32728-75-9

Usage

Uses

Used in Traditional Chinese Medicine:
Cavidine is used as an anti-inflammatory, analgesic, and sedative agent for its traditional medicinal properties.
Used in Cancer Therapy:
Cavidine is used as an anticancer agent for its potential to inhibit the growth of cancer cells and induce apoptosis in various cancer cell lines.
Used in Cardiovascular Disease Treatment:
Cavidine is used as a therapeutic agent for its potential in treating cardiovascular diseases, modulating molecular targets involved in these conditions.
Used in Neurological Disorder Treatment:
Cavidine is used as a treatment for neurological disorders, leveraging its ability to modulate molecular targets and signaling pathways related to these conditions.

InChI:InChI=1/C21H23NO4/c1-12-14-4-5-17-21(26-11-25-17)16(14)10-22-7-6-13-8-18(23-2)19(24-3)9-15(13)20(12)22/h4-5,8-9,12,20H,6-7,10-11H2,1-3H3/t12-,20+/m0/s1

Upstream product

• 13168-51-9 N-benzoyl-norreticuline 
• 1699-46-3 reticuline 
• 485-19-8 (R)-reticuline 
• 79055-82-6 Methanesulfonic acid (6S,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-ylmethyl ester 
• 79055-77-9 (+)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 79055-79-1 (+)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 79082-09-0 (+)-cis-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(hydroxymethyl)tetrahydroprotoberberine 
• 79055-81-5 (+)-cis-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 72744-54-8 5-bromo-benzo[1,3]dioxole-4-carbaldehyde 

Relevant academic research and scientific papers

Three-Step Catalytic Asymmetric Total Syntheses of 13-Methyltetrahydroprotoberberine Alkaloids

(S,R)-N-PINAP was identified to be the chiral ligand for highly enantioselective CuI-catalyzed reaction of tetrahydroisoquinolines (THIQs), alkynes, and 2-bromobenzaldehyde derivatives. This enables us to accomplish the first asymmetric total synthesis of 12 natural 13-methyltetrahydroprotoberberine (13-MeTHPB) alkaloids in only three catalytic steps with 47-64% overall yields. In addition, the Pd-catalyzed reductive Heck cyclization was successfully extended to three Pd-catalyzed domino reactions (Heck/Suzuki, Heck/Sonogashira, and Heck/Heck), which greatly expands the synthetic utility of this catalytic strategy and allows expeditious access to 13-substituted tetrahydroprotoberberines for further bioactivity evaluation.

THE BIOSYNTHESIS OF THE ALKALOIDS OF CORYDALIS MEIFOLIA WALL.

Tracer experiments show that corlumine, cavidine and yenhusomine are stereospecifically biosynthesized from (R)-(-)-reticuline.

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.