59304-98-2

Upstream product

• 27699-93-0 2‐hydroxy‐1,4‐naphthoquinone 
• 104-88-1 4-chlorobenzaldehyde 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 1402666-19-6 C₁₇H₁₀Cl₂O₂ 
• 1878-66-6 4-chlorophenylacetic Acid 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Downstream Products

• 1402665-91-1 3-(2-oxy-3-(4-chlorobenzyl)naphthalene-1,4-dione)hexyl triphenylphosphonium bromide 
• 1402666-20-9 2-(4-chlorobenzyl)-3-(6-bromohexyloxy)naphthalene-1,4-dione 

Relevant academic research and scientific papers

Organocatalytic Enantioselective Michael-Aldol[3+2] Annulation for the Synthesis of Nitro-Methanobenzo[7] annulenes

We report an enantioselective Michael-Aldol[3+2] annulation between 2-alkyl-3-hydroxynaphthalene-1,4-diones and nitroalkenes using a bifunctional thiourea catalyst, and a series of nitro-methanobenzo[7]annulenes with potential biological activities were synthesized in good yields with excellent enantio- and diastereoselectivities. A gram-scale synthesis and further transformation of the product demonstrated the synthetic value of this reaction.

Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes

Pharmaceutically and structurally important methanobenzo[7]annulenes were synthesized in very good yields with excellent enantio- and diastereoselectivities through an unprecedented organocatalytic formal [3+2] cycloaddition from readily available 2-alkyl-3-hydroxynaphthalene-1,4-diones and alkyl vinyl ketones.

SMALL MOLECULE NAPHTHOQUINONE- AND PHTHALIMIDE-BASED LIPOCATIONS AS ANTI-PARASITIC AGENTS

Small molecule naphthoquinone- and phthalimide-based lipocations are provided, as well as methods for their use in treating or preventing anti-parasitic diseases, such as malaria, Chagas disease, and African Sleeping Sickness.

1,4-naphthoquinone cations as antiplasmodial agents: Hydroxy-, acyloxy-, and alkoxy-substituted analogues

Cations of hydroxy-substituted 1,4-naphthoquinones were synthesized and evaluated as antiplasmodial agents against Plasmodium falciparum. The atovaquone analogues were found to be inactive as antagonists of parasite growth, which was attributed to ionization of the acidic hydroxyl moiety. Upon modification to an alkoxy substituent, the antiplasmodial activity was restored in the sub-100 nM range. Optimal inhibitors were found to possess IC50 values of 17.4-49.5 nM against heteroresistant P. falciparum W2.