Formula: C13H26N2O4On September 15, 2019 ,《Preparation and biological evaluation of soluble tetrapeptide epoxyketone proteasome inhibitors》 was published in Bioorganic & Medicinal Chemistry. The article was written by Lei, Meng; Zhang, Haoyang; Miao, Hang; Du, Xiao; Zhou, Hui; Wang, Jia; Wang, Xueyuan; Feng, Huayun; Shi, Jingmiao; Liu, Zhaogang; Shen, Jian; Zhu, Yongqiang. The article contains the following contents:
A series of novel tetrapeptidyl epoxyketone inhibitors of 20S proteasome was designed and synthesized. To fully understand the SAR, various groups at R1, R2, R3, R4 and R5 positions, including aromatic and aliphatic substituents were designed, synthesized and biol. assayed. Based on the enzymic results, seven compounds were selected to evaluate their cellular activities and soluble compound (I) showed strong potency against human multiple myeloma (MM) cell lines. Microsomal stability results indicated that compound I was more stable in mice, rat and human microsomes than marketed carfilzomib. The in vivo activities of this compound were evaluated with the xenograft mice models of MM cell lines ARH77 and RPMI-8226 with luciferase expression and the T/C value of the two models were 49.5% and 37.6%, resp. To evaluate the potential cardiovascular toxicity, inhibition of hERG ion channel in HEK293 cells by compound I and carfilzomib was carried out. The results indicated that I had no binding affinity for the hERG ion channel while carfilzomib could bind it with IC50 of 92.1 μM. The experimental part of the paper was very detailed, including the reaction process of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Formula: C13H26N2O4)
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Formula: C13H26N2O4 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.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics