72120-71-9Relevant academic research and scientific papers
Chemoenzymatic preparation of enantiopure l-benzofuranyl- and l-benzo[b]thiophenyl alanines
Podea, Paula Veronica,Tosa, Monica Ioana,Paizs, Csaba,Irimie, Florin Dan
, p. 500 - 511 (2008/09/19)
Lipase mediated DKR followed by a chemical and an enzymatic hydrolytic step were combined for the synthesis of enantiopure l-benzofuranyl- and l-benzothienyl alanines.
Studies of Neurokinin Antagonists. 4. Synthesis and Structure-Activity Relationships of Novel Dipeptide Substance P Antagonists: N2--L-prolyl>-N-methyl-N-(phenylmethyl)-3-(2-naphthyl)-L-alaninamide and Its Related Compounds
Hagiwara, Daijiro,Miyake, Hiroshi,Igari, Norihiro,Karino, Masako,Maeda, Yasue,et al.
, p. 2090 - 2099 (2007/10/02)
As an extension of our studies on discovering a novel substance P (SP) antagonist, we modified the previously reported dipeptide, N2-2-(1H-indol-3-ylcarbonyl)-L-lysyl>-N-methyl-N-(phenylmethyl)-L-phenylalaninamide (2b).The lysine part in 2b was first optimized to a (2S,4R)-hydroxyproline derivative (3h), which is 2-fold more potent than 2b in SP binding assay using guinea pig lung membranes.Next we modified the 1H-indol-3-ylcarbonyl part in 3h.Introduction of a methyl group at the indole nitrogen enhanced the oral activity, while retaining the binding activity.Finally, we modified the phenylalanine part to culminate in the most potent compound 7k (FK888), which is a potent SP antagonist with NK1 selectivity as well as oral activity.
(R)-1,2,3,4-Tetrahydrobenzothienopyridines: Novel Optically Active Compounds with Strong 5-HT1A Receptor Binding Ability Exhibiting Anticonflict Activity and Lessening of Memory Impairment
Kawakubo, Hiromu,Takagi, Seiji,Yamaura, Yuuji,Katoh, Shinichi,Ishimoto, Yumiko,et al.
, p. 3526 - 3532 (2007/10/02)
(R)-1,2,3,4-Tetrahydrobenzothienopyridine derivatives (60-114) were synthesized.The (R)-isomers have affinity for the 5-HT1A receptor while the (S)-isomers have no such ability.The affinity of the (R)-isomers was discussed on the basis of structure-activity relationships between the affinity and hydrophobicity of the (R)-isomers.Compounds 71 and 107, which are representative derivative compounds, have anticonflict activity and lessening of memory impairment.In particular, compound 107 cannot bind to receptors other than the 5-HT1A receptor, demonstrating that it is a unique compound with a different mechanism of action from that of conventional anxiolytics.
