4813-04-1

Basic information

• Product Name: 2-Propanone isonicotinoyl hydrazone
• Synonyms: 2-Propanone isonicotinoyl hydrazone;4-Pyridinecarboxylic acid N'-(1-methylethylidene) hydrazide
• CAS NO: 4813-04-1
• Molecular Formula: C₉H₁₁N₃O
• Molecular Weight: 177.2031
• Mol File: 4813-04-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.11g/cm³
• CAS DataBase Reference: 2-Propanone isonicotinoyl hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone isonicotinoyl hydrazone(4813-04-1)
• EPA Substance Registry System: 2-Propanone isonicotinoyl hydrazone(4813-04-1)

Safety Data

• Hazardous Substances Data: 4813-04-1(Hazardous Substances Data)

Usage

General Description

2-Propanone isonicotinoyl hydrazone, also known as INH, is a chemical compound that is commonly used as an antituberculosis medication. It is a hydrazine derivative that exhibits bacteriostatic activity against Mycobacterium tuberculosis. INH is primarily used in the treatment and prevention of tuberculosis, and is often administered in combination with other medications for optimal efficacy. The compound is believed to inhibit the synthesis of mycolic acids which are essential for the cell walls of the tuberculosis bacteria. Its mode of action involves the inhibition of the enzyme enoyl-ACP reductase, ultimately impeding the cell wall synthesis and leading to the death of the bacteria. INH is generally well-tolerated, but may cause adverse effects such as liver toxicity, neuropathy and gastrointestinal disturbances in some individuals.

Upstream product

• 54-85-3 isoniazid 
• 67-64-1 acetone 

Downstream Products

• 54-92-2 iproniazid 
• 15420-02-7 2,5-bis(4-pyridyl)-1,3,4-oxadiazole 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 

Relevant articles and documents

Cobalt(II) compounds with acetone isonicotinoyl hydrazone tautomers: Syntheses and crystal structures of complexes with free donor atoms

Complexes with free donor atoms, as potential metalloligands, are important building blocks in crystal engineering of coordination polymers and metal organic frameworks. In this work, the possibility of formation of cobalt(II) complexes with free N-donor atoms based on acetone isonicotinoyl hydrazone (Hisn), is verified. Syntheses, X-ray crystal structures and spectroscopic properties of two new cobalt(II) compounds with this hydrazone, are reported. The structural studies reveal the formation of a cationic complex in [Co(Hisn)2(H2O)2](NO3)2 (1) containing keto ligands (Hisn) as well as a neutral complex [Co(isn)2(py)2]n (2), with the deprotonated hydrazone (isn) in its enolate form. Both complexes, with two various tautomers of the hydrazone, contain uncoordinated pyridyl groups that allows to regard them as potential N-donor metalloligands.

Discovery of a novel series of indolyl hydrazide derivatives as diacylglycerol acyltransferase-1 inhibitors

A novel series of hydrazide derivatives were synthesized as potential diacylglycerol acyltransferase (DGAT) inhibitors. Among them, compounds 8u and 8v exhibited selective and potent DGAT-1 inhibitory activities. In addition, compound 8u dose-dependently inhibited triglyceride synthesis in HepG2 cell lines. Furthermore, treatment with compound 8u for an oral lipid tolerance test showed a significant decrease in plasma triglyceride levels compared with vehicle-treated control animals, indicating delayed absorption of triglyceride after an acute lipid challenge.

Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid

Structural modification of the frontline antitubercular isonicotinic acid hydrazide (INH) provides lipophilic adaptations (3-46) of the drug in which the hydrazine moiety of the parent compound has been chemically blocked from the deactivating process of N2-acetylation by N-arylaminoacetyl transferases. As a class, these compounds show high levels of activity against Mycobacterium tuberculosis in vitro and in tuberculosis-infected macrophages. They provide strong protection in tuberculosis-infected mice and have low toxicity. With some representatives of this class achieving early peak plasma concentrations approximately three orders of magnitude above minimum inhibitory concentration, they may serve as tools for improving our understanding of INH-based treatment modalities, particularly for those patients chronically underdosed in conventional INH therapy.