On May 28, 2020, Panarese, Joseph; Davis, Dexter; Bartlett, Samuel; Chong, Katherine; Kenton, Nathaniel; Or, Yat Sun published a patent.Name: 5-Bromo-1H-imidazole-4-carbaldehyde The title of the patent was Functionalized heterocycles as antiviral agents and their preparation. And the patent contained the following:
The invention discloses compounds of formula I, or pharmaceutically acceptable salts, thereof which inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV life cycle of the hepatitis B virus and are also useful as antiviral agents. The invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HBV infection. Compounds of formula I wherein Q1, Q2, Q3 and Q4 are independently H, halo, (un)substituted C1-6 alkyl, (un)substituted C1-6 alkoxy, etc.; Y1 is H, halo and (un)substituted C1-6 alkyl; Y2 is O, NH and derivatives, NOH and derivatives and NNH and derivatives; Y3 is CO2H and derivatives, CONHSO2H and derivatives, (un)substituted aryl; Y4 is H and (un)substituted methyl; Y2Y3 may be taken together to form 5- to 12-membered heterocyclic ring; Z1 is N and CR1; Z2 is N and CR2; Z3 is N and CR3; provided that at least one of Z1 – Z3 is N, and when Z3 is N, Z1 is CR1, Z2 is CR2, and R2 is not H; R1, R2 and R3 are independently H, halo, NO2, CN, (un)substituted C1-6 alkyl, etc.; and pharmaceutically acceptable salts, N-oxides, esters and prodrugs thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their antiviral activity. From the assay, it was determined that compound II exhibited an EC50 value of < 0.1渭M and a CC50 value of > 25渭M. The experimental process involved the reaction of 5-Bromo-1H-imidazole-4-carbaldehyde(cas: 50743-01-6).Name: 5-Bromo-1H-imidazole-4-carbaldehyde
The Article related to heterocycle preparation antiviral, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Name: 5-Bromo-1H-imidazole-4-carbaldehyde
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem