKOS004119971
SMR000542848
5-amino-1-cyclopropyl-6,8-difluoro-4-oxo-7-[rac-(3R,5S)-3,5-dimethylpiperazin-1-yl]quinoline-3-carboxylic acid
5-AMINO-1-CYCLOPROPYL-7-(3,5-DIMETHYLPIPERAZINO)-6,8-DIFLUORO-4-OXO-1,4-DIHYDRO-3-QUINOLINECARBOXYLIC ACID