pimodivir

Base Information

• Chemical Name: pimodivir
• CAS No.: 1629869-44-8
• Molecular Formula: C₂₀H₁₉F₂N₅O₂
• Molecular Weight: 399.4
• Mol file: 1629869-44-8.mol

Synonyms:

Chemical Property of pimodivir

Chemical Property:

• PKA: 4.32±0.40(Predicted)
• Density: 1.501±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Pimodivir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Pimodivir is an inhibitor of influenza virus polymerase basic protein 2 (PB2; KD = <0.003 μM). It also binds to glycogen synthase kinase 3β (GSK3β; Ki = ~1.6 μM) and inhibits the activity of Axl and calcium/calmodulin-dependent protein kinase IIβ (CaMKIIβ) by greater than 50% in a panel of 65 human and rat kinases. Pimodivir decreases the replication of seven adamantine- and neuraminidase inhibitor-resistant strains of influenza virus A (EC50s = <0.15-2.8 nM in a cell-based assay). It increases the antiviral activity of oseltamivir , zanamivir , and favipiravir (T-705; ) with 50% combination index (CI50) values of 0.58, 0.64, and 0.89, respectively, in a cell-based assay. Pimodivir increases survival in a mouse model of intranasal influenza A infection when administered at doses of 1, 3, and 10 mg/kg twice per day.
• Uses: Pimodivir is an orally bioavailable azaindole inhibitor of influenza PB2.

Technology Process of pimodivir

There total 32 articles about pimodivir which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C22H23F2N5O2*ClH → pimodivir (1629869-44-8)

Guidance literature:

With sodium hydroxide; In 2-methyltetrahydrofuran; at 20 - 67 ℃; for 27h;

Reference yield:

C27H25F2N5O4S → pimodivir (1629869-44-8)

Guidance literature:

C₂₇H₂₅F₂N₅O₄S; In tetrahydrofuran; at 20 - 25 ℃; for 16h;

With water; lithium hydroxide; In tetrahydrofuran; at 22 - 45 ℃; for 5h;

Reference yield:

(2S,3S)-methyl 3-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylate → (2S,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid (1629869-44-8)

Guidance literature:

(2S,3S)-methyl 3-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylate; With sodium hydroxide; In tetrahydrofuran; methanol; at 30 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

DOI:10.1021/jm5007275

upstream raw materials:

3-bromo-5-fluoro-1H-pyrrolo-[2,3-b]pyridine

3-bromo-5-fluoro-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

racemic-endo-tetrahydro-4,7-ethylisobenzofuran-1,3-dione

cyclohexa-1,3-diene