Electric Literature of C10H20N2O2In 2022 ,《Exploratory studies on soluble small molecule CD4 mimics as HIV entry inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Tsuji, Kohei; Kobayakawa, Takuya; Konno, Kiju; Masuda, Ami; Takahashi, Kohei; Ohashi, Nami; Yoshimura, Kazuhisa; Kuwata, Takeo; Matsushita, Shuzo; Harada, Shigeyoshi; Tamamura, Hirokazu. The article conveys some information:
Several small mol. CD4 mimics, which inhibit the interaction of gp120 with CD4, have been developed. Original CD4 mimics such as NBD-556, which has an aromatic ring, an oxalamide linker and a piperidine moiety, possess significant anti-HIV activity but with their hydrophobic aromatic ring-containing structures are poorly soluble in water. We have developed derivatives with a halopyridinyl group in place of the Ph group, such as KKN-134, and found them to have excellent aqueous solubility Other leads that were examined are YIR-821, a compound with a cyclohexane group in a spiro attachment to a piperidine ring and a guanidino group on the piperidine nitrogen atom, and its PEGylated derivative, TKB-002. YIR-821 and TKB-002 retain potent anti-HIV activity. Here, new CD4 mimics, in which the Ph group was replaced by a halopyridinyl group with the halogen atoms in different positions, their derivatives without a cyclohexane group on the piperidine ring and their hybrid mols. with PEG units were designed and synthesized. Some of these compounds show significantly higher aqueous solubility with maintenance of certain levels of anti-HIV activity. The present data should be useful in the future design of CD4 mimic mols. The experimental process involved the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Electric Literature of C10H20N2O2)
tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Electric Literature of C10H20N2O2
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem