Non-Peptide RGD Surrogates Which Mimic a Gly-Asp β-Turn: Potent Antagonists of Platelet Glycoprotein IIb-IIIa was written by Fisher, Matthew J.;Gunn, Bruce;Harms, Cathy S.;Kline, Allen D.;Mullaney, Jeffrey T.;Nunes, Anne;Scarborough, Robert M.;Arfsten, Ann E.;Skelton, Marshall A.;Um, Suzane L.;Utterback, Barbara G.;Jakubowski, Joseph A.. And the article was included in Journal of Medicinal Chemistry in 1997.Synthetic Route of C13H14BrNO2 This article mentions the following:
A cyclic heptapeptide which contains an Arg-Gly-Asp sequence has good affinity for the platelet receptor GPIIb-IIIa and was chosen for study by 1H NMR techniques. The key RGD sequence of this mol. was found to reside in a conformationally defined type II’ Gly-Asp β-turn, and this information was used in the design of simple non-peptide RGD mimics. Disubstituted isoquinolones bearing an acidic side chain at position 2 and a basic side chain at position 6 were prepared and found to have modest affinity for GPIIb-IIIa. Systematic modification of the basic residue contained in these mols. yielded compounds with high affinity for GPIIb-IIIa. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Synthetic Route of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Synthetic Route of C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary