Soluble 2-Substituted Aminopyrido[2,3-d]pyrimidin-7-yl Ureas. Structure-Activity Relationships against Selected Tyrosine Kinases and Exploration of in Vitro and in Vivo Anticancer Activity was written by Schroeder, Mel C.;Hamby, James M.;Connolly, Cleo J. C.;Grohar, Patrick J.;Winters, R. Thomas;Barvian, Mark R.;Moore, Charles W.;Boushelle, Stacey L.;Crean, Sheila M.;Kraker, Alan J.;Driscoll, Denise L.;Vincent, Patrick W.;Elliott, William L.;Lu, Gina H.;Batley, Brian L.;Dahring, Tawny K.;Major, Terry C.;Panek, Robert L.;Doherty, Annette M.;Showalter, H. D. Hollis. And the article was included in Journal of Medicinal Chemistry in 2001.SDS of cas: 67197-53-9 This article mentions the following:
In a search for medicinal agents to treat proliferative diseases, 2-substituted aminopyrido[2,3-d]pyrimidin-7-ylureas were discovered as a novel class of soluble, potent, broadly active tyrosine kinase (TK) inhibitors. An efficient route was developed that enabled the synthesis of a wide variety of analogs with substitution on several positions of the template. From the lead structure, 1-[2-amino-6-(2,6-dichlorophenyl)pyrido[2,3-d]pyrimidin-2-yl]-3-tert.-butylurea , several series of analogs were made that examined the C-6 aryl substituent, a variety of water solubilizing substituents at the C-2 position, and urea or other acyl functionality at the N-7 position. Compounds of this series were competitive with ATP and displayed submicromolar to low nanomolar potency against a panel of TKs, including receptor (platelet-derived growth factor, PDGFr; fibroblast growth factor, FGFr;) and non-receptor (c-Src) classes. Several of the most potent compounds displayed submicromolar inhibition of PDGF-mediated receptor autophosphorylation in rat aortic vascular smooth muscle cells and low micromolar inhibition of cellular growth in five human tumor cell lines. One of the more thoroughly evaluated members, I, with IC50 values of 0.21 μM (PDGFr), 0.049 μM (bFGFr), and 0.018 μM (c-Src), was evaluated in in vivo studies against a panel of five human tumor xenografts, with known and/or inferred dependence on the EGFr, PDGFr, and c-Src TKs. I produced a tumor growth delay of 14 days against the Colo-205 colon xenograft model. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9SDS of cas: 67197-53-9).
2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.SDS of cas: 67197-53-9
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts