4813-13-2

Upstream product

• 54-85-3 isoniazid 
• 98-86-2 acetophenone 
• 55-22-1 pyridine-4-carboxylic acid 

Downstream Products

• 100714-42-9 isonicotinic acid-[N'-(1-phenyl-ethyl)-hydrazide] 
• 303009-72-5 Zn(acetophenone isonicotinoylhydrazone)(H₂O)2Cl₂ 
• 497882-39-0 Ni(acetophenone isonicotinoylhydrazone)Cl₂(H₂O)2 
• 497882-37-8 Co(acetophenone isonicotinoylhydrazone)Cl₂(H₂O)2 
• 497882-42-5 Cd(acetophenone isonicotinoylhydrazone)Cl₂(H₂O)2 
• 256479-25-1 CH₃C(C₆H₅)NNHC(O)C₅H₄NCu(H₂O)2(SO₄) 

Relevant academic research and scientific papers

Complexation studies of N′-[(1E)-1-phenylethylidene]isonicotinohydrazide: An aroylhydrazone Schiff base and lanthanides

The interaction of N′-[(1E)-1-phenylethylidene]isonicotinohydrazide (PHeH) with trivalent Pr, Nd, Gd, Tb, and Ho ions was studied with spectroscopic and potentiometric techniques. Photoluminescence studies of Tb3?+ and PHeH in ethanol and in so

Structural insights into the hexamorphic system of an isoniazid derivative

Crystal polymorphism is the capacity of a crystalline solid to exist in more than one structural arrangement. The variation in the crystalline forms often induces different mechanical, thermal, and chemical properties. These changes can markedly influence

Copper catalyzed cyanomethylation reaction of 4-thiazolidinone

An effective copper catalyzed Cross Dehydrogenative Coupling (CDC) reaction of 4-thiazolidinones with acetonitrile has been developed. The described strategy undergoes radical pathway by employing copper, oxidant and easily available acetonitrile as a cya

Heterocyclization of isoniazid: Synthesis and antimicrobial activity of some new pyrimidine, 1, 3-thiazole, 1, 2, 4-thiadiazole, and 1, 2, 4-triazole derivatives derived from isoniazid

THE (2) affordedREACTION cinnamoylof isonicotinic thiosemicarbazidehydrazide derivative\(1)(isoniazid) 3. Treatmentwith cinnamoyl of 3 withisothiocyanate lead acetate

Acylhydrazones as Widely Tunable Photoswitches

Molecular photoswitches have attracted much attention in biological and materials contexts. Despite the fact that existing classes of these highly interesting functional molecules have been heavily investigated and optimized, distinct obstacles and inherent limitations remain. Considerable synthetic efforts and complex structure-property relationships render the development and exploitation of new photoswitch families difficult. Here, we focus our attention on acylhydrazones: a novel, yet underexploited class of photochromic molecules based on the imine structural motif. We optimized the synthesis of these potent photoswitches and prepared a library of over 40 compounds, bearing different substituents in all four crucial positions of the backbone fragment, and conducted a systematic study of their photochromic properties as a function of structural variation. This modular family of organic photoswitches offers a unique combination of properties and the compounds are easily prepared on large scales within hours, through an atom-economic synthesis, from commercially available starting materials. During our thorough spectroscopic investigations, we identified photoswitches covering a wide range of thermal half-lives of their (Z)-isomers, from short-lived T-type to thermally stable P-type derivatives. By proper substitution, excellent band separation between the absorbance maxima of (E)- and (Z)-isomers in the UV or visible region could be achieved. Our library furthermore includes notable examples of rare negative photochromic systems, and we show that acylhydrazones are highly fatigue resistant and exhibit good quantum yields.

Synthesis and antifungal activity in vitro of isoniazid Derivatives against histoplasma capsulatum var. Capsulatum

Histoplasmosis is a severe infection that affects millions of patients worldwide and is endemic in the Americas. Amphotericin B (AMB) and itraconazole are highly effective for the treatment of severe and milDer forms of the disease, but AMB is toxic, and the bioavailability of itraconazole is erratic. Therefore, it is important to investigate new classes of drugs for histoplasmosis treatment. In this study, a series of nine isoniazid hydrazone Derivatives were synthesized and evaluated for their antifungal activities in vitro against the dimorphic fungus Histoplasma capsulatum var. capsulatum. The drugs were tested by microdilution in accordance with CLSI guidelines. The compound N=-(1-phenylethylidene)isonicotinohydrazide had the lowest MIC range of all the compounds for the yeast and filamentous forms of H. capsulatum. The in vitro synergy of this compound with AMB against the planktonic and biofilm forms of H. capsulatum cells was assessed by the checkerboard method. The effects of this hydrazone on cellular ergosterol content and membrane integrity were also investigated. The study showed that the compound alone is able to reduce the ergosterol content of planktonic cells and can alter the membrane permeability of the fungus. Furthermore, the compound alone or in combination with AMB showed inhibitory effects against mature biofilms of H. capsulatum. N=-(1-Phenylethylidene)isonicotinohydrazide alone or combined with AMB might be of interest in the management of histoplasmosis. Copyright

Synthesis, characterization and pharmacological evaluation of (E)-N′-(substituted-benzylidene)isonicotinohydrazide derivatives as potent anticonvulsant agents

A series of (E)-N′-(substituted-benzylidene)isonicotinohydrazide derivatives were synthesized by coupling it with different substituted aldehydes, acetophenone, and benzophenones in presence of absolute ethanol along with catalytic amount of glacial aceti

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.

Inhibiteurs mixtes des voies de la cyclooxygenase et des lipoxygenases: synthese et activite de derives hydrazoniques

Dual inhibitors of the cyclooxygenase and lipoxygenase pathways: synthesis and activity of hydrazone derivatives.Non-steroidal anti-inflammatory drugs (NSAIDs) act by preventing prostaglandin production.In recent years, research on non-steroid dual inhibitors of prostaglandin and leukotriene biosyntheses has been developed.These compounds should represent a new class of anti-inflammatory drugs, with a wider spectrum of activity than classical NSAIDs.The present paper reports the synthesis of hydrazone derivatives.The effect of various substitutions is studied on platelet cyclooxygenase (i.e. prostaglandin synthesis) and on leukocyte 5-lipoxygenase (i.e. leukotriene synthesis).Among the 50 tested compounds, 2 hydrazone derivatives were selected for their significant dual inhibitory potency: 2-acetylthiophene-2-thiazolylhydrazone 5g, and N-phenyl benzimidrazone 6c.Keywords - non-steroidal anti-inflammatory drugs / hydrazones / dual inhibitor / cyclooxygenase / lipoxygenase