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Moxifloxacin

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Identification
Molecular formula
C21H24FN3O4
CAS number
151096-09-2
IUPAC name
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
State
State

State: Moxifloxacin is solid at room temperature and is typically found in its hydrochloride salt form for pharmaceutical purposes.

Melting point (Celsius)
392.70
Melting point (Kelvin)
665.90
Boiling point (Celsius)
566.60
Boiling point (Kelvin)
839.80
General information
Molecular weight
401.43g/mol
Molar mass
401.4300g/mol
Density
1.6000g/cm3
Appearence

Moxifloxacin typically appears as a white to yellowish crystalline powder. The appearance can vary slightly depending on the manufacture process and form (e.g., anhydrous, monohydrate).

Comment on solubility

Solubility of 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid

The solubility of the compound 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid (C21H24FN3O4) is influenced by several factors, including its functional groups and molecular structure. Below are some key points to consider:

  • Polar and Nonpolar Interactions: The presence of the carboxylic acid group suggests that the compound may exhibit polar characteristics, which could enhance its solubility in polar solvents such as water.
  • Alkyl Groups: The cyclopropyl and methoxy groups provide nonpolar characteristics, potentially reducing solubility in polar solvents.
  • Protonation: In acidic conditions, the carboxylic acid group can become protonated, which may further influence solubility dynamics.
  • Hydrogen Bonding: The ability to form hydrogen bonds from the carboxylic acid group could allow for increased solubility in aqueous solutions.

Overall, it is anticipated that this compound exhibits variable solubility based on the solvent environment. As chemists often say, "Like dissolves like," highlighting that the interplay between polar and nonpolar features determines solubility characteristics. A thorough examination of this compound in different solvents would be necessary to draw definitive conclusions about its solubility profile.

Interesting facts

Interesting Facts about 1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid

This compound is an intriguing member of the quinoline family, which is noted for its significant pharmacological activities. Quinoline derivatives, including this one, are hailed for their roles in medicinal chemistry, particularly as:

  • Antimicrobial agents: Many compounds in this class exhibit potent antibacterial and antifungal effects.
  • Antiviral properties: They are being explored for their effectiveness against various viruses.
  • Anticancer potential: Several quinoline derivatives have shown promise in targeting cancer cells.

What makes 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid particularly interesting is its unique molecular structure, which contributes to its biological activity. The presence of the cyclopropyl and piperazine moieties enhances solubility and bioavailability, essential traits for drug development. Scientists are particularly excited about the following aspects:

  • Fluorine substitution: The incorporation of a fluorine atom can significantly alter the chemical properties and enhance the binding affinity to biological targets.
  • Multi-functional nature: Its structure allows for interactions with multiple biological pathways, making it a versatile lead compound for drug design.

Furthermore, compounds like this one are often subject to extensive research for their role in treating various diseases. The compelling interplay of its constituents showcases the exciting possibilities in synthetic chemistry and drug discovery where structure-activity relationships play a critical role.

In summary, 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid exemplifies the innovation in modern medicinal chemistry and the continuous exploration of quinoline derivatives for therapeutic applications.

Synonyms
Gatifloxacin
112811-59-3
Tequin
Gatiflo
Zymar
Gatifloxacine
Gatilox
Gatiquin
Gatispan
Zymaxid
Gaity
AM-1155
gatifloxacin anhydrous
gatifloxin
AM 1155
1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
gatifloxacino
Gatifloxacin [USAN:INN]
Tymer
Zymer
CG 5501
3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-
Gatifloxacin (TN)
1-Cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
Gatifloxacin (INN)
GTFX
BMS 206584-01
PD 135432
gatifloxacinum
BMS-206584
160738-57-8
CHEBI:5280
DTXSID5045704
UNII-81485Y3A9A
PD-135432
Tequin in dextrose 5% in plastic container
CHEMBL31
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
Gatiflo (TN)
GATIFLOXACIN [MI]
MFCD00895399
GATIFLOXACIN [INN]
Tequin (TN)
NSC-758701
Zymar (TN)
Gatifloxacin (sesquihydrate)
GATIFLOXACIN [WHO-DD]
BMS-206584-01
(+-)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
DTXCID3025704
AM1155
81485Y3A9A
NSC 758701
1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
NCGC00068236-02
BMS-20658401
Gatifloxacin 100 microg/mL in Acetonitrile
Zymaxid (TN)
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
(+/-)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
Bonoq
GATIFLOXACIN [VANDF]
GATIFLOXACIN (USP-RS)
GATIFLOXACIN [USP-RS]
1-cyclopropyl-6-fluoro- 8-methoxy-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3-carboxylic acid
SMR000043336
GATIFLOXACIN [ORANGE BOOK]
GATIFLOXACIN HYDRATE [JAN]
CAS-112811-59-3
Zymer (TN)
1-cyclopropyl-6-fluoro-8-methoxy-7-
SR-01000610458
(3-methylpiperazin-1-yl)-4-oxo-1,4-
Gatifloxcin
AM-1155 (*Sesquihydrate*)
Gatifloxacin & Gamma Interferon
Gatifloxacin,(S)
1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid;Tequin;Zymar
1-Cyclopropyl-6-fluoro-8-methoxy-7-((3RS)-3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid sesquihydrate
1-Cyclopropyl-6-fluoro-8-methoxy-7-[(3RS)-3-methylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid sesquihydrate
CG-5501
Kinome_3137
Spectrum_001909
CPD000043336
Gatifloxacin (Standard)
(+/-)-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-8-METHOXY-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-3-QUINOLINECARBOXYLIC ACID, SESQUIHYDRATE
Spectrum2_000487
Spectrum3_000999
Spectrum4_001127
Spectrum5_001468
SCHEMBL22591
BSPBio_002697
KBioGR_001613
KBioSS_002448
Gatifloxacin hydrate (JP17)
MLS000040259
MLS000759493
MLS006011836
SPECTRUM1504272
SPBio_000353
Gatifloxacin Sesquihydrate,(S)
Gatifloxacin - Bio-X trade mark
GTPL10816
KBio2_002442
KBio2_005010
KBio2_007578
KBio3_001917
J01MA16
S01AE06
HMS1922J15
HMS2090K10
HMS2093G06
HMS2233D20
HMS3259P06
HMS3372J10
HMS3372J12
HMS3715N03
Pharmakon1600-01504272
ALBB-028535
BCP13408
RKL10068
Tox21_110984
BBL010485
BDBM50117914
CCG-39529
CG5501
HB3263
HY-10581R
NSC758701
s1340
STK801620
C19H22FN3O4.1.5H2O
AKOS004119932
AKOS016340697
Tox21_110984_1
AC-1944
AC23649
CS-1841
DB01044
KS-1066
NC00702
NCGC00068236-03
NCGC00068236-04
NCGC00068236-05
NCGC00068236-06
NCGC00068236-07
NCGC00068236-08
NCGC00095126-01
NCGC00095126-02
NCGC00178525-01
BG300001
HY-10581
SY070194
SBI-0206764.P001
DB-019145
G0325
NS00004983
C07661
D08011
AB00171654-13
AB00171654-14
AB00171654_16
AB00171654_17
EN300-19768783
Q2365016
SR-01000610458-2
SR-01000610458-3
BRD-A74980173-001-02-8
BRD-A74980173-001-06-9
BRD-A74980173-001-11-9
BRD-A74980173-213-01-1
Z1824566854
1-Cyclopropyl-6-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-3-quinolinecarboxylic acid
1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-3-quinolinecarboxylic acid
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylicacid
1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazino)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
1-cyclopropyl-7-(3-methyl-1-piperazinyl)-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
664-293-2