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Quinoline-4-carboxylic acid

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Identification
Molecular formula
C10H7NO3
CAS number
15793-33-4
IUPAC name
4-oxo-1H-quinoline-2-carboxylic acid
State
State

At room temperature, Quinoline-4-carboxylic acid is typically found as a solid.

Melting point (Celsius)
212.00
Melting point (Kelvin)
485.20
Boiling point (Celsius)
591.20
Boiling point (Kelvin)
864.40
General information
Molecular weight
189.17g/mol
Molar mass
189.1700g/mol
Density
1.3957g/cm3
Appearence

Quinoline-4-carboxylic acid appears as a solid compound that is typically crystalline in nature. It has an off-white to pale yellow color, depending on purity and exact form.

Comment on solubility

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

4-oxo-1H-quinoline-2-carboxylic acid (C10H7NO3) exhibits an intriguing solubility profile that is influenced by its molecular structure and functional groups. This compound is characterized by the presence of both a keto group and a carboxylic acid group, which play a significant role in determining its solubility in various solvents. Here are some key considerations regarding its solubility:

  • Solvent interactions: 4-oxo-1H-quinoline-2-carboxylic acid is more soluble in polar solvents such as water and alcohols due to the ability of the carboxylic acid group to form hydrogen bonds.
  • pH dependence: The solubility can vary significantly with pH. In acidic conditions, the carboxylic group remains mostly protonated, which can affect its solubility compared to neutral or basic conditions.
  • Temperature effects: Like many organic compounds, its solubility may increase with temperature. This often allows for better dissolution in a given solvent, making heat a useful factor in laboratory applications.
  • Macromolecular interactions: The molecular structure allows the compound to possibly interact with macromolecules, which can further influence its solubility in biological systems.

Overall, while 4-oxo-1H-quinoline-2-carboxylic acid shows promise for effective solubility in specific mediums, one must consider the environmental conditions and solvent choices carefully to optimize its applications.

Interesting facts

Interesting Facts about 4-oxo-1H-quinoline-2-carboxylic acid

This intriguing compound, known as 4-oxo-1H-quinoline-2-carboxylic acid, belongs to the quinoline family, which is a class of aromatic compounds that possesses several important biological and chemical properties.

Key Characteristics:

  • Pharmaceutical Significance: Quinoline derivatives, including this compound, are frequently investigated for their potential as pharmacological agents. They exhibit a variety of biological activities, such as anti-inflammatory, antibacterial, and antiviral effects.
  • Role in Synthesis: This compound serves as a valuable intermediate in the synthesis of various complex molecules. Its unique structure can be modified to enhance its biological activity or to tailor it for specific applications in medicinal chemistry.
  • Structure Highlights: The presence of the oxo group and the carboxylic acid functional moiety makes it an interesting target for further functionalization, which can lead to a myriad of derivatives.
  • Research Potential: Continuous research into quinoline derivatives looks promising, especially in areas like drug design, where modifications can lead to enhanced efficacy against diseases.

Cultural and Historical Context:

Quinoline and its derivatives have a rich history in organic chemistry. They were first isolated from coal tar in the 19th century and have since paved the way for numerous synthetic pathways and applications. The structure of this compound is inspired by its natural counterparts, which can be found in several biological systems.

Conclusion:

Overall, 4-oxo-1H-quinoline-2-carboxylic acid is not just a compound of theoretical interest; it has the potential to contribute significantly to pharmacology, organic synthesis, and materials science. As research progresses, who knows what new applications and discoveries await?

Synonyms
kynurenic acid
4-Hydroxyquinoline-2-carboxylic acid
492-27-3
13593-94-7
Transtorine
4-oxo-1,4-dihydroquinoline-2-carboxylic acid
Kynurenate
Quinurenic acid
1,4-Dihydro-4-oxoquinoline-2-carboxylic acid
4-Hydroxyquinaldic acid
Kinurenic acid
Kynuronic acid
4-Hydroxy-2-quinolincarboxylic acid
2-Quinolinecarboxylic acid, 4-hydroxy-
4-Hydroxy-2-quinolinecarboxylic acid
4-Hydroxyquinaldinic acid
4-oxo-1H-quinoline-2-carboxylic acid
Quinaldic acid, 4-hydroxy-
NSC 58973
KYNA
Kynurensaeure
CCRIS 4428
kynurenic-acid
CHEBI:18344
EINECS 207-751-5
NSC-58973
4-Hydroxyquinaldate
2-Carboxy-4-hydroxyquinoline
4-hydroxy-Quinaldate
4-Hydroxyquinaldinate
H030S2S85J
NSC58973
4-hydroxy-Quinaldic acid
MFCD00006753
MFCD03197717
KYNURENIC ACID [MI]
CHEMBL299155
DTXSID8075417
4-Hydroxy-2-chinolincarbonsaeure
Acid, Kynurenic
4-hydroxyquinoline-2-carboxylate
SR-01000075455
UNII-H030S2S85J
4-Hydroxy-2-quinolinecarboxylic acid;4-Hydroxy-quinaldic acid;2-Carboxy-4-hydroxyquinoline
KYA
4Hydroxyquinaldic acid
Spectrum_001116
Tocris-0223
4Hydroxyquinaldinic acid
Quinaldic acid, 4hydroxy
Spectrum2_001342
Spectrum3_001390
Spectrum4_000814
Spectrum5_001318
Lopac-K-3375
Quinurenic acid|Kynurenate
Kynurenic acid (Standard)
Biomol-NT_000229
bmse000410
Kynurenic acid, >=98%
4-Oxo-1,4-dihydro-quinoline-2-carboxylic acid
Lopac0_000716
Oprea1_032085
SCHEMBL22979
BSPBio_002980
KBioGR_001327
KBioSS_001596
MLS002172436
DivK1c_000309
SPECTRUM1500688
1,4-DIHYDRO-4-OXOQUINOLINE-2-CARBOXYLICACID
SPBio_001523
BPBio1_001350
GTPL2918
DTXCID5040675
4Hydroxyquinoline2carboxylic acid
BDBM81975
HCZHHEIFKROPDY-UHFFFAOYSA-
HMS500P11
KBio1_000309
KBio2_001596
KBio2_004164
KBio2_006732
KBio3_002200
Quinaldic acid, 4hydroxy (8CI)
NINDS_000309
4-hydroxyquinolinium-2-carboxylate
HMS1736A10
HMS1921C20
HMS2269G22
HMS3262O13
HMS3266C13
HMS3411C03
HMS3675C03
HMS3885D20
Quinaldic acid, 4-hydroxy-(8CI)
2Quinolinecarboxylic acid, 4hydroxy
ALBB-014130
Kynurenic acid - Bio-X trade mark
Tox21_500716
BBL027606
BDBM50233945
CCG-39280
HB0362
PDSP1_000132
PDSP2_000131
s4719
STL294769
STL301826
4-Hydroxy-quinoline-2-carboxylic acid
AKOS000118368
AKOS000277721
CS-W020664
DB11937
FK24817
GS-3763
HY-100806R
HY-W110662
LP00716
SB67494
SB67643
SDCCGSBI-0050694.P003
IDI1_000309
NSC_5280455
SMP1_000172
NCGC00015581-01
NCGC00015581-02
NCGC00015581-03
NCGC00015581-04
NCGC00015581-05
NCGC00015581-06
NCGC00015581-07
NCGC00015581-08
NCGC00015581-09
NCGC00015581-14
NCGC00024505-01
NCGC00024505-02
NCGC00024505-03
NCGC00024505-04
NCGC00024505-05
NCGC00024505-06
NCGC00024505-07
NCGC00261401-01
BK166244
CAS_492-27-3
SMR000112310
SY152524
DB-008408
DB-081634
HY-100806
4-oxo-1,4-dihydroquinoline-2-carboxylicacid
CS-0168103
EU-0100716
H0303
NS00014859
EN300-13998
C01717
K 3375
S12153
AE-641/00585057
Q642217
SR-01000075455-1
SR-01000075455-3
BRD-K85872723-001-15-9
Z94602408
6F535706-B297-4930-A3FC-7A2823830118
207-751-5
816-062-4
InChI=1/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)