Formula: C13H26N2O4On October 14, 1994 ,《Influence of Lipophilicity on the Biological Activity of Cyclic Pseudopeptide NK-2 Receptor Antagonists》 was published in Journal of Medicinal Chemistry. The article was written by Quartara, Laura; Fabbri, Gaetano; Ricci, Renzo; Patacchini, Riccardo; Pestellini, Vittorio; Maggi, Carlo Alberto; Pavone, Vincenzo; Giachetti, Antonio; Arcamone, Federico. The article contains the following contents:
A series of cyclic pseudopeptides cyclo(Leuψ[CH2NH]Xaa-Gln-Trp-Phe-β-Ala) (I; Xaa = α-amino acid residue), was prepared to establish the role of the Xaa side chain for tachykinin NK-2 receptor antagonist activity. Syntheses have been carried out in solid phase with either 9-fluorenylmethoxycarbonyl (Fmoc) or tert-butoxycarbonyl (Boc) strategy. The antagonist potency on NK-2 receptors in the hamster isolated trachea (HT) and the rabbit isolated pulmonary artery (RPA) bioassays increases with Xaa lipophilicity; I [Xaa = β-cyclohexylalanine, Asp(NHCH2Ph)] were the two most active antagonists (pA2 = 9.06 and 9.26 on HT, resp.). A significant linear correlation was found between pA2 values determined in HT and RPA bioassays and capacity factors measured in reversed phase HPLC. The comparison between the biol. activities of cyclic hexapeptides containing or not containing the aminomethylene moiety proved the crucial role of the pseudopeptide bond for determining high antagonist potency at the NK-2 receptor. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Formula: C13H26N2O4) was used in this study.
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Formula: C13H26N2O4
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics