70169-39-0

Upstream product

• 91-56-5 indole-2,3-dione 
• 936-02-7 2-Hydroxybenzoylhydrazine 
• 69-72-7 salicylic acid 
• 119-36-8 methyl salicylate 

Downstream Products

• 125299-22-1 2-[1,3,4]Oxadiazino[6,5-b]indol-3-yl-phenol 
• 353271-94-0 Acetic acid 2-[1-acetyl-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-hydrazinocarbonyl]-phenyl ester 

Relevant academic research and scientific papers

METHOD OF MODULATING RIBONUCLEOTIDE REDUCTASE

A method of modulating ribonucleotide reductase activity in a neoplastic cell includes administering to the cell an amount of a hydrazone or hydrazine ribonucleotide reductase modulator (RRmod), the amount being effective to inhibit neoplastic cell growth.

Structure-guided design of anti-cancer ribonucleotide reductase inhibitors

Ribonucleotide reductase (RR) catalyses the rate-limiting step of dNTP synthesis, establishing it as an important cancer target. While RR is traditionally inhibited by nucleoside-based antimetabolites, we recently discovered a naphthyl salicyl acyl hydrazone-based inhibitor (NSAH) that binds reversibly to the catalytic site (C-site). Here we report the synthesis and in vitro evaluation of 13 distinct compounds (TP1-13) with improved binding to hRR over NSAH (TP8), with lower KD’s and more predicted residue interactions. Moreover, TP6 displayed the greatest growth inhibiting effect in the Panc1 pancreatic cancer cell line with an IC50 of 0.393 μM. This represents more than a 2-fold improvement over NSAH, making TP6 the most potent compound against pancreatic cancer emerging from the hydrazone inhibitors. NSAH was optimised by the addition of cyclic and polar groups replacing the naphthyl moiety, which occupies the phosphate-binding pocket in the C-site, establishing a new direction in inhibitor design.

Transition metal chelates: Synthesis, physicochemical, thermal, and biological studies

The transition metal complex of Mn(II), Co(II), Ni(II), Cu(II), Ti(III), Cr(III), Fe(III), Zr(IV), and UO2(VI) ion with a Schiff’s base ligand derived from 2-hydroxy-[2-oxo-1,2-dihydro-3H-indol-3-ylidene]-benzohydrazide have been prepared. The complexes have been characterized by elemental analysis data, IR and electronic absorption spectra, magnetic moments, and thermogravimetric analysis data. The complexes of the 1: 1 metal-to-ligand stoichiometry have been formed. The physico-chemical data have suggested the octahedral geometry for all the complexes except for Cu(II); the Cu(II) complex has been square planar. Thermal analysis data of the ligand and its complexes have been analyzed, and the kinetic parameters have been determined using the Horowitz–Metzger method. According to the solid-state electrical conductivity measurements, the ligand and its complexes are semiconducting in nature. The antimicrobial activity of the ligand and the complexes towards E. coli, S. typhi, P. aeruginosa, and S. aureus has been tested by the disc diffusion method.

Efficient synthesis of new 2,3-dihydrooxazole-spirooxindoles hybrids as antimicrobial agents

Two series of new 2,3-dihydrooxazole-spirooxindole derivatives were efficiently synthesized starting from N′-(2-oxoindolin-3-ylidene) benzohydrazide/N′-(2-oxoindolin-3-ylidene)-2-phenoxyacetohydrazide using designed synthetic route. Newly synthesized 2,3-

Isatin based Schiff bases as inhibitors of α-glucosidase: Synthesis, characterization, in vitro evaluation and molecular docking studies

Isatin base Schiff bases (1-20) were synthesized, characterized by 1H NMR and EI/MS and evaluated for α-glucosidase inhibitory potential. Out of these twenty (20) compounds only six analogs showed potent α-glucosidase inhibitory potential with IC50 value ranging in between 2.2 ± 0.25 and 83.5 ± 1.0 μM when compared with the standard acarbose (IC50 = 840 ± 1.73 μM). Among the series compound 2 having IC50 value (18.3 ± 0.56 μM), 9 (83.5 ± 1.0 μM), 11 (3.3 ± 0.25 μM), 12 (2.2 ± 0.25 μM), 14 (11.8 ± 0.15 μM), and 20 (3.0 ± 0.15 μM) showed excellent inhibitory potential many fold better than the standard acarbose. The binding interactions of these active analogs were confirmed through molecular docking.

Transformation of isatin 3-acylhydrazones under acetylating conditions: Synthesis and structure elucidation of 1,5′-disubstituted 3′-acetylspiro[oxindole-3,2′-[1,3,4]oxadiazolines]

Several substituted isatin 3-acylhydrazones (e.g. 1a-k, n, p, t) have been synthesized. Under acetylating conditions they were transformed into selectively acetylated derivatives (e.g., 1l, n, o, q-s) and into the novel, title spiroheterocycles (2a-i). Some side reactions occurring under various acetylating conditions are also discussed.

Synthesis and fungicidal activity of some 1'-(substituted aryloxyaceto)spiro--2,2'-(1H)-diones and 2-aryl-oxadiazinoindoles

Several 1'-(substituted aryloxyacetamido)-spiro-3,2'(1H)-diones (III) and 2-aryl--oxadiazinoindoles (IV) have been synthesized and screened for their antifungal activity against Helminthosporium oryzae and Asperg

Synthesis and Characterisation of Some 3d Metal Complexes with Isatin Hydrazones

Isatino-3-benzhydrazone (IBZ) and isatino-3-(2-hydroxybenzhydrazone) (IHBZ) have been synthesized and their interaction with some 3d metals has been studied both in solution and solid states.Conductometric, pH-metric studies and elemental analysis suggest