《Synthesis and in-vitro anti-proliferative evaluation of some pyrazolo[1,5-a]pyrimidines as novel larotrectinib analogs》 was published in Bioorganic Chemistry in 2020. These research results belong to Attia, Mohamed H.; Elrazaz, Eman Z.; El-Emam, Soad Z.; Taher, Azza T.; Abdel-Aziz, Hatem A.; Abouzid, Khaled A. M.. Quality Control of 3-Oxo-3-phenylpropanenitrile The article mentions the following:
A series of pyrazolo[1,5-a]pyrimidine-3-carbonitriles I [R = H; Ar = 2-furanyl, Ph, 2-naphthalenyl, etc.] and pyrazolo[1,5-a]pyrimidine-3,6-dicarbonitriles I [R = cyano; Ar = 2-furanyl, Ph, 4-methoxyphenyl] was synthesized by the reaction of 5-amino-3-phenyl-1H-pyrazole-4-carbonitrile with 3-(dimethylamino)-1-arylprop-2-en-1-ones or 2-aryl-3-(dimethylamino)acrylonitriles, resp. In addition, 7-amino-5-oxo-2-phenyl-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile II was prepared from the reaction of dimethylformamide-dimethylacetal with Et cyanoacetate. The anticancer activity of the newly synthesized compounds against Huh-7, HeLa, MCF-7 and MDA-MB231 cell lines showed moderate activity of compound I [R = H, Ar = 4-chlorophenyl] as anti-proliferative agent against Huh-7 cell line with IC50 = 6.3μM when compared with doxorubicin (IC50 = 3.2μM). On the other hand, compound I [R = cyano, Ar = 4-methoxyphenyl] revealed potent anti-proliferative activity against HeLa cell line with IC50 = 7.8μM when compared with doxorubicinι (IC50 = 8.1μM). Also compound I [R = H, Ar = 2-naphthalenyl] exhibited a promising anti-proliferative activity against MCF-7 cell line (IC50 = 3.0μM) whereas IC50 of doxorubicin = 5.9μM, finally compounds I [R = H, Ar = 2-naphthalenyl] and I [R = cyano, Ar = 24-methoxyphenyl] have potent activity as anti-proliferative agents against MDA-MB231 cell line with IC50 = 4.32 and 5.74μM, resp. when compared with doxorubicin (IC50 = 6.0μM). The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Quality Control of 3-Oxo-3-phenylpropanenitrile)
3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Quality Control of 3-Oxo-3-phenylpropanenitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts