2-Hydroxyisonicotinic acid

Base Information

• Chemical Name: 2-Hydroxyisonicotinic acid
• CAS No.: 22282-72-0
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 2933399990
• European Community (EC) Number: 835-024-8,947-323-1
• NSC Number: 132888
• DSSTox Substance ID: DTXSID70944942
• Nikkaji Number: J2.088.138K
• Wikidata: Q72484580
• Mol file: 22282-72-0.mol

Synonyms:2-Hydroxyisonicotinic acid;22282-72-0;2-oxo-1,2-dihydropyridine-4-carboxylic acid;169253-31-0;2-Hydroxy-4-pyridinecarboxylic acid;2-HYDROXYPYRIDINE-4-CARBOXYLIC ACID;2-Hydroxy-isonicotinic acid;2-oxo-1H-pyridine-4-carboxylic acid;2-Hydroxyisonicotinicacid;4-Pyridinecarboxylic acid, 1,2-dihydro-2-oxo-;MFCD01318566;2-Hydroxyisonicitonic Acid;NSC132888;MADURAMICINAMMONIUM;2-hydroxy isonicotinic acid;2-Hydroxy Iso Nicotinic Acid;SCHEMBL186166;DTXSID70944942;BXHCJLRTXPHUGH-UHFFFAOYSA-N;BCP27427;STL135958;2-hydroxy-pyridine-4-carboxylic acid;AKOS000732735;AKOS005198975;2-Hydroxyisonicotinic acid, AldrichCPR;AC-3583;CS-W002765;DS-3150;HY-W002765;NSC-132888;PB29144;PS-4085;SY007554;TS-01796;A3738;A4790;AM20061702;FT-0601409;FT-0609649;H1336;1,2-dihydro-2-oxo-4-pyridinecarboxylic acid;EN300-97661;1,2-Dihydro-2-oxopyridine-4-carboxylic acid;A846986;J-509678;W-206746;1,2-dihydro-2-oxopyridine-4-carboxylic acid, AldrichCPR;F0001-0786;Z1416200909

Chemical Property of 2-Hydroxyisonicotinic acid

Chemical Property:

• Melting Point: 300 °C
• Boiling Point: 384 °C at 760 mmHg
• PKA: 2?+-.0.20(Predicted)
• Flash Point: 186 °C
• Density: 1.451 g/cm³
• Storage Temp.: Keep Cold
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.026943022
• Heavy Atom Count: 10
• Complexity: 239

Purity/Quality:

99%min ^*data from raw suppliers

2-HydroxyisonicitonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)C=C1C(=O)O
• Uses: Used in the synthesis of selective inhibitors of neuropeptide Y Y5 inhibiting food intake. Also used in the optimization of p-subsite residues of HIV protease inhibitors.

Technology Process of 2-Hydroxyisonicotinic acid

There total 1 articles about 2-Hydroxyisonicotinic 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:

pyridine-4-carboxylic acid (55-22-1) → 2-hydroxyisonicotinic acid (22282-72-0) + citrazinic acid (99-11-6)

Guidance literature:

With sodium hydroxide; In water; at 27 - 30 ℃; for 0.5 - 25h; pH=7.0; Product distribution / selectivity; Medium; fermentation;

Reference yield: 81.0%

methanol (67-56-1) + 2-hydroxyisonicotinic acid (22282-72-0) + tribenzyltin(IV) chloride (3151-41-5) → OC5H4NCOOSn(CH2C6H5)3*CH3OH

Guidance literature:

With sodium ethoxide; In methanol; 2-hydroxynicotinic acid and sodium ethoxide (1:1) added to soln. of CH3OH, stirred for 30 min, treated with 1 equiv. of Me3SnCl, stirred for 12 h at 40°C; filtered, evapd.(vac.), recrystd.(CH3OH), elem. anal.;

DOI:10.1016/j.jorganchem.2009.09.001

Reference yield: 78.0%

2-hydroxyisonicotinic acid (22282-72-0) + ethanol (64-17-5) + triphenyltin chloride (639-58-7) → (OC5H4NCOOSn(C6H5)3)6*0.5C2H5OH

Guidance literature:

With sodium ethoxide; In methanol; 2-hydroxynicotinic acid and sodium ethoxide (1:1) added to soln. of CH3OH, stirred for 30 min, treated with 1 equiv. of Ph3SnCl, stirred for 12 h at 40°C; filtered, evapd.(vac.), recrystd.(CH3OH), elem. anal.;

DOI:10.1016/j.jorganchem.2009.09.001

upstream raw materials:

pyridine-4-carboxylic acid

Downstream raw materials:

methyl 2-hydroxypyridine-4-carboxylate

ethyl 2-hydroxy-pyridine-4-carboxylate

methyl 2-oxo-1,2-dihydropyridine-4-carboxylate

4-hydroxymethylpyridin-2-ol

Refernces