93007-58-0Relevant academic research and scientific papers
Br?nsted Acid-Initiated Formal [1,3]-Rearrangement Dictated by β-Substituted Ene-Aldimines
Jongwohan, Chanantida,Honda, Yasushi,Suzuki, Toshiyasu,Fujinami, Takeshi,Adachi, Kiyohiro,Momiyama, Norie
supporting information, p. 4991 - 4995 (2019/07/03)
The rearrangement of ene-aldimines is a useful reaction for affording homoallylic amines. Despite their utilities in synthetic chemistry, the rearrangement for accessing homoallylic amines substituted at the 2-position remains elusive. In this study, the
Alkene Oxyamination Using Malonoyl Peroxides: Preparation of Pyrrolidines and Isoxazolidines
Alamillo-Ferrer, Carla,Curle, Jonathan M.,Davidson, Stuart C.,Lucas, Simon C. C.,Atkinson, Stephen J.,Campbell, Matthew,Kennedy, Alan R.,Tomkinson, Nicholas C. O.
, p. 6728 - 6740 (2018/06/26)
Treatment of homoallylic N-tosyl amines or allylic N-tosyl hydroxylamines with 1.5 equiv of a malonoyl peroxide provides a stereoselective method to access functionalized pyrrolidines and isoxazolidines. This metal free alkene oxyamination proceeds in 50-
Palladium(II)-Catalyzed Regioselective syn-Hydroarylation of Disubstituted Alkynes Using a Removable Directing Group
Liu, Zhen,Derosa, Joseph,Engle, Keary M.
, p. 13076 - 13081 (2016/10/13)
A palladium(II)-catalyzed regioselective syn-hydroarylation reaction of homopropargyl amines has been developed, wherein selectivity is controlled by a cleavable bidentate directing group. Under the optimized reaction conditions, both dialkyl and alkylaryl alkyne substrates were found to undergo hydroarylation with high selectivity. The products of this reaction contain a 4,4-disubstituted homoallylic amine motif that is commonly seen in drug molecules and other bioactive compounds.
2-Substituted 4-hydroxybutanamides as potential inhibitors of γ-aminobutyric acid transporters mGAT1-mGAT4: Synthesis and biological evaluation
Kowalczyk, Paula,Sa?at, Kinga,H?fner, Georg C.,Guzior, Natalia,Filipek, Barbara,Wanner, Klaus T.,Kulig, Katarzyna
, p. 5154 - 5167 (2013/09/02)
A series of 2-substituted 4-hydroxybutanamide derivatives has been synthesized by the aminolysis of appropriate 2-substituted dihydrofuran-2(3H)- one derivatives with various substituted benzylamines. The final compounds have been evaluated for their capability of inhibiting the GABA transport proteins GAT1-4 stably expressed in HEK-239 cell lines. The pIC50 values determined were in the range 4.21-5.14. Two compounds (16a and 16d), which displayed the most interesting profiles in in vitro tests, have also been subjected to further preliminary behavioral studies, evaluating their antinociceptive activity in hot-plate, writhing, and formalin tests. Their influence on motor coordination has also been assessed.
New synthesis of SKF 89976A
Chang, Meng-Yang,Wang, Si-Yun,Pai, Chun-Li
, p. 6389 - 6392 (2007/10/03)
Substituted 4,4-diaryl-3-butenyl-1-amines are synthesized in nearly 34-47% overall yields starting from 3-hydroxypiperidine by the regioselective Baeyer-Villiger lactonization, Grignard addition and elimination sequence. This facile strategy was also used
Hybrid Cholecystokinin-A Antagonists Based on Molecular Modelling of Lorglumide and L-364,718
Bent, Arie van der,Blommaert, Armand G. S.,Melman, Caroline T. M.,IJzerman, Adriaan P.,Wijngaarden, Ineke van,Soudijn, Willem
, p. 1042 - 1049 (2007/10/02)
A series of novel nonpeptide cholecystokinin-A (CCK-A) antagonists have been synthesized.Designed on the basis of the structural homology between lorgumide and L-364,718, as investigated with molecular modeling, these compounds constitute a link between the N-acylglutamic acid and 3-amino-5-phenyl-1,4-benzodiazepin-2-one derived antagonists.The prepared compounds were tested in vitro as antagonists of the binding of -(+/-)-L-364,718 and -CCK-8(S) to rat pancreas and guinea pig brain membranes, respectively.All compounds proved to be selective for the(peripheral) CCK-A receptor, the most potent analogue, 6, having a Ki value of 90 nM.The structure-activity profile of the series of hybrid compounds relates closest to that of the N-acylglutamic acid derived antagonists.
New Prenylamine analogues: synthesis and Ca2+-entry blocking activity
Caldirola, PM,Goot, H van der,Timmerman, H
, p. 571 - 579 (2007/10/02)
The synthesis of a series of diphenylalkylamine derivatives related to prenylamine is reported.The amphetamine group in the prenylamine structure was replaced by other moieties.In addition to substitutions in the aromatic rings, heteroatoms such as sulphur and oxygen were introduced in the chain.The calcium-entry blocking activity was assayed in binding experiments on a guinea-pig brain membrane preparation by displacing -nitrendipine.
Orally Active and Potent Inhibitors of γ-Aminobutyric Acid Uptake
Ali, Fadia E.,Bondinell, William E.,Dandridge, Penelope A.,Frazee, James S.,Garvey, Eleanor,et al.
, p. 653 - 660 (2007/10/02)
3-Pyrrolidineacetic acid (1a), certain piperidinecarboxylic acids - i.e., piperidinecarboxylic acid (2a), 1,2,5,6-tetrahydro-3-pyridinecarboxylic acid (3a), and cis-4-hydroxy-3-piperidinecarboxylic acid (4a) - cis-3-aminocyclohexanecarboxylic acid (5a, ci
