Chemical Properties
WHITE TO OFF-WHITE FINE NEEDLE-LIKE CRYST. POWDER
Uses
Nicotinic hydrazide was used in hydrazone library formation. It was used to study the oxidation of isonicotinic acid hydrazide (isoniazid) by horseradish peroxidase.
Uses
An Impurity of Isoniazid (I821450), potent antitubercular agent against M. tuberculosis.
Biochem/physiol Actions
Nicotinic hydrazide is an inhibitor of peroxidase enzyme. It forms solid metal complexes having strong biological activity.
Synthesis
The general procedure for the synthesis of 3-pyridinecarbohydrazide from methyl nicotinate was as follows: accurately weigh methyl 3-pyridinecarboxylate (2.74 g, 20 mmol) in a 50 mL round-bottomed flask, add anhydrous ethanol (15 mL), and stir at room temperature until the solid was completely dissolved. Subsequently, 80% hydrazine hydrate (30 mmol) was slowly added dropwise and immediately a large amount of needle-like white solid was observed to precipitate. The reaction mixture was continued to be stirred at room temperature for 3 h. Upon completion of the reaction, diafiltration was carried out and the solid was washed with a small amount of ethanol, resulting in 2.56 g of white needle-like crystals in 93.2% yield.
Purification Methods
Crystallise it from aqueous EtOH or *benzene. [Beilstein 22 III/IV 439, 22/2 V 121.]
References
[1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 7, p. 1381 - 1387
[2] Patent: CN104592217, 2018, B. Location in patent: Paragraph 0032; 0033; 0034
[3] Patent: WO2017/11466, 2017, A1. Location in patent: Paragraph 00473
[4] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 6, p. 2158 - 2171
[5] Patent: CN108484582, 2018, A. Location in patent: Paragraph 0031; 0036; 0037; 0038; 0039
