84028-86-4Relevant articles and documents
The discovery of a potent series of carboxamide TRPA1 antagonists
Pryde,Marron,West,Reister,Amato,Yoger,Padilla,Turner,Swain,Cox,Skerratt,Ryckmans,Blakemore,Warmus,Gerlach
, p. 2145 - 2158 (2016)
A series of potent and selective carboxamide TRPA1 antagonists were identified by a high throughput screen. Structure-activity relationship studies around this series are described, resulting in a highly potent example of the series. Pharmacokinetic and skin flux data are presented for this compound. Efficacy was observed in a topical cinnamaldehyde flare study, providing a topical proof of pharmacology for this mechanism. These data suggest TRPA1 antagonism could be a viable mechanism to treat topical conditions such as atopic dermatitis.
Solid-phase synthesis of tetrahydropyridazinedione-constrained peptides
Kang, Chang Won,Ranatunga, Sujeewa,Sarnowski, Matthew P.,Del Valle, Juan R.
, p. 5434 - 5437 (2015/02/19)
The design and solid-phase synthesis of tetrahydropyridazine-3,6-dione (Tpd) peptidomimetics derived from backbone-aminated peptides is reported. The described protocol features the synthesis of chiral α-hydrazino acids suitable for chemoselective incorporation into growing peptide chains. Acid-catalyzed cyclization to form the Tpd ring during cleavage affords the target peptidomimetics in good yield and purity. The scope of Tpd incorporation is demonstrated through the synthesis of constrained peptides featuring nucleophilic/electrophilic side chains and sterically encumbered α-substituted hydrazino acid residues. (Chemical Equation Presented).
Peptide ligation assisted by an auxiliary attached to amidyl nitrogen
Li, Juan,Cui, Hong-Kui,Liu, Lei
scheme or table, p. 1793 - 1796 (2010/06/13)
New thiol-containing auxiliaries were developed for peptide ligation. They were placed at the amidyl N-atom in the second amino acid residue of a peptide fragment. With the new auxiliaries, peptide ligation could be conducted at non-Cys and non-Gly sites. Compared to other recently developed auxiliaries, an important feature of the present design was that the new auxiliaries were generally applicable and readily removable.
