490576-33-5Relevant academic research and scientific papers
E- and Z-Stereoselectivity in the preparation of enamides from glycidyl sulfonamides and carbamates
Brown, Jack A.,Chudasama, Vijay,Giles, Melvyn E.,Gill, Duncan M.,Keegan, Philip S.,Kerr, William J.,Munday, Rachel H.,Griffin, Karen,Watts, Andrew
supporting information; experimental part, p. 509 - 511 (2012/02/01)
Treatment of glycidyl sulfonamides with LDA delivers the corresponding enesulfonamide with good selectivity for the E-isomer, whereas the corresponding carbamates exhibit selectivity for the Z-enecarbamate. An E1cB elimination mechanism proceeding from a
Novel diphenylalkyl piperazine derivatives with high affinities for the dopamine transporter
Kimura, Makoto,Masuda, Tomoko,Yamada, Koji,Mitani, Masaki,Kubota, Nobuo,Kawakatsu, Nobuyuki,Kishii, Kenichi,Inazu, Masato,Kiuchi, Yuji,Oguchi, Katsuji,Namiki, Takayuki
, p. 3953 - 3963 (2007/10/03)
The novel diphenyl piperazine derivatives containing the phenyl substituted aminopropanol moiety, including 1-[4,4-bis(4-fluorophenyl)butyl]-4-[2-hydroxy-3-(phenylamino)propyl]piperazine 1, which were modified at the connective between the diphenyl and piperazine moieties, have been found to be potent dopamine uptake inhibitors. To study the further structure-activity relationship (SAR) of these compounds, a new series was synthesized, with modifications at the 2-hydroxy-3-phenylaminopropyl moiety of 1. The series was evaluated for dopamine transporter (DAT) binding affinity with [3H]GBR12935 in rat striatal membranes. Most of the compounds showed moderate to high DAT binding affinities and some were approximately equivalent in activity to compound 1 or GBR12909 as a dopamine uptake inhibitor, with IC50 values of nanomolar range. The SAR suggested that on exhibiting a potent interaction with the DAT, there is probably a steric limitation around the benzene ring of the phenylamino moiety of 1, allowing only small-sized substituents with the exception of basic moieties at the 4-position. In addition, the SAR at the 3-amino-2-propanol moiety of 1 suggested that either the nitrogen atom with an electron donating substituent or the unsubstituted nitrogen atom and also the hydroxy group are desirable for elicitation of a potent DAT binding affinity.
Novel diphenylalkyl piperazine derivatives with dual calcium antagonistic and antioxidative activities
Kimura, Makoto,Masuda, Tomoko,Yamada, Koji,Kubota, Nobuo,Kawakatsu, Nobuyuki,Mitani, Masaki,Kishii, Kenichi,Inazu, Masato,Namiki, Takayuki
, p. 1947 - 1950 (2007/10/03)
Two types of novel diphenylalkyl piperazine derivatives containing the thio or aminopropanol moiety substituted by phenyl or benzyl group were synthesized, and evaluated for their calcium antagonistic and antioxidative activities. These compounds showed apparent inhibitions against KCl-induced contractions in isolated rat aorta. Among them, phenylamino compound 9 and benzylamino compound 13 also possessed potent inhibitory activities against auto-oxidative lipid peroxidations in canine brain homogenates. Two representative compounds 3a and 9 were evaluated for their inhibitory activities against KCl-induced contractions in isolated canine arteries (basilar, coronary, mesenteric, and renal). Both compounds showed the most potent inhibitions to basilar artery.
