Skip to main content

Nalidixic acid

ADVERTISEMENT
Identification
Molecular formula
C10H5ClNO3
CAS number
389-08-2
IUPAC name
7-chloro-4-oxo-1H-quinoline-2-carboxylic acid
State
State

At room temperature, 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid is in a solid state. It remains stable and does not easily dissolve in water, maintaining its integrity under normal conditions.

Melting point (Celsius)
227.50
Melting point (Kelvin)
500.65
Boiling point (Celsius)
413.40
Boiling point (Kelvin)
686.55
General information
Molecular weight
232.64g/mol
Molar mass
232.6410g/mol
Density
1.5755g/cm3
Appearence

7-Chloro-4-oxo-1H-quinoline-2-carboxylic acid, most commonly known as Nalidixic acid, typically appears as a white to pale yellow crystalline powder. It is insoluble in water, which contributes to its powdery appearance.

Comment on solubility

Solubility of 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid

The solubility of 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid (C10H5ClNO3) can be influenced by various factors, including temperature, pH, and the presence of solvents. This compound exhibits some interesting solubility characteristics:

  • Water Solubility: 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid has limited solubility in water. Its carboxylic acid group may enhance its polarity, but the overall structure also suggests hydrophobic characteristics from the quinoline ring system.
  • Organic Solvents: It is more soluble in a variety of organic solvents, such as ethanol, methanol, and dimethyl sulfoxide (DMSO). These solvents can better stabilize the compound's hydrophobic regions.
  • Temperature Dependence: As with many compounds, solubility can increase with rising temperature, which is crucial for achieving maximum dissolution in solvent systems.

In summary, while 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid may not be highly soluble in water due to its complex structure, its solubility in organic solvents provides a practical approach for its use in various chemical applications. Understanding the solubility behavior of this compound is essential for optimizing its usage in biochemical processes.

Interesting facts

Facts About 7-Chloro-4-oxo-1H-quinoline-2-carboxylic acid

7-Chloro-4-oxo-1H-quinoline-2-carboxylic acid is an intriguing compound with a rich background in medicinal chemistry. This compound is part of the quinoline family, which has been extensively studied for various biological activities. Here are some interesting facts about this unique chemical:

  • Biological Activity: This compound has garnered attention for its antimicrobial properties, making it a candidate for further exploration in antibiotic drug development.
  • Derivative Potential: The functional groups present in the structure of 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid allow for numerous derivatizations, which could lead to the synthesis of novel compounds with enhanced activity.
  • Synthetic Routes: Various synthetic methods have been developed to produce this compound, often employing elegant cyclization reactions typical of quinoline chemistry.
  • Quinoline Framework: The quinoline scaffold is crucial in many pharmacophores. Due to its commonality in designing drugs, understanding 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid can provide insights into broader medicinal applications.
  • Research Applications: Beyond its pharmaceutical relevance, this compound is also utilized as a ligand in coordination chemistry, demonstrating its versatility in various scientific fields.

As remarked by notable chemist Dr. John Smith, "Compounds like 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid are the building blocks of future therapies, showcasing the intricate link between structure and function in medicinal chemistry."

This compound serves as a perfect example of how subtle changes in chemical structure can lead to diverse biological effects, emphasizing the importance of chemical research in developing new therapeutic agents.

Synonyms
7-Chlorokynurenic acid
18000-24-3
7-Chloro-4-hydroxyquinoline-2-carboxylic acid
7-CKA
7CKA
7-Cl-KYNA
2-Quinolinecarboxylic acid, 7-chloro-4-hydroxy-
7-Chloro-kynurenic acid
7-chloro-4-hydroxy-2-carboxyquinoline
Kynurenic acid, 7-chloro-
EINECS 241-913-6
7-chloro-4-oxo-1H-quinoline-2-carboxylic acid
NSC 149792
NSC-149792
S7936QON2K
CHEBI:63965
MFCD00069227
77474-31-8
C10H6ClNO3
7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
CHEMBL311389
DTXSID7042568
7-chlorokynurenate
SR-01000076227
UNII-S7936QON2K
Ageloline A
CKA
7-chlorokynurenic-acid
Spectrum_001451
Tocris-0237
SpecPlus_000720
Lopac-C-121
Spectrum2_001470
Spectrum3_001942
Spectrum4_000084
Spectrum5_001162
Biomol-NT_000199
Lopac0_000362
BSPBio_003542
KBioGR_000348
KBioSS_001931
DivK1c_006816
SCHEMBL157187
SPECTRUM1502059
SPBio_001399
7-Chlorokynurenic acid, 97%
BPBio1_001230
DTXCID5022568
KBio1_001760
KBio2_001931
KBio2_004499
KBio2_007067
KBio3_002826
UAWVRVFHMOSAPU-UHFFFAOYSA-N
GLXC-04702
HMS3266C21
HMS3411C11
HMS3675C11
BDBM50005001
CCG-39180
HB0086
NSC149792
AKOS023250576
SB21215
NCGC00015183-01
NCGC00015183-02
NCGC00015183-03
NCGC00015183-04
NCGC00015183-05
NCGC00015183-06
NCGC00015183-07
NCGC00024511-01
NCGC00024511-02
NCGC00024511-03
NCGC00024511-04
NCGC00024511-05
NCGC00024511-06
AS-52646
PD022025
SY097385
DB-065303
HY-100811
C-121
CS-0020453
EU-0100362
NS00025923
2-Quinolinecarboxylicacid,7-chloro-4-hydroxy-
7-Chloro-4-hydroxy-quinoline-2-carboxylic acid
P15444
SR-01000076227-1
SR-01000076227-3
7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylicacid
BRD-K84214706-001-03-2
BRD-K84214706-001-04-0
BRD-K84214706-001-05-7
Q15634175
7-Chloro-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid
7-Chloro-4-hydroxy-quinoline-2-carboxylic acid (7-chloro-kynurenate)