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Ciprofloxacin

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Identification
Molecular formula
C17H18FN3O3
CAS number
85721-33-1
IUPAC name
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid
State
State

At room temperature, ciprofloxacin is in a solid state. It is stable under normal conditions and should be stored in a dry and cool place to maintain its stability.

Melting point (Celsius)
320.40
Melting point (Kelvin)
593.50
Boiling point (Celsius)
606.30
Boiling point (Kelvin)
879.40
General information
Molecular weight
331.35g/mol
Molar mass
331.3470g/mol
Density
1.5000g/cm3
Appearence

Ciprofloxacin typically appears as a faint yellowish to light yellow crystalline powder. It may not have a distinct odor and can be used in various pharmaceutical formulations.

Comment on solubility

Solubility of 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid (C17H18FN3O3)

The solubility of a compound can be influenced by various factors, including its structure, polarity, and the presence of functional groups. In the case of 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid, we observe the following:

  • Polarity: The presence of a carboxylic acid group (-COOH) often enhances solubility in polar solvents such as water, as it can participate in hydrogen bonding.
  • Functional Groups: The presence of both the piperazine ring and the fluorine atom may affect the overall hydrophilicity. Fluorinated compounds tend to exhibit lower solubility in non-polar solvents but may show reasonable solubility in polar solvents due to the electronegative fluorine atom.
  • Overall Structure: The rigid structure of the naphthyridine framework may limit solubility in certain organic solvents while promoting it in more polar environments.

In essence, one could anticipate that this compound may demonstrate moderate solubility in polar solvents while having limited solubility in non-polar solvents. Understanding these solubility characteristics is crucial for its application in pharmaceutical sciences and other fields.

Interesting facts

Interesting Facts about 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid

The compound 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid represents a fascinating area of organic chemistry, primarily due to its diverse biological activities and applications in medicinal chemistry.

Key Characteristics

  • Pharmacological Potential: This compound belongs to a class of compounds known for their potential antimicrobial and anti-inflammatory properties, making them of great interest in drug development.
  • Structural Complexity: The presence of a piperazine ring adds complexity to its structure, which is often associated with improved pharmacological activities and bioavailability.
  • Fluorine Atom: The incorporation of a fluorine atom can significantly enhance the metabolic stability of the molecule, thus providing valuable insights for drug efficacy and safety.

Applications in Research

Research involving 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid includes:

  • Mechanistic Studies: Understanding its mode of action in various biological pathways.
  • Drug Design: Exploring how modifications to its structure can lead to improved therapeutic profiles.
  • Toxicological Assessments: Evaluating the safety and potential side effects of the compound through various in vitro and in vivo models.

Quote from the Pharmaceutical Field

As noted in a recent study, "the unique arrangement of functional groups in compounds like 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid presents an exciting opportunity for the design of novel therapeutics." This highlights the ongoing interest in its synthesis and application in pharmaceutical chemistry.

In summary, 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid is a prime example of how intricate organic structures can lead to significant impacts in medicine and drug development.

Synonyms
enoxacin
74011-58-8
Penetrex
Enoxacine
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid
Comprecin
Enoxacino
Bactidan
Enoxacinum
Flumark
AT-2266
Enoram
Enoxor
CI-919
Almitil
PD 107779
Enoxacinum [Latin]
enofloxacin
CI 919
PD-107779
1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid
CCRIS 5242
NSC 629661
CHEBI:157175
Enoxacin (hydrate)
NSC 627409
NSC-629661
NSC-758416
UNII-325OGW249P
BRN 3628995
DTXSID5022984
325OGW249P
MFCD00133308
CHEMBL826
1,8-Naphthyridine-3-carboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
DTXCID002984
Enoxin
Enoxacinum (Latin)
NSC629661
1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
AT 2266;CI 919
Enoxacine [French]
NCGC00016927-01
Enoxacin (Penetrex)
Enoxacino [Spanish]
Enoksetin
CAS-74011-58-8
ENOXACIN (MART.)
ENOXACIN [MART.]
Enoxacin sesquihydrate;AT-2266 hydrate;CI-919 hydrate
Enofloxacine
Bactidron
Enoxen
Penetrex (TN)
1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACID, 1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXO-7-(1-PIPERAZINYL)
SMR000058233
Enoxacin (USAN/INN)
SR-01000000202
Enoxacina
Abenox
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-(1,8)naphthyridine-3-carboxylic acid
Enoxacin [USAN:INN:BAN:JAN]
ENX
Prestwick_708
Spectrum_001539
ENOXACIN [USAN]
ENOXACIN [INN]
ENOXACIN [MI]
ENOXACIN [VANDF]
Prestwick0_000353
Prestwick1_000353
Prestwick2_000353
Prestwick3_000353
Spectrum2_001731
Spectrum3_001570
Spectrum4_000166
Spectrum5_001044
E0762
ENOXACIN [WHO-DD]
Epitope ID:119069
Oprea1_147866
SCHEMBL33963
BSPBio_000445
BSPBio_003080
Enoxacin, analytical standard
KBioGR_000651
KBioSS_002019
MLS000069645
MLS006011976
BIDD:GT0191
DivK1c_000420
SPECTRUM1503215
SPBio_001802
SPBio_002366
ENOXACIN [ORANGE BOOK]
BPBio1_000491
GTPL8882
BCBcMAP01_000009
HMS501E22
KBio1_000420
KBio2_002019
KBio2_004587
KBio2_007155
KBio3_002580
J01MA04
NINDS_000420
HMS1569G07
HMS1922I17
HMS2090E10
HMS2092N20
HMS2233K20
HMS3372A12
HMS3655M08
HMS3715H13
Pharmakon1600-01503215
BCP22623
HY-B0268
Tox21_110688
BDBM50296358
CCG-39452
NSC758416
s1756
AKOS015838626
Tox21_110688_1
DB00467
KS-5190
1-ethyl-6-fluoro-4-oxo-7-piperazinylhydropyridino[2,3-b]pyridine-3-carboxylic acid
IDI1_000420
SMP1_000113
NCGC00016927-02
NCGC00016927-03
NCGC00016927-04
NCGC00016927-05
NCGC00016927-06
NCGC00016927-07
NCGC00016927-08
NCGC00016927-10
NCGC00016927-11
NCGC00023864-03
NCGC00023864-04
NCGC00178309-01
NCGC00178309-02
NCI60_009618
SBI-0051788.P002
DB-055829
NS00000506
SW196857-3
C06979
D00310
EN300-122627
1, 6-fluoro-1,4-dihydro- 4-oxo-7-piperazinyl
AB00052328-09
AB00052328_10
AB00052328_11
Q1639616
SR-01000000202-2
SR-01000000202-3
BRD-K78113049-001-05-5
BRD-K78113049-001-07-1
BRD-K78113049-001-12-1
BRD-K78113049-001-15-4
BRD-K78113049-001-16-2
BRD-K78113049-001-17-0
Z1544404495
84294-96-2 (.1.5H2O)
1-Ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid