Design, Synthesis and Anti-tuberculosis Activity of Hydrazones and N-acylhydrazones Containing Vitamin B6 and Different Heteroaromatic Nucleus was written by Mendonca Nogueira, Thais Cristina;dos Santos Cruz, Lucas;Lourenco, Maria Cristina;Nora de Souza, Marcus Vinicius. And the article was included in Letters in Drug Design & Discovery in 2019.Reference of 65-22-5 The following contents are mentioned in the article:
Background: The term vitamin B6 refers to a set of six compounds, pyridoxine,pyridoxal ,and pyridoxamine and their phosphorylated forms, among which pyridoxal 5-phosphate (PLP) is the most important and active form acting as a critical cofactor. These compounds are very useful in medicinal chem. because of their structure and functionalities and are also used in bioinorganic chem. as ligands for complexation with metals. Methods: In this study, a series of hydrazones 1a-g and N-acylhydrazones 2a-f containing vitamin B6 have been synthesized from com. pyridoxal hydrochloride and the appropriate aromatic or heteroaromatic hydrazine or N-acylhydrazine. All synthesized compounds have been fully characterized and tested against Mycobacterium tuberculosis. Results: Among the N-acylhydrazones derivatives 2a-f, 2d (para- pyridine substituted Nacylhydrazone; MIC = 10.90 μM) exhibited the best activity. The ortho-pyridine derivative 2b exhibited intermediate activity and the meta-pyridine derivative 2c was inactive. In case of the hydrazone series 1a-g, 7-chloroquinoxaline derivative 1f showed the best result, indicating that the number of nitrogen and chlorine atoms in the radical moiety play an important role in the anti-tuberculosis activity of the quinoxaline derivatives Conclusion: The data reported herein indicates that the isoniazid derivative 2d exhibited the best activity in the N-acylhydrazone series and; the quinoxaline nucleus derivative 1f (MIC = 72.72 μM) was the most active compound in the hydrazone series. This study involved multiple reactions and reactants, such as 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5Reference of 65-22-5).
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Reference of 65-22-5
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts