68279-50-5

Usage

Physical state

yellow crystalline solid

Usage

organic synthesis, potential antifungal and antibacterial properties, pharmaceutical applications, corrosion inhibition, fluorescent probe in analytical chemistry

Importance

important building block in the preparation of other organic compounds

Upstream product

• 486-25-9 9-fluorenone 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 328117-44-8 2-(2-(9H-fluoren-9-ylidene)hydrazinyl)-4-(4-bromophenyl)thiazole 

Relevant academic research and scientific papers

Synthesis, characterization, and antitumor activity of some metal complexes with schiff bases derived from 9-fluorenone as a polycyclic aromatic compound

New bidendate Schiff base ligands HL1 [(9H-fluorene-9-ylidene)- thiosemicarbazide], HL2 [(9H-fluorene-9-ylidene)semicarbazide] and L3 [N1,N2-di(9H-fluorene-9-ylidene)ethan-1,2-diamine] derived from the condensation of thiosemicarbazide, semicarbazide, and ethylenediamine with 9-fluorenone as polycyclic aromatic compound (PAC). Ag(I), Cu(II), VO(IV), La(III), and Zn(II) of the ligands HL1, HL2, and L3 have been prepared and characterized by conductance and magnetic measurements, and electronic, infrared, and 1H NMR spectral data. Tetrahedral structures are suggested for Ag (I) with HL1, HL2, and L3, whereas Cu(II)-HL1 and VO(IV)-HL2 have octahedral and square-planar structures, respectively. The Erlich antitumor activity in vivo (E. A. A.) have been studied and showed that the free ligands L3, HL2, and its VO(IV)-HL2 complex are the most active in the inhibition of cell viability, whereas the ligands HL1, La(III) -L3, and Cu(II)-HL1 are the least active ones.

Study of versatile coordination modes, antibacterial and radical scavenging activities of arene ruthenium, rhodium and iridium complexes containing fluorenone based thiosemicarbazones

Halide-bridged metal precursors [(arene)MCl2]2 (arene = p-cymene, Cp*; M = Ru, Rh and Ir) on reaction with thiosemicarbazone derivative ligands (L1, L2 and L3) yielded a series of mononuclear ruthenium, rhodium and iridium complexes

Ultrasound aided expedient synthesis, characterization and antimicrobial studies of fluorenyl-hydrazono-thiazole derivatives

Ultrasound assisted facile synthesis of fluorenyl-hydrazonothiazoles (4a-d) in quantitative yields by the condensation of 2-(9H-fluoren-9-ylidene)hydrazinecarbothioamide (2) with substituted phenacyl bromides in presence of dimethyl formamide has been rep

Acetic acid mediated regioselective synthesis of 2,4,5-trisubstituted thiazoles by a domino multicomponent reaction

Acetic acid mediated regioselective synthesis of novel 2,4,5-trisubstituted thiazole derivatives has been reported by a domino reaction of thiosemicarbazide and aldehydes/ketones/isatin, to generate thiosemicarbazones (in situ) followed by addition of arylglyoxal and active methylene/activated C-H acids/pyrazole/indole in ethanol at 80 °C. The products are obtained in high yields by a simple work up. Metal free, short reaction time and high yields are some merits of this methodology.

Efficient "on water" green route heterocyclization of thiosemicarbazones with DMAD

A simple, efficient, and eco-friendly procedure for the synthesis of thiazolidin-4-one derivatives in water from cyclocondensation reaction of thiosemicarbazone derivatives and dimethylacetylene dicarboxylate (DMAD) in good yield is reported. The regiochemistry of the cyclized products is established by elemental analysis, IR, NMR, and mass spectral data. A single crystal X-ray diffraction study of a representative compound, 3f, is reported.

Functionalized benzophenone, thiophene, pyridine, and fluorene thiosemicarbazone derivatives as inhibitors of cathepsin L

A series of thiosemicarbazone analogs based on the benzophenone, thiophene, pyridine, and fluorene molecular frameworks has been prepared by chemical synthesis and evaluated as small-molecule inhibitors of the cysteine proteases cathepsin L and cathepsin B. The two most potent inhibitors of cathepsin L in this series (IC50 50 = 150.8 nM). Bromine substitution in the thiophene series results in compounds that demonstrate only moderate inhibition of cathepsin L. The two most active analogs in the benzophenone thiosemicarbazone series are highly selective for their inhibition of cathepsin L versus cathepsin B.

Synthesis and spectroscopic studies on mercury(II) complexes of thiosemicarbazones derived from fluorenone and p-tolualdehyde

Mercury(II) complexes, [Hg(FTSZ)Cl]2 and [Hg(TTSZH)Cl2] were prepared by reacting mercury(II) chloride and thioscmicarbazones derived from fuorenone and p-tolualdehyde. Complexes were characterized by IR, Raman, diffuse reflectance, 1H and 13C NMR spectra and elemental analysis. Dimeric structure for [Hg(FTSZ)Cl]2 and monomeric tetrahedral for [Hg(TTSZH)Cl]2 were suggested.

Reactions of flavonoid thiosemicarbazones under acetylating conditions

Upon acetylation, (2-phenyl)dihydrobenzopyrone- and 2′-hydroxychalcone thiosemicarbazones (1c, 2c, 3c, and 7c) form 2,2-disubstituted 5-acetamido-3-acetyl-2,3-dihydro-1,3,4-thiadiazoles (1i, 2i, 4i, and 8i) instead of the diacetylthiosemicarbazones (2e, 8