34240-09-0Relevant articles and documents
Catalytic enantioselective synthesis of N,Cα,Cα-trisubstituted α-amino acid derivatives using 1H-imidazol-4(5H)-ones as key templates
Etxabe, Julen,Izquierdo, Joseba,Landa, Aitor,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 6883 - 6886 (2015/06/08)
Abstract 1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) α-amino acid derivatives. A BB method: 1H-imidazol-4(5H)-ones serve as effective and easily available α-amino acid surrogates for the catalytic and highly diastereo- and enantioselective direct construction of N-substituted quaternary α-amino acid derivatives. The reaction is catalyzed by a Br?nsted base (BB) and proceeds with different Michael acceptors. EWG=electron-withdrawing group.
NOVEL COMPOUNDS FOR MEDICAL USE AS PEPTIDASE EFFECTORS
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Page/Page column 79, (2012/02/06)
The invention relates to compounds of general formula (I) as set forth in the claims as well as to the use of the compounds of the general formula (1) in the medical field, specifically for use in the suppression of DNA synthesis and inflammatory cytokine production as well as in the stimulation of anti-inflammatory cytokine production in vitro and in vivo. This abstract is neither intended to define the invention disclosed in this specification nor intended to limit the scope of the invention in any way.
NOVEL MULTIFUNCTIONAL PEPTIDASE INHIBITORS, ESPECIALLY FOR MEDICAL USE
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Page/Page column 106, (2011/04/14)
The invention relates to compounds of the general formula (1) or the acid addition salts thereof with organic and/or inorganic acids; as well as to the use of the compounds of the general formula (1) in medicine.
Novel multifunctional peptidase inhibitors, especially for medical use
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Page/Page column 37; 58, (2011/04/18)
The invention relates to compounds of the general formula (1) or the acid addition salts thereof with organic and/or inorganic acids; as well as to the use of the compounds of the general formula (1) in medicine.
Synthesis and evaluation of novel aromatic substrates and competitive inhibitors of GABA aminotransferase
Clift, Michael D.,Silverman, Richard B.
, p. 3122 - 3125 (2008/12/22)
The design, synthesis, and evaluation of novel γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors and inactivators can lead to the discovery of new GABA-related therapeutics. To this end, a series of aromatic amino acid compounds was synthesized to aid in the design of new inhibitors and inactivators of GABA-AT. All compounds were tested as competitive inhibitors of GABA-AT. The amino acids with benzylic amines were also tested as substrates for GABA-AT. It was found that these compounds were all poor competitive inhibitors of GABA-AT, but some were substrates of the enzyme, suggesting their utility as scaffolds for potential GABA-AT mechanism-based inactivators. Computer modeling was used to rationalize the substrate activity of the various compounds.
2-SUBSTITUTED ADENOSINES AND 2-SUBSTITUTED ADENOSINE 5'-CARBOXAMIDES
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, (2008/06/13)
The present invention is directed to compounds useful as probes for characterizing and studying the adenosine A 2 receptor. The present invention is also directed to methods of treating central nervous system disorders and cardiovascular disorders which i
Convergent functional groups. 13. High-affinity complexation of adenosine derivatives within induced binding pockets
Conn, M. Morgan,Deslongchamps, Ghislain,De Mendoza, Javier,Rebek Jr., Julius
, p. 3548 - 3557 (2007/10/02)
Receptors based upon 3,6-diaminocarbazole have been synthesized that bind to adenosine derivatives with an interaction energy of approximately 8 kcal/mol in CDCl3 and over 3 kcal/mol in CD3OD. The purine nucleus is bound within a cavity by simultaneous Watson-Crick and Hoogsteen base-pairing, hydrogen bonding to N3, and stacking on both of its aromatic faces. Hydrogen bond interactions can be estimated at approximately 0.5-0.75 kcal/mol in methanol. The structure of the complex in solution has been deduced through binding assays of incremental derivatives, one- and two-dimensional NMR studies, and molecular modeling.
Amino acid amides of 2-benzimidazole as acid-stable prodrugs of potential inhibitors of H+/K+ ATPase
Hirai, K,Koike, H,Ishiba, T,Ueda, S,Makino, I,et al.
, p. 143 - 158 (2007/10/02)
A series of amino acid amides of 2-benzimidazole were prepared and found to possess gastric antisecretory activity on oral administration. (Glycylaminobenzyl)sulfinyl compound 23a, stable in artificial gastric juice (pH 1.2), was given orally to dogs.It was absorbed efficiently and converted into aniline derivative 7a which showed a very high plasma concentration.Compound 23a was hydrolyzed by the action of aminopeptidase present in plasma or the brush border fraction of the small intestine to release the terminal glycine. o-Aniline derivatives showed good activity in in vitro H+/K+-ATPase inhibition as well as in the inhibition of histamine stimulated acid secretion in isolated bullfrog gastric mucosa.Although these o-aniline derivatives showed no or weak gastric antisecretory activity in rat by id administration, they were active when administered ip.Therefore, these amino acid amides were considered to be acid stable prodrugs of proton pump inhibiting o-aniline derivatives.The mechanism of H+/K+-ATPase inhibition of 7a was also examined.
