Synthesis of 1-benzyl-1,2,3,4-tetrahydroisoquinoline, Part I: Grignard synthesis of 1-(substituted benzyl)-1,2,3,4-tetrahydroisoquinoline models with potential antibacterial activity was written by Al-Hiari, Yusuf M.;Sweileh, Bassam A.;Shakya, Ashok K.;Abu Sheikha, Ghassan;Almuhtaseb, Sabah I.. And the article was included in Jordan Journal of Pharmaceutical Sciences in 2009.Category: isoquinoline This article mentions the following:
(Benzyl)tetrahydroisoquinoline alkaloids have interesting biol. activity. 1-(Substituted benzyl)-1,2,3,4-tetrahydroisoquinolines, e.g., I, were prepared via Grignard addition to 3,4-dihydroisoquinolines in good yields. But this procedure is failed for the case of benzyloxybenzyl- and 4-hydroxybenzyl Grignards due to side reactions and low chem. yields. Therefore an alternative strategy based on lithiation of N-benzoyl-1,2,3,4-tetrahydroisoquinoline followed by alkylation was applied and the desired products were obtained in reasonable yields. All products and intermediates were isolated, purified and their structure confirmed using NMR, IR and MS techniques. The antibacterial activity against tetracycline resistant MRSA revealed that some compounds were identified as being of potential interest. In particular, some of the prepared products showed interesting antibacterial activity with MIC ranges of 10 to 64 μg/mL. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1Category: isoquinoline).
6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3.Category: isoquinoline
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem