Category: 1320266-92-9

Wang, Likun published the artcileDivergent allosteric control of the IRE1α endoribonuclease using kinase inhibitors, Product Details of C9H9ClIN3, the main research area is divergent allosteric control IRE1 endoribonuclease kinase.

Under endoplasmic reticulum stress, unfolded protein accumulation leads to activation of the endoplasmic reticulum transmembrane kinase/endoRNase IRE1α. IRE1α oligomerizes, autophosphorylates and initiates splicing of XBP1 mRNA, thus triggering the unfolded protein response (UPR). Here we show that IRE1α’s kinase-controlled RNase can be regulated in two distinct modes with kinase inhibitors: one class of ligands occupies IRE1α’s kinase ATP-binding site to activate RNase-mediated XBP1 mRNA splicing even without upstream endoplasmic reticulum stress, whereas a second class can inhibit the RNase through the same ATP-binding site, even under endoplasmic reticulum stress. Thus, alternative kinase conformations stabilized by distinct classes of ATP-competitive inhibitors can cause allosteric switching of IRE1α’s RNase-either on or off. As dysregulation of the UPR has been implicated in a variety of cell degenerative and neoplastic disorders, small-mol. control over IRE1α should advance efforts to understand the UPR’s role in pathophysiol. and to develop drugs for endoplasmic reticulum stress-related diseases.

Nature Chemical Biology published new progress about Aromatic nitrogen heterocycles Role: BSU (Biological Study, Unclassified), PRP (Properties), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation) (kinase inhibitors). 1320266-92-9 belongs to class pyrazines, name is 8-Chloro-1-iodo-3-isopropylimidazo[1,5-a]pyrazine, and the molecular formula is C9H9ClIN3, Product Details of C9H9ClIN3.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1320266-92-9, name is 8-Chloro-1-iodo-3-isopropylimidazo[1,5-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 8-Chloro-1-iodo-3-isopropylimidazo[1,5-a]pyrazine

Intermediate K (33 mg, 0.10 mmol) and NH4OH were heated to 80 C for 6 h in a microwave. The reaction mixture was concentrated in vacuo and purified using silica gel chromatography with a hexane/EtOAc gradient to yield Intermediate L (33 mg, 66% yield). ¾-NMR (300 MHz, CDC13) delta 1.4 (d, 6H, / = 5.4 Hz), 3.17-3.26 (m, 1H), 5.88 (br s, 2H), 7.02 (d, 1H, J= 5.1 Hz), 7.23 (d, 1H, J= 5.1 Hz). MS (ESI) (M+H)+ 303.2

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1320266-92-9.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1320266-92-9 as follows. category: Pyrazines

l-iodo-3-isopropyl-N-methylimidazo[l,5-a]pyrazin-8-amine (compound 6). Compound 5 (21.8 mg, 0.068 mmol) was dissolved in a solution of 40% MeNH2 in MeOH (91 muEpsilon) and was stirred at 80 oC for 2 h in a microwave. The reaction mixture was concentrated in vacuo to obtain 20.3 mg of compound 6 (94% yield). TLC (hexanes:EtOAc, 50:50 v/v): Rf = 0.2; 1H NMR 1H NMR (300 MHz, MeOD) delta 7.51 (d, J = 6.0 Hz, 1H), 7.04 (d, J = 6.0 Hz, 1H), 3.42 – 3.34 (m, 1H), 3.07 (s, 3H), 1.37 (d, J = 6.0 Hz, 6H); ESI-MS (m/z): [M]+ calcd. for CI OH 13GammaNu4, 316.02; [M+l]+ found, 317.1.

According to the analysis of related databases, 1320266-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem