20353-93-9Relevant articles and documents
Facile synthesis and in-vitro antitumor activity of some pyrazolo[3,4-b]pyridines and pyrazolo[1,5-a]pyrimidines linked to a thiazolo[3,2-a]benzimidazole moiety
Abdel-Aziz, Hatem A.,Saleh, Tamer S.,El-Zahabi, Heba S. A.
, p. 24 - 30 (2010)
The key precursor E-3-(N,N-dimethylamino)-1-(3-methylthiazolo[3,2-a] benzimidazol-2-yl)prop-2-en-1-one 4 was synthesized in good yield using Gold's reagent. The reaction of enaminone 4 with 5-amino-3-aryl-1-phenylpyrazoles 5a, b in refluxing acetic acid in the presence of sulphuric acid, yielded pyrazolo[3,4-b]pyridines 7a, b. Similarly, pyrazolo[1,5-a]pyrimidines 10a, b and 14a-f were prepared by reaction of enaminone 4 with 5-amino-1H-pyrazoles 8a, b and 12a-f, respectively. The structure of pyrazolo[1,5-a]pyrimidine 10b was determined by X-ray diffraction. The synthesized compounds were tested for their in-vitro antitumor activity against the colon cancer cell line CaCo-2; their cytotoxicity against the normal fibroblast cell line BHK was explored as well. Some of the tested compounds exhibited cell growth inhibitory activity. The significant antitumor activity of compound 14f against the CaCo-2 cell line (IC50 = 0.5 μg/mL) was coupled with a lower toxicity against BHK (IC50 = 2.3 μg/mL).
One-pot synthesis of enaminones using gold's reagent
Saleh, Tamer S.,Al-Omar, Mohamed A.,Abdel-Aziz, Hatem A.
experimental part, p. 483 - 486 (2011/09/16)
Enaminones were efficiently prepared via modification for Gupton method, which depends on carrying out the latter procedure in one step reaction, avoiding the isolation of [3-(dimethylamino)-2-azaprop-2-en-1-ylidene] dimethylammonium chloride (Gold's reag
Process for preparing substituted pyrimidine derivatives
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, (2008/06/13)
PCT No. PCT/EP98/00074 Sec. 371 Date Dec. 17, 1999 Sec. 102(e) Date Dec. 17, 1999 PCT Filed Jan. 8, 1998 PCT Pub. No. WO98/30549 PCT Pub. Date Jul. 16, 1998A process for preparing substituted pyrimidine derivatives of the general formula (I): in which a [3-(dimethylamino)-2-azaprop-2-en-1-ylidine]dimethylammonium halide is reacted with a substituted acetamide. The compounds of general formula (I) are important intermediate products for pharmaceutical or agrochemical active substances.
