Discovery of Quinazolines as Histamine H4 Receptor Inverse Agonists Using a Scaffold Hopping Approach was written by Smits, Rogier A.;de Esch, Iwan J. P.;Zuiderveld, Obbe P.;Broeker, Joachim;Sansuk, Kamonchanok;Guaita, Elena;Coruzzi, Gabriella;Adami, Maristella;Haaksma, Eric;Leurs, Rob. And the article was included in Journal of Medicinal Chemistry in 2008.Application In Synthesis of (S)-1,4-Diazabicyclo[4.3.0]nonane This article mentions the following:
From a series of small fragments that was designed to probe the histamine H4 receptor (H4R), we previously described quinoxaline-containing fragments that were grown into high affinity H4R ligands in a process that was guided by pharmacophore modeling. With a scaffold hopping exercise and using the same in silico models, we now report the identification and optimization of a series of quinazoline-containing H4R compounds This approach led to the discovery of 6-chloro-N-(furan-3-ylmethyl)2-(4-methylpiperazin-1-yl)quinazolin-4-amine (VUF10499, 54) and 6-chloro-2-(4-methylpiperazin-1-yl)-N-(thiophen-2-ylmethyl)quinazolin-4-amine (VUF10497, 55) as potent human H4R inverse agonists (pKi = 8.12 and 7.57, resp.). Interestingly, both compounds also possess considerable affinity for the human histamine H1 receptor (H1R) and therefore represent a novel class of dual action H1R/H4R ligands, a profile that potentially leads to added therapeutic benefit. Compounds from this novel series of quinazolines are antagonists at the rat H4R and were found to possess anti-inflammatory properties in vivo in the rat. In the experiment, the researchers used many compounds, for example, (S)-1,4-Diazabicyclo[4.3.0]nonane (cas: 93643-24-4Application In Synthesis of (S)-1,4-Diazabicyclo[4.3.0]nonane).
(S)-1,4-Diazabicyclo[4.3.0]nonane (cas: 93643-24-4) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Application In Synthesis of (S)-1,4-Diazabicyclo[4.3.0]nonane
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics