Pyridazine-4-carboxylic Acid

Base Information

• Chemical Name: Pyridazine-4-carboxylic Acid
• CAS No.: 50681-25-9
• Molecular Formula: C5H4N2O2
• Molecular Weight: 124.099
• Hs Code.: 29339900
• European Community (EC) Number: 610-561-9
• DSSTox Substance ID: DTXSID40375502
• Nikkaji Number: J293.836G
• Wikidata: Q72503728
• ChEMBL ID: CHEMBL394068
• Mol file: 50681-25-9.mol

Synonyms:Pyridazine-4-carboxylic Acid;50681-25-9;4-Pyridazinecarboxylic acid;MFCD00011576;CHEMBL394068;4-Carboxypyridazine;pyridazin-4-carboxylic acid;4-pyridazine-carboxylic acid;SCHEMBL185925;DTXSID40375502;JUSIWJONLKBPDU-UHFFFAOYSA-N;4-Pyridazinecarboxylic acid, 97%;BCP22416;BBL101612;BDBM50216542;STL555408;AKOS005259573;AC-3281;CS-W002066;PB17054;PS-5987;SY004681;A7516;AM20100245;FT-0600406;P1907;EN300-75875;J-524091;F8881-5757;pyridazine-4-carboxylic acid;4-Pyridazinecarboxylic Acid;Z1182328443;2-(4-Fluorophenylimino)-3-methyl-4-oxo-[1,3]thiazinane-6-carboxylicacid

Chemical Property of Pyridazine-4-carboxylic Acid

Chemical Property:

• Appearance/Colour: of-white to brown powder
• Vapor Pressure: 5.1E-06mmHg at 25°C
• Melting Point: 244.2 °C (dec.)(lit.)
• Refractive Index: 1.568
• Boiling Point: 404.2 °C at 760 mmHg
• PKA: 3.18±0.10(Predicted)
• Flash Point: 198.3 °C
• PSA: 63.08000
• Density: 1.403 g/cm³
• LogP: 0.17480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 124.027277375
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

99%, ^*data from raw suppliers

4-Pyridazinecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=NC=C1C(=O)O
• Uses: 4-Pyridazinecarboxylic Acid is the pyridazine analog of Nicotinic Acid (N429250). 4-Pyridazinecarboxylic Acid is a glutamate racemase inhibitor. It is also used in characterization study of nicotinic acid receptors in mouse macrophages

Technology Process of Pyridazine-4-carboxylic Acid

There total 10 articles about Pyridazine-4-carboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

pyridazine-3,4-dicarboxylic acid (129116-97-8) → pyridazine-4-carboxylic acid (50681-25-9)

Guidance literature:

In various solvent(s); at 170 ℃;

Reference yield: 82.0%

1,2-diazine (289-80-5) + carbon dioxide (124-38-9,18923-20-1) → pyridazine-4-carboxylic acid (50681-25-9)

Guidance literature:

carbon dioxide; With [Au(1,3-bis(tert-butyl)imidazol-2-ylidene)(OH)]; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.25h; under 1125.11 Torr;

1,2-diazine; In tetrahydrofuran; at 20 ℃; for 12h; under 1125.11 Torr;

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

Reference yield: 82.0%

→ pyridazine-4-carboxylic acid (50681-25-9)

Guidance literature:

With [Au(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(OH)]; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

upstream raw materials:

pyridazine-4,5-dicarboxylic acid

pyridazine-3,4-dicarboxylic acid

6-ethoxy-3,4-diethoxycarbonyl-1-methoxycarbonyl-1,4,5,6-tetrahydropyridazine

pyridazine-3,4-dicarboxylic acid diethyl ester

Downstream raw materials:

methyl pyridazine-4-carboxylate

5-(4-chloro-benzoyl)-pyridazine-4-carboxylic acid

5-(2-Chloro-benzoyl)-pyridazine-4-carboxylic acid

5-benzoyl-pyridazine-4-carboxylic acid

Refernces

Luminescent conjugates between dinuclear rhenium(i) complexes and peptide nucleic acids (PNA) for cell imaging and DNA targeting

10.1039/c0cc00450b

The research focuses on the synthesis and application of luminescent conjugates between dinuclear rhenium(I) complexes and peptide nucleic acids (PNA) for cell imaging and DNA targeting. The purpose of this study was to develop a new bioorganometallic system that is photostable, non-cytotoxic, and capable of quickly permeating living cells for imaging and DNA targeting. The researchers synthesized luminescent dinuclear rhenium(I) tricarbonyl complex-PNA conjugates using a solid-phase synthetic methodology. They utilized chemicals such as pyridazine-4-carboxylic acid, 4-(pyridazin-4-yl)butanoic acid, and [Re(CO)5Cl] in their synthesis process. The most luminescent Re-PNA conjugate, conjugate 7, showed interesting two-photon absorption properties and was used for imaging experiments, demonstrating its easy uptake into living cells. The study concluded that the conjugation of PNA with dinuclear rhenium(I) complexes provides a new system with favorable properties for biological applications, including the ability to stain different cellular compartments with different colors, suggesting potential uses for highlighting environments with varying lipophilicity or rigidity.

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