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Pyridine-2,5-dicarboxylic acid

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Identification
Molecular formula
C7H5NO4
CAS number
499-83-2
IUPAC name
pyridine-2,5-dicarboxylic acid
State
State

This compound is generally a solid at room temperature.

Melting point (Celsius)
242.00
Melting point (Kelvin)
515.15
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.15
General information
Molecular weight
167.12g/mol
Molar mass
167.1150g/mol
Density
1.5000g/cm3
Appearence

Pyridine-2,5-dicarboxylic acid, also known as isocinchomeronic acid, typically appears as a white to off-white crystalline powder. It is often odorless and is stable under normal conditions.

Comment on solubility

Solubility of Pyridine-2,5-dicarboxylic Acid

Pyridine-2,5-dicarboxylic acid, also known as quinolinic acid, exhibits interesting solubility properties that can be influenced by several factors. This compound has both carboxylic acid functional groups, which can significantly affect its interaction with solvents.

General Solubility Characteristics

Generally, pyridine-2,5-dicarboxylic acid is soluble in:

  • Water: Due to the presence of the polar carboxylic acid groups, it is reasonably soluble in water, especially at elevated temperatures.
  • Alcohols: Solubility is also observed in alcohols such as ethanol and methanol, where hydrogen bonding can aid in dissolution.
  • Aqueous solutions: It can form salts with bases, enhancing its solubility in various aqueous environments.

Factors Affecting Solubility

The solubility of pyridine-2,5-dicarboxylic acid can be impacted by:

  • Temperature: Increased temperature typically leads to higher solubility.
  • pH of the solution: The ionization of the carboxylic groups can be influenced by pH, altering solubility.
  • Presence of other ions: Ions in solution can either enhance or inhibit solubility through common ion effects or complexation.

In summary, the solubility of pyridine-2,5-dicarboxylic acid depends on the nature of the solvent and the solution conditions. Understanding these solubility characteristics is essential in applications where this compound is employed, ranging from biochemical processes to industrial chemistry.

Interesting facts

Interesting Facts about Pyridine-2,5-Dicarboxylic Acid

Pyridine-2,5-dicarboxylic acid, also known as quinolinic acid, is a fascinating compound that plays a significant role in various chemical and biological processes. Here are some intriguing aspects of this compound:

  • Biological Role: Pyridine-2,5-dicarboxylic acid is an important metabolite in the tryptophan degradation pathway. It is produced during the metabolism of the amino acid tryptophan into nicotinamide adenine dinucleotide (NAD), which is vital for cellular metabolism.
  • Neuroactive Properties: This compound is recognized for its neuroactive properties. It acts as an excitatory neurotransmitter, playing a critical role in neurological functions, particularly in the activation of NMDA receptors.
  • Research Applications: Researchers have been studying pyridine-2,5-dicarboxylic acid for its potential implications in neurodegenerative diseases, such as Alzheimer’s and Huntington’s disease. Its involvement in pathways affecting neurotransmitter levels is an area of great interest.
  • Synthesis Methods: There are multiple methods for synthesizing pyridine-2,5-dicarboxylic acid. Notable approaches include the oxidation of certain pyridines or through multi-step synthetic routes involving carboxylation reactions.
  • Industrial Uses: Beyond its biological significance, this compound is employed in the synthesis of various chemical intermediates. Its derivatives are utilized in pharmaceuticals, agrochemicals, and as precursors in organic synthesis.

In summary, pyridine-2,5-dicarboxylic acid is more than just a chemical compound. Its diverse roles in nature and its potential applications in medicine and industry make it an exciting subject of study for chemists and biologists alike. As they say in research: "Every molecule has a story to tell!"

Synonyms
2,5-Pyridinedicarboxylic acid
100-26-5
PYRIDINE-2,5-DICARBOXYLIC ACID
Isocinchomeronic acid
Pyridinedicarboxylic acid-(2,5)
Pyridine 2,5-dicarboxylate
4K1KGR926X
CHEBI:46865
NSC 177
NSC-177
1189695-39-3
EINECS 202-834-2
MFCD00006297
CHEMBL88972
AI3-19238
DTXSID3059210
ISOCINCHOMERONIC ACID [MI]
2,5-PDC
UNII-4K1KGR926X
Pyridine-2,5-dicarboxylic Acid; 2,5-Pyridinedicarboxylic acid; 2,5-Dicarboxypyridine; Isocinchomeronic acid; NSC 177; Nicotinic Acid Impurity D
2,5-Dicarboxy-pyridine
pyridinedicarboxylic acids
6-carboxy-nicotinic acid
pyridine carboxylate, 6b
Pyridine 2,5dicarboxylate
2,5Pyridinedicarboxylic acid
Pyridine2,5dicarboxylic acid
SCHEMBL70231
NSC177
Pyridine 2,5-dicarboxylic acid
DTXCID9032450
BDBM26114
CHEBI:36112
BBL011510
STL146625
2,5-Pyridinedicarboxylic acid, 98%
PYRIDINE-2,5-DICARBOXYLICACID
AKOS000119637
CS-W013239
FG-0457
FP34330
HY-W012523
PYRIDINEDICARBOXYLIC ACID [INCI]
NCGC00336418-01
SY007555
DB-002412
NS00021421
P0552
EN300-19702
AB00376873-03
Q27120714
F0001-0013
Z104474820
202-834-2
R3K