37519-04-3Relevant articles and documents
Synthesis of highly-functionalised pyridines via hetero-Diels-Alder methodology: reaction of 3-siloxy-1-aza-1,3-butadienes with electron deficient acetylenes
Fletcher, Matthew D.,Hurst, Timothy E.,Miles, Timothy J.,Moody, Christopher J.
, p. 5454 - 5463 (2006)
The hetero-Diels-Alder reaction between 1-aza-3-siloxy-1,3-butadienes and electron deficient acetylenes is described. The reactivity of a range of α,β-unsaturated oximes and hydrazones is assessed in the synthesis of tri- and tetra-substituted pyridines b
Towards a general synthesis of di-aza-amino acids containing peptides
Bizet, Faustine,Tonali, Nicolo,Soulier, Jean-Louis,Oliva, Agostino,Kaffy, Julia,Crousse, Benoit,Ongeri, Sandrine
, p. 17062 - 17072 (2018/10/23)
While the incorporation of one aza-amino acid in peptides has been proved to be beneficial for inducing a structure constraint, increasing the resistance towards proteolysis and improving the biological activity, only very rare examples of the incorporation of two or more consecutive aza-amino acids have been reported. In this work, we demonstrate that this fact is probably due to the unsuspected difficulty in synthesizing such peptide analogues, as illustrated by the synthesis of tripeptide derivatives containing two consecutive aza-amino acids. Herein, we report some general guidelines regarding the activation and the coupling of alkyl-hydrazides either mutually or with a natural amino acid, taking into account their nucleophilicity and the nature of their side chains.
CYCLIC PEPTIDOMIMETIC COMPOUNDS AS IMMUNOMODULATORS
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Page/Page column 30; 31, (2015/03/28)
The present invention relates to cyclic peptidomimetic compounds as therapeutic agents capable of inhibiting the programmed cell death 1 (PD1) signalling pathway. The invention also relates to derivatives of the therapeutic agents. The invention also encompasses the use of the said therapeutic agents and derivatives for treatment of disorders via immunopotentiation comprising inhibition of immunosuppressive signal induced due to PD-1, PD-L1, or PD-L2 and therapies using them.
PEPTIDOMIMETIC COMPOUNDS AS IMMUNOMODULATORS
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Paragraph 0275; 0276, (2013/09/26)
The present invention relates to novel peptidomimetic compounds as therapeutic agents capable of inhibiting the programmed cell death 1 (PD1) signalling pathway. The invention also relates to derivatives of the therapeutic agents. The invention also encom
NG-aminoguanidines from primary amines and the preparation of nitric oxide synthase inhibitors
Martin, Nathaniel I.,Beeson, William T.,Woodward, Joshua J.,Marletta, Michael A.
, p. 924 - 931 (2008/09/20)
A concise, general, and high-yielding method for the preparation of N G-aminoguanidines from primary amines is reported. Using available and readily prepared materials, primary amines are converted to protected N G-aminoguanidines in a one-pot procedure. The method has been successfully applied to a number of examples including the syntheses of four nitric oxide synthase (NOS) inhibitors. The inhibitors prepared were investigated as competitive inhibitors and as mechanistic inactivators of the inducible isoform of NOS (iNOS). In addition, one of the four inhibitors prepared, NG-amino-NG-2,2,2-trifluoroethyl-L-arginine 19, displays the unique ability to both inhibit NO formation and prevent NADPH consumption by iNOS without irreversible inactivation of the enzyme.
PYRROLIDINE COMPOUNDS
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, (2008/06/13)
The present invention relates to a pyrrolidine compound and pharmaceutically acceptable esters and/or salts thereof. The compounds are useful as inhibitors of metalloproteases, e.g. zinc proteases, particularly zinc hydrolases, and which are effective in
Use of N-acyl or N-alkyloxycarbonyl-aminotetrachlorophthalimides for the preparation of alkylhydrazines via the mitsunobu protocol
Pinto, Maria-Fatima,Brosse, Nicolas,Jamart-Gregoire, Brigitte
, p. 3603 - 3610 (2007/10/03)
N-acyl and N-alkyloxycarbonyl tetrachloro-aminophthalimides which are best acidic partners in the Mitsunobu reaction and more easily dephthaloylated than their unsubstituted analogs can be used efficiently for the preparation of 1,1-substituted hydrazines.
The synthesis of azapeptidomimetic beta-lactam molecules as potential protease inhibitors.
Malachowski, William P,Tie, Chenyang,Wang, Katherine,Broadrup, Robert L
, p. 8962 - 8969 (2007/10/03)
Synthetic methods for the construction of a novel peptidomimetic structure are reported. The structure incorporates a beta-lactam and an azapeptide in a peptide backbone with the intention of generating rationally designed substrate-based protease inhibitors. The beta-lactam is formed by subjecting serine or threonine-azapeptides to Mitsunobu reaction conditions. Importantly, the azapeptidomimetic beta-lactam structure permits extended binding inhibition and the synthetic methods to create tetrapeptidomimetic structures are described.
New Synthesis of 1,1-Substituted Hydrazines by Alkylation of N-Acyl- or N-alkyloxycarbonylaminophthalimide Using the Mitsunobu Protocol
Brosse, Nicolas,Pinto, Maria-Fatima,Jamart-Gregoire, Brigitte
, p. 4370 - 4374 (2007/10/03)
N-acyl- and N-alkoxycarbonylaminophthalimides are prepared using a convenient reaction and are efficiently used as acid partners in Mitsunobu reaction. This reaction allows them to be alkylated by primary, secondary or benzyl groups. Comparison of the reactivities and pKa values of these N-substituted aminophthalimides suggest that the success of the Mitsunobu reaction in this case seems to be governed more by steric than by electronic effects. A final dephthaloylation step results in an efficient method for the preparation of 1,1-substituted hydrazines.
Synthesis and structure of AzAsx-pro-containing Aza-peptides
Andre, Frederic,Marraud, Michel,Boussard, Guy,Didierjean, Claude,Aubry, Andre
, p. 183 - 186 (2007/10/02)
One possible α-modification in peptides is the substitution of a nitrogen for the CαH group. We propose triphosgene as a carbonylating agent for coupling the properly substituted hydrazide to the proline nitrogen to obtain the AzAsx-Pro or AzAl