Synthesis, SAR study, and biological evaluation of a series of piperazine ureas as fatty acid amide hydrolase (FAAH) inhibitors was written by Kono, Mitsunori;Matsumoto, Takahiro;Kawamura, Toru;Nishimura, Atsushi;Kiyota, Yoshihiro;Oki, Hideyuki;Miyazaki, Junichi;Igaki, Shigeru;Behnke, Craig A.;Shimojo, Masato;Kori, Masakuni. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Synthetic Route of C11H20N2O2S This article mentions the following:
A series of piperazine ureas was designed, synthesized, and evaluated for their potential as novel orally available fatty acid amide hydrolase (FAAH) inhibitors that are therapeutically effective against pain. We carried out an optimization study of the lead compound to improve its DMPK profile as well as in vitro potency. We identified the thiazole compound I with potent inhibitory activity, high brain permeability, and good bioavailability. Compound I showed a potent and dose-dependent anti-nociceptive effect in the acetic acid-induced writhing test in mice. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Synthetic Route of C11H20N2O2S).
tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Synthetic Route of C11H20N2O2S