2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione

Base Information

• Chemical Name: 2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione
• CAS No.: 611187-05-4
• Molecular Formula: C16H13NO3
• Molecular Weight: 267.284
• Hs Code.: 2933499090
• Mol file: 611187-05-4.mol

Synonyms:2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione

Chemical Property of 2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione

Chemical Property:

• PSA: 46.61000
• LogP: 2.28120
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO; Methanol

Purity/Quality:

97% ^*data from raw suppliers

2-(Benzyloxy)isoquinoline-1,3(2H,4H)-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(Benzyloxy)isoquinoline-1,3(2H,4H)-dione is an intermediate in the synthesis of 2-Hydroxyisoquinoline-1,3(2H,4H)-dione (H939800). 2-Hydroxyisoquinoline-1,3(2H,4H)-dione was recently discovered as a scaffold for the inhibition of HIV-1 integrase and the RNase H function of HIV-1 reverse transcriptase. Its interaction with Mg2+ and Mn2+ was investigated using different spectroscopic techniques and it was reported that 2-hydroxyisoquinoline-1,3(2H,4H)-dione forms a 1:1 complex with Mg2+ but a 1:2 complex with Mn2+. Antiviral agent.

Technology Process of 2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione

There total 2 articles about 2-(benzyloxy)isoquinoline-1,3(2H,4H)-dione 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: 85.0%

Homophthalic acid (89-51-0) + N-benzyloxyamine (622-33-3) → 2-benzyloxyisoquinoline-1,3(2H,4H)-dione (611187-05-4)

Guidance literature:

In toluene; for 12h; Reflux;

DOI:10.1021/jm8007085

Reference yield: 48.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + homophthalic anhydride (703-59-3) → 2-benzyloxyisoquinoline-1,3(2H,4H)-dione (611187-05-4)

Guidance literature:

With triethylamine; In toluene; for 4h; Dean-Stark; Heating;

Reference yield: 86.0%

2-benzyloxyisoquinoline-1,3(2H,4H)-dione (611187-05-4) → 2-hydroxyisoquinoline-1,3(2H,4H)-dione (6890-08-0)

Guidance literature:

2-benzyloxyisoquinoline-1,3(2H,4H)-dione; With boron tribromide; In dichloromethane; at 20 ℃;

With water; In dichloromethane; at 20 ℃;

DOI:10.1021/jm8007085

upstream raw materials:

Homophthalic acid

N-benzyloxyamine

O-benzylhydoxylamine hydrochloride

homophthalic anhydride

Downstream raw materials:

2-hydroxyisoquinoline-1,3(2H,4H)-dione

C₁₈H₁₅NO₅

Refernces

• 1、 -. "AN ANTIVIRAL AGENT INHIBITING RNase H ACTIVITY OF DNA POLYMERASE OF HEPATITIS B VIRUS". Page/Page column 12. . Retrieved 2018/10/04.
• 2、 Billamboz, Muriel,Bailly, Fabrice,Barreca, Maria Letizia,De Luca, Laura,Mouscadet, Jean-Fran?ois,Calmels, Christina,Andréola, Marie-Line,Witvrouw, Myriam,Christ, Frauke,Debyser, Zeger,Cotelle, Philippe. "Design, synthesis, and biological evaluation of a series of 2-hydroxyisoquinoline-1,3(2H,4H)-diones as dual inhibitors of human immunodeficiency virus type 1 integrase and the reverse transcriptase RNase H domain". experimental part. p. 7717 - 7730. Retrieved 2009/12/07.