Antivirali

Atazanavir is a HIV-1 protease inhibitor, used in the anti-retroviral therapy of adult and sometimes paediatric patients infected with HIV. In in vitro studies with human pulmonary epithelial cells, atazanavir has been studied as a potential inhibitor of SARS-CoV-2 Mpro protease, with the aim of halting viral replication.

Penciclovir is an antiviral agent and acyclic guanine derivative that has proven efficient in the treatment of Herpes Simplex type 1 and 2 (HSV1 and HSV2) infection. Penciclovir is transformed by the virus into an active derivative able to block the deoxyguanosine triphosphate substrate binding site of the HSV polymerase.

GS 5734, also known as remdesivir is a nucleoside prodrug with broad spectrum antiviral activity against RNA viruses. As remdesivir / GS 5734 is a prodrug, it requires to be triphosphorylated by cellular kinases in order to compete with ATP for incorporation in newly replicated viral RNA. A major benefit of remdesivir in comparison with other antiviral nucleoside analogs is its resistance to proofreading exonucleases, which occur in coronaviruses. This means remdesivir can overcome the repair mechanism and preserve its antiviral activity. Remdesivir was reported to have a therapeutic as well as prophylactic efficacy in a mouse model infected with SARS-CoV-1.

Antiviral; nonpeptidic HIV-1 protease inhibitor

Applications T-705RMP TEA Salt is a metabolite of T-705RMP (CAS# 356783-08-9), which is a reagent used for the preparation of pyrazine-ribofuranose derivatives as antiviral agents that are useful in the treatment of viral infections. T-705 (Favipiravir) [F103350] gets converted to T-705RMP by host cells, but T-705RMP has little inhibitory effect on the replication of the host cells based on biological studies.
References Zhong, B., et al.: Faming Zhuanli Shenqing, 2014:924257 (2014); Yousuke, F., et al.: Antimicrob Agent Chemother., 49, 981 (2005)

Applications Intermediate in the preparation of Ribavirin.

Applications (S)-2-(3-((2-(2-Hydroxypropan-2-yl)thiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic Acid Methyl Ester is an intermediate in the synthesis of Ritonavir (R535000) derivatives.

Applications A highly reactive thiol-specific spin-label. A specific conformational probe of thiol site structure by virtue of its minimal rotational freedom and distance from the covalent disulfide linkage to the macromolecule under study.

Applications (R)-(((1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic Acid Methyl Ester Trimethylamine is an intermediate in the synthesis of Tenofovir (T018500), is an acyclic phosphonate nucleotide analogue.
References Peng, J., et al.: J. Clin. Pharmacol., 46, 265 (2006), Seminari, E., et al.: J. Antimicrob. Chemother., 60, 831 (2007),

Applications Intermediate in the preparation of α-Ribavirin.

Applications Used in the synthesis of enantioselective synthesis of carbocyclic ribavirin, its analogs and other antiviral agents.
References Kuang, R. et al.; Tetrahedron Lett. 41, 9575 (2000)

Applications 2-Hydroxy-2-methylpropanethioamide is an thioamide compound integrated as an constituent in the synthesis of Ritonavir (R535000) and its derivatives.

Applications (S)-(5S,6S,8S)-5,8-Dibenzyl-12,12-dimethyl-3,10-dioxo-1-(thiazol-5-yl)-2,11-dioxa-4,9-diazatridecan-6-yl 2-(3-((2-Isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate is an protected prodrug of Ritonavir (R535000), which is a selective HIV protease inhibitor.

Applications 1-[2-O-(Phenoxythioxomethyl)-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxamide is an intermediate in the synthesis of 2’-Deoxyribavirin-5’-triphosphate (D2149940) Triethylamine Salt, a potential new inhibitor for HIV-1 replication.
References Vivet-Boudou, V., et al.: Nucleos. Nucleot. Nucl., 26, 743 (2007);

Applications (S)-Isopropyl 2-(((R)-(((2R,3R,4R,5R)-3-((tert-Butyldimethylsilyl)oxy)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate is an intermediate in the synthesis of Sofosbuvir (R)-Phosphate (S675615), which is an impurity of PSI-7977 (P839640), a prodrug that is metabolized to the active antiviral agent 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.
References Lam, A.M.,et al.: Antimicrob. Agents. Chemotherapy., 56, 3359 (2012); Lam, A.M., et al.: J. Virol., 85, 12334 (2011); Sofia, M.J., et al.: J. Medn. Chem., 53, 7202 (2010)