99068-25-4

Upstream product

• 5351-23-5 4-hydroxybenzoic acid hydrazide 
• 67-64-1 acetone 

Downstream Products

• 1407499-49-3 (E)-tert-butyl 3-(3-(1-isopropyl-2-(4-(2-methoxyethoxy)benzoyl)hydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate 
• 1407499-45-9 (E)-tert-butyl 3-(3-(1-isopropyl-2-(4-methoxybenzoyl)hydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate 
• 1407499-43-7 (E)-tert-butyl 3-(3-(2-(4-hydroxybenzoyl)-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate 
• 19436-43-2 4-hydroxy-N'-isopropylbenzohydrazide 

Relevant academic research and scientific papers

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.

A series of compounds forming polar crystals and showing single-crystal-to-single-crystal transitions between polar phases

Condensation of 4-hydroxybenzohydrazide with a variety of non-chiral aliphatic ketones, methylethylketone, acetone, cyclohexanone and cyclobutanone, affords imine compounds crystallizing in polar space groups (Pna21 or Cc). For all the compounds synthesized, the crystal structure was determined by single crystal X-ray analysis and second harmonic generation experiments were performed on powder samples. The imine obtained using acetone shows solid state polymorphism with unusual behaviour; three different crystal phases have been identified (phases I, II and III), all having the same polar space group Pna21, and the transitions from I to II and from III to II are topotactic, i.e. single-crystal-to-single-crystal. During the irreversible transition from phase I to II, the polar axis undergoes a strong compression (about 15%) and single crystals of the parent phase are violently shattered into single crystal fragments of the new phase, while in the reversible transition from phase III to II, the polar axis expands (about 14%) and the integrity of single crystals is preserved.

Effect of ligand substituents on supramolecular self-assembly and electrochemical properties of copper(II) complexes with benzoylhydrazones: X-ray crystal structures and cyclic voltammetry

Complexation of copper(II) with a series of hetero-donor chelating Schiff bases (HLLR) of para-substituted benzhydrazides (with R = OH, NO 2, CH3O, Cl and tert-butyl substituents) and acetone affords mononuclear [Cu(LLR)2] molecules: 1 [Cu(anbhz)2] (R = NO2); 2 [Cu(ahbhz)2] (R = OH) 3 [Cu(ambhz)2] (R = CH3O); 4 [Cu(acbhz)2] (R = Cl); and 5 [Cu(atbhz)2] (R = tert-butyl). Single-crystal X-ray diffraction results for 2-5 reveal their various supramolecular architectures including 1D and 2D dimensionalities. A detailed analysis of crystal structures allows to gain insight into intermolecular interactions accountable for self-assembly into different networks as well as for various physicochemical properties of the compounds. The major interactions include O-H...N hydrogen bonds (2) as well as CH...N and axial Cu...O (3); π...π stacking (4) and van der Waals CH...C interactions (5). All compounds are characterized by elemental analyses; IR and UV-Vis spectroscopy as well as magnetic susceptibility and cyclic voltammetry measurements. Electrochemical studies reveal the dependence of [Cu(LL R)2]/[Cu(LLR)2]- reduction potentials on substituents of benzoylhydrazonoate ligands.