501936-07-8Relevant articles and documents
Synthesis of aryl-substituted or aryl-fused N-hydroxyethyl and N-hydroxymethypyrazole derivatives as potential ligands for the estrogen receptor
Allahyari-Devin, Maryam,Abedi, Behnam,Navidpour, Latifeh,Shafiee, Abbas
, p. 43 - 53 (2013/02/25)
A new series of N-hydroxyethylpyrazole (12a-f) and N-hydroxymethylpyrazole derivatives (15a-f) were designed for their estrogenic activities, having a 11.0 ± 0.5 A distance between their two hydroxyl groups, aliphatic-OH and phenolic-OH similar to 17β-estradiol (E2) as an endogenous hormone. To synthesize the title compounds, the key intermediate 1,3-dicarbonyl derivatives (2 and 8), were treated with hydrazine hydrate to produce the pyrazole ring 5 and 9. Further hydroxyalkylation of the latter produced the title pyrazoles. The position of hydroxyethyl or hydroxymethyl substituents in the products was determined through 2D NOE NMR spectroscopy.
Selective synthesis of some 4,5-dihydro-2H-benzo[g]indazoles and 8,9-dihydro-2H-benzo[e]indazoles via the Vilsmeier-Haack reaction under thermal and microwave assisted conditions
Sivaprasad, Ganesabaskaran,Sridhar, Radhakrishnan,Perumal, Paramasivan T.
, p. 389 - 394 (2007/10/03)
A selective and easy method is described for the synthesis of 4,5-dihydro-2H-benzo[g]indazoles and 8,9-dihydro-2H-benzo[e]indazoles by the Vilsmeier-Haack reaction of various tetralone phenylhydrazones under thermal and microwave irradiation conditions.