455288-51-4Relevant academic research and scientific papers
Aromatic azido-selective reduction via the staudinger reaction using tri-n-butylphosphonium tetrafluoroborate with triethylamine
Meguro, Tomohiro,Yoshida, Suguru,Hosoya, Takamitsu
, p. 473 - 476 (2017)
An efficient method for the reduction of aromatic azides to anilines via the Staudinger reaction using tri-n-butylphosphonium tetrafluoroborate with triethylamine in aqueous tetrahydrofuran solution is reported. The method enables the aromatic azido-selective reduction of 3-azido-5-(azidomethyl)benzene derivatives to efficiently afford anilines bearing an azidomethyl group.
Novel 1,4-diarylpiperidine-4-methylureas as anti-hyperlipidemic agents: Dual effectors on acyl-CoA:cholesterol O-acyltransferase and low-density lipoprotein receptor expression
Asano, Shigehiro,Ban, Hitoshi,Kino, Kouichi,Ioriya, Katsuhisa,Muraoka, Masami
scheme or table, p. 1062 - 1065 (2009/08/07)
A family of 1,4-diarylpiperidine-4-methylureas were designed and synthesized as novel dual effectors on ACAT and LDL receptor expression. We examined SAR of the synthesized compounds focusing on substitution at the three aromatic parts of the starting compound 1 and succeeded in identifying essential substituents for inhibition of ACAT and up-regulation of hepatic LDL receptor expression. Especially, we found that compound 12f, which can easily be prepared, has biological properties comparable to those of SMP-797, a promising ACAT inhibitor. In addition, the in vitro effects of 12f on lipid metabolism were substantially superior to those of a known ACAT inhibitor, Avasimibe.
Synthesis and biological activity of novel 4-phenyl-1,8-naphthyridin-2(1H)- on-3-yl ureas: Potent acyl-CoA:cholesterol acyltransferase inhibitor with improved aqueous solubility
Ban, Hitoshi,Muraoka, Masami,Ioriya, Katsuhisa,Ohashi, Naohito
, p. 44 - 48 (2007/10/03)
4-Aryl-1,8-naphthyridin-2(1H)-on-3-yl urea derivatives with hydrophilic groups were synthesized in order to improve aqueous solubility and pharmacokinetic property. SMP-797 possessing (4-aminophenyl)ureido and 3-(hydroxypropoxyphenyl) moieties showed pote
Synthesis of SMP-797: A new potent ACAT inhibitor
Ban, Hitoshi,Muraoka, Masami,Ohashi, Naohito
, p. 10081 - 10092 (2007/10/03)
A potent ACAT (acyl-CoA: cholesterol acyltransferase) inhibitor SMP-797 was effectively synthesized by the urea formation of 3-amino-4-aryl-1,8- naphthyridin-2(1H)-one and 4-amino-2,6-diisopropylamine. The synthesis of the former compound involved the Suzuki coupling reaction as a key step, and the latter was prepared by the 4-selective nitration of 2,6-diisopropylaniline using 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone.
