66408-36-4

Basic information

• Product Name: (+/-)-Nor-β-hydrastine
• Synonyms: (+/-)-Nor-β-hydrastine;(3S)-rel-6,7-DiMethoxy-3-[(5R)-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
• CAS NO: 66408-36-4
• Molecular Formula: C20H19NO6
• Molecular Weight: 369.36796
• Product Categories: Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 66408-36-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+/-)-Nor-β-hydrastine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-Nor-β-hydrastine(66408-36-4)
• EPA Substance Registry System: (+/-)-Nor-β-hydrastine(66408-36-4)

Safety Data

• Hazardous Substances Data: 66408-36-4(Hazardous Substances Data)

Usage

Description

(+/-)-Nor-β-hydrastine is a GABAergic receptor-binding phthalideisoquinoline alkaloid, which is a type of organic compound that has the ability to bind to GABAergic receptors. These receptors play a crucial role in the central nervous system, particularly in the regulation of neuronal excitability and the transmission of inhibitory signals.

Uses

Used in Pharmaceutical Industry:
(+/-)-Nor-β-hydrastine is used as a GABAergic receptor-binding agent for its potential therapeutic applications in the treatment of various neurological and psychiatric disorders. Its ability to interact with GABAergic receptors suggests that it may have anxiolytic, sedative, and anticonvulsant properties, making it a promising candidate for the development of new drugs to address these conditions.
Used in Research and Development:
(+/-)-Nor-β-hydrastine is also used as a research tool in the field of neuroscience to study the function and regulation of GABAergic receptors. This can help researchers gain a better understanding of the underlying mechanisms of various neurological and psychiatric disorders, as well as the potential therapeutic effects of GABAergic receptor-binding compounds.

Upstream product

• 191847-32-2 tert-butyl (2-(6-iodobenzo[d][1,3]dioxol-5-yl)ethyl)carbamate 
• 191847-31-1 (2-benzo[1,3]dioxol-5-yl-ethyl) carbaminic acid tert-butyl ester 
• 1484-85-1 3,4-methylenedioxyphenylethylamine 
• 62059-59-0 methyl 6-formyl-2,3-dimethoxybenzoate 
• 519-05-1 opianic acid 
• 73563-23-2 3-bromo-6,7-dimethoxyphthalide 
• 569-31-3 meconin 
• 1521-38-6 2,3-dimethoxybenzoic acid 
• 66408-34-2 6-(7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-5-carbonyl)-2,3-dimethoxy-benzoic acid 
• 549-21-3 oxyberberine 
• 71733-96-5 9,10,13a-trimethoxy-2,3-(methylenedioxy)-8,13-dioxo-5,6,13,13a-tetrahydro-8H-dibenzoquinolizine 
• 71733-98-7 1-[(3',4'-dimethoxy-2'-methylcarboxy)benzoyl]-6,7-methylenedioxyisoquinoline 
• 132234-28-7 2-Brom-3,4-dimethoxybenzaldehyd-dimethyl-acetal 
• 104270-87-3 6-Formyl-2,3-dimethoxybenzoesaeure-ethylester 

Relevant articles and documents

An Acid-Catalyzed Epoxide Ring-Opening/Transesterification Cascade Cyclization to Diastereoselective Syntheses of (±)-β-Noscapine and (±)-β-Hydrastine

An acid-catalyzed stereoselective epoxide ring-opening/intramolecular transesterification cascade cyclization reaction and N-Boc deprotection was found to be a successful strategy to construct the phthalide tetrahydroisoquinoline skeleton in one pot. Based on this strategy, the unified and highly diastereoselective routes for the total syntheses of (±)-β-Noscapine and (±)-β-Hydrastine were exploited.

A Pyrolytic Route to the Phthalide-Isoquinolines

Pyrolysis of 8,13-dioxo-14-methoxycanadine (5) yields methyl keto ester 11 (35percent), aromatic phthalide-isoquinoline 12 (15percent), and (+)-chilenine (13, 7percent).Methyl keto ester 11 can be reduced quantitatively to 12 with sodium borhydride.Cataly