On November 11, 2021, Tang, Xinxing; Horan, Joshua Courtney; Mente, Scot Richard; Pelish, Henry Efrem; Shair, Matthew D.; Tangpeerachaikul, Anupong published a patent.Formula: C4H6N2O The title of the patent was Preparation of heteroaromatic macrocyclic ether chemotherapeutic agents for treatment of cancer. And the patent contained the following:
Disclosed are heterocyclic heteroaromatic macrocyclic ether compounds of formula I useful alone or in combination addnl. tyrosine kinase inhibitors for the treatment or prevention of cancer. Compounds of formula I [wherein Q = CH or N; Z = CR5 or N; X = 5-membered heteroarylene, comprising 1 to 3 heteroatoms selected from N, O, and S, wherein the 5-membered heteroarylene is substituted with 0, 1, or 2 occurrences of R2, with proviso; Y = 5- to 6-membered heteroarylene, comprising 1 to 3 heteroatoms selected from N, O, and S, wherein the heteroarylene is substituted with 0, 1, or 2 occurrences of R3; R1 = H, Me, and hydroxymethyl; each R2 and R3 independently = H, CN, halo, C1-4alkoxy, etc.; R4 and R5 independently = H or F] and pharmaceutically acceptable salts and pharmaceutical compositions thereof, are claimed and exemplified. Example compound II was prepared from a multistep synthesis (preparation given). Exemplified I were evaluated for inhibition of mutant and wild-type ROS1 and ALK kinases from which II demonstrated apparent inhibitory constants of <50 nM for each kinase. The experimental process involved the reaction of 5-Methoxy-1H-pyrazole(cas: 215610-30-3).Formula: C4H6N2O
The Article related to heteroaromatic macrocyclic ether preparation cancer ros1 alk kinase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Eight- and Higher-Membered Rings and other aspects.Formula: C4H6N2O
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics