78987-02-7

Usage

Uses

Used in Pharmaceutical Industry:
[(6S,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-yl]methanol is used as a potential therapeutic agent for various medical conditions due to its structural relation to isoquinoline alkaloids, which exhibit anti-inflammatory, analgesic, and antitumor properties.
Used in Research and Development:
[(6S,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-yl]methanol is used as a subject of ongoing research and investigation to explore its specific biological activities and pharmacological potential, with the aim of developing new drugs and therapies based on its unique properties.
Used in Drug Delivery Systems:
Similar to gallotannin, [(6S,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-yl]methanol may benefit from novel drug delivery systems to enhance its applications and efficacy against specific conditions. Various organic and metallic nanoparticles could be employed as carriers for [(6S,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-yl]methanol, aiming to improve its delivery, bioavailability, and therapeutic outcomes.

Upstream product

• 75267-21-9 anhydride of 3,4-methylenedioxyhomophthalic acid 
• 72744-56-0 5-bromobenzo[d][1,3]dioxole-4-carboxylic acid 
• 38699-84-2 4-bromo-6,7-methylenedioxy-1-indanone 
• 78987-00-5 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 78986-98-8 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 78986-99-9 (+/-)-cis-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 78987-03-8 (±)-cis-2,3-dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methanesulfoxymethyl)tetrahydroprotoberberine 
• 78987-01-6 (+/-)-cis-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 66271-19-0 5-bromo-6H-indeno[4,2-d][1,3]dioxole-7,8-dione-7-oxime 
• 66271-20-3 6-bromo-5-carboxymethyl-benzo[1,3]dioxole-4-carboxylic acid 
• 66303-84-2 2-carboxy-3,4-(methylenedioxy)phenylacetic acid 
• 56920-74-2 3-(2-bromo-4,5-methylenedioxyphenyl)propionic acid 

Relevant academic research and scientific papers

Substrate scope in the direct imine acylation of ortho-substituted benzoic acid derivatives: The total synthesis (±)-cavidine Dedicated to the memory of Sandy McKillop - Colleague, mentor, collaborator and friend

The direct imine acylation (DIA) and subsequent cyclisation of a range of imines with ortho-substituted benzoic acid derivatives is described. Variation in the coupling reagents, imine and benzoic acid were all examined. The DIA procedure was also applied in the total synthesis of (±)-cavidine.

Studies in Protoberberine Alkaloids: Part XIX - Synthesis of (+/-)-Thalictrifoline, (+/-)-Sinactine and (+/-)-Cavidine

(+/-)-Thalictrifoline (14), (+/-)-sinactine (13) and (+/-)-cavidine (18) have been synthesised from trans- and cis-13-carboxy-9,10-methylenedioxy-2,3-dimethoxy-8-oxo-tetrahydroprotoberberines (8 and 9). 8 and 9 are obtained by condensing 3,4-methylenedioxyhomophthalic anhydride (6) and 6,7-dimethoxyisoquinoline (7).

Absolute Configurations of the cis- and trans-13-Methyltetrahydroprotoberberines. Total Synthesis of (+)-Thalictricavine, (+)-Canadine, (+/-)-, (-)-, and (+)-Thalictrifoline, and (+/-)-, (-)-, and (+)-Cavidine

The tetrahydroprotoberberine alkaloids (+)-thalictricavine and (+)-canadine have been synthesized from an optically resolved (+)-13-carboxy-7,8,13,14-tetrahydro-9-oxoprotoberberine .This establishes the absolute configuration of (+)-thalictricavine as 13S,14R. (+)-Thalictrifoline and (+)-cavidine have also been prepared from a common intermediate, (+)-32, whose absolute configuration was established by correlation with (+)-26.This determines the absolute configuration of (+)-thalictrifoline as 13R,14R, of (+)-corydalic acid methyl ester (22) as 3R,4R, and of the protopine (+)-corycavine (20) as 13R.