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Norfloxacin

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Identification
Molecular formula
C16H18FN3O3
CAS number
70458-96-7
IUPAC name
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
State
State

At room temperature, norfloxacin is in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.20
Boiling point (Celsius)
532.40
Boiling point (Kelvin)
805.60
General information
Molecular weight
319.33g/mol
Molar mass
319.3300g/mol
Density
1.5000g/cm3
Appearence

Norfloxacin generally appears as a white to pale yellow crystalline powder. This compound is used in pharmaceutical preparations and typically appears as tablets when used in medicines.

Comment on solubility

Solubility of 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

The solubility profile of the compound 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid (C16H18FN3O3) can be intriguing due to its complex structure and functional groups that influence its interaction with solvents.

In general, the solubility of such compounds can be summarized as follows:

  • Aqueous Solubility: Typically, this type of compound may exhibit low to moderate solubility in water, primarily due to the presence of the carboxylic acid group, which can offer some hydrogen bonding capabilities.
  • Organic Solvents: It is expected to have better solubility in organic solvents such as ethanol, methanol, and acetone, as these solvents have non-polar characteristics that can interact well with its hydrophobic regions.
  • Influence of Fluorine: The presence of the fluorine atom can also enhance the overall lipophilicity, further affecting the solubility in non-polar solvents.

Overall, the solubility of 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid is dictated by a balance of polar and non-polar interactions:

  1. Compounds with strong hydrogen bond donors or acceptors generally have increased solubility in polar solvents.
  2. Conversely, increased hydrophobic character favors solubility in non-polar media.
  3. Understanding these interactions is crucial for predicting the compound's behavior in various environments.

This nuanced solubility profile emphasizes the importance of molecular design in pharmaceutical and materials science applications.

Interesting facts

Interesting Facts about 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

This complex organic compound belongs to a fascinating class of molecules known as azatricyclo compounds, specifically exhibiting unique structural features that greatly influence its chemical behavior and potential applications. Here are some notable aspects of this compound:

  • Synthetic Utility: The intricate structure of this compound makes it a valuable intermediate in synthetic chemistry, particularly in the development of new pharmaceuticals and agrochemicals.
  • Fluorine's Role: The presence of fluorine atoms is crucial; they enhance chemical stability and bioactivity. Fluorinated compounds often exhibit increased lipophilicity, which can lead to improved cell membrane penetration.
  • Biological Significance: This compound's unique functional groups suggest potential biological activity. Research into similar compounds has led to the discovery of novel therapeutic agents.
  • Complexity and Chirality: The multi-fused ring structure and chiral centers of this compound can give rise to enantiomers, which can have significantly different biological effects. Understanding and controlling the stereochemistry is essential in drug design.

As we explore the remarkable properties of this compound, it can serve as a reminder of the intricate relationship between molecular structure and function in chemistry and pharmacology. Researchers continually uncover the vast potential of such compounds, emphasizing the importance of ongoing study in the field.

In the words of chemistry visionary Linus Pauling, "The scientist's world is a world of exquisite complexity." This compound is a perfect example of that complexity, inviting scientists to delve deeper into its mysteries.

Synonyms
flumequine
42835-25-6
Apurone
Flumigal
Flumequino
Flumequinum
Flumiquil
Flumisol
Flumix
Imequyl
R 802 (bactericide)
9-Fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylic acid
Flumequinum [INN-Latin]
Flumequino [INN-Spanish]
Flumequina
UNII-UVG8VSP2SJ
UVG8VSP2SJ
HSDB 7034
R 802
R-802
EINECS 255-962-6
MFCD00079298
Apurone (TN)
Flumequine [USAN:INN:BAN]
NSC-757806
DTXSID5045623
FLUMEQUINE [MI]
FLUMEQUINE [INN]
FLUMEQUINE [HSDB]
FLUMEQUINE [USAN]
FLUMEQUINE [MART.]
FLUMEQUINE [WHO-DD]
1H,5H-Benzo(ij)quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-5-methyl-1-oxo-
MLS000069546
DTXCID3025623
CHEBI:85269
FLUMEQUINE [EP MONOGRAPH]
9-Fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid
9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo(ij)quinolizine-2-carboxylic acid
NSC 757806
NCGC00018211-03
SMR000058826
Flumequinum (INN-Latin)
Flumequino (INN-Spanish)
6,7-Dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-quinolizine-2-carboxylic acid
FLUMEQUINE (MART.)
1H,5H-Benzo[ij]quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-5-methyl-1-oxo-
FLUMEQUINE (EP MONOGRAPH)
6,7-DIHYDRO-9-FLUORO-5-METHYL-1-OXO-1H,5H-BENZO(I,J)QUINOLIZINE-2-CARBOXYLIC ACID
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
FLM
SR-01000000130
Fantacin
Benzo Quinolizine
9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo(ij)-quinolizine-2-carboxylic acid
9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid
7-fluoro-12-methyl-4-oxo-1-azatricyclo(7.3.1.0^(5,13))trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
Flumequine; (RS)-9-Fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid
rac-9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido(3,2,1-ij)quinoline-2-carboxylic acid
rac-9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid
Prestwick_603
CAS-42835-25-6
Flumequinum (Latin)
Flumequino (Spanish)
Flumequine (Standard)
Spectrum_000367
Flumequine (USAN/INN)
Opera_ID_1399
Prestwick0_000204
Prestwick1_000204
Prestwick2_000204
Prestwick3_000204
Spectrum2_001200
Spectrum3_001417
Spectrum4_000826
Spectrum5_001532
SCHEMBL49829
BSPBio_000187
BSPBio_003094
KBioGR_001371
KBioSS_000847
MLS001074120
DivK1c_000089
SPECTRUM1500992
SPBio_001279
SPBio_002108
BPBio1_000207
CHEMBL370252
CHEBI:85267
CHEBI:94431
HMS500E11
HY-B0526R
KBio1_000089
KBio2_000847
KBio2_003415
KBio2_005983
KBio3_002314
J01MB07
NINDS_000089
HMS1568J09
HMS1921O10
HMS2092O08
HMS2095J09
HMS2230F14
HMS3373O15
HMS3652K09
HMS3712J09
Pharmakon1600-01500992
HY-B0526
Tox21_110840
CCG-40315
NSC757806
s3181
fluoro-methyl-oxo-[?]carboxylic acid
AKOS015904879
Tox21_110840_1
AC-1284
DB08972
FF23327
HS-0096
IDI1_000089
NCGC00018211-02
NCGC00018211-04
NCGC00018211-05
NCGC00018211-06
NCGC00018211-10
NCGC00089803-02
NCGC00089803-03
NCGC00178300-01
NCGC00178300-02
SY052511
SBI-0051623.P002
Flumequine 1000 microg/mL in Acetonitrile
F0832
NS00008160
SW196774-3
C75146
D02302
Flumequine, VETRANAL(TM), analytical standard
AB00052187_17
AB00052187_18
EN300-6482029
Q3074500
SR-01000000130-2
SR-01000000130-4
BRD-A69777949-001-05-1
BRD-A69777949-001-15-0
BRD-A69777949-001-24-2
BRD-A69777949-001-25-9
Z2065671185
Flumequine, European Pharmacopoeia (EP) Reference Standard
1H,5H-Benzo[ij]quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-5-methyl-1-oxo
6,7Dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid
9-Fluoro-1,5,6,7-tetrahydro-5-methyl-1-oxopyrido[3,2,1-ij]quinoline-2-carboxylic Acid
255-962-6
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0,5,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid;Apurone;Fantacin