79082-64-7

Basic information

• Product Name: (-)-CorluMine
• Synonyms: Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-((1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)-, (6S)-
• CAS NO: 79082-64-7
• Molecular Formula: C21H21NO6
• Molecular Weight: 383.39454
• Mol File: 79082-64-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 158-160℃ (Decomposition)
• Boiling Point: 542.1°Cat760mmHg
• Flash Point: 281.6°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 8.17E-12mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: (-)-CorluMine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-CorluMine(79082-64-7)
• EPA Substance Registry System: (-)-CorluMine(79082-64-7)

Safety Data

• Hazardous Substances Data: 79082-64-7(Hazardous Substances Data)

Usage

General Description

(-)-CorluMine is a chemical compound that belongs to the class of alkaloids and is isolated from the plant species Coriaria thymifolia. It is a potent and selective antagonist for the neuronal α7 nicotinic acetylcholine receptor, which is involved in various physiological and pathological processes in the central nervous system. (-)-CorluMine has been studied for its potential medicinal properties, particularly its ability to modulate synaptic transmission, reduce neuroinflammation, and improve cognitive function. Research on this compound has also shown its potential for treating neurodegenerative diseases, such as Alzheimer's and Parkinson's, by targeting the α7 nicotinic acetylcholine receptor. The compound is also being investigated for its analgesic and anti-inflammatory properties, as well as its potential in the treatment of psychiatric disorders.

InChI:InChI=1/C21H21NO6/c1-22-7-6-11-8-15(24-2)16(25-3)9-13(11)18(22)19-12-4-5-14-20(27-10-26-14)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1

Upstream product

• 485-51-8 (+/-)-corlumine 
• 21414-43-7 l-adlumidine 
• 524-46-9 (+)-adlumine 
• 64361-55-3 6-((E)-6,7-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-ylidene)-6H-furo[3',4':3,4]benzo[1,2-d][1,3]dioxol-8-one 
• 30045-07-9 2-methyl-6,7-dimethoxy-3,4-dihydroisoquinolinium iodide 
• 125239-01-2 Potassium; 8-oxo-6,8-dihydro-furo[3',4':3,4]benzo[1,2-d][1,3]dioxole-6-carboxylate 
• 80053-50-5 6,7-methylenedioxy-3-chlorophthalide 
• 201230-82-2 carbon monoxide 
• 58343-48-9 5-formyl-benzo[1,3]dioxole-4-carboxylic acid 
• 64395-09-1 8-oxo-6,8-dihydro-furo[3',4':3,4]benzo[1,2-d][1,3]dioxole-6-carboxylic acid (3,4-dimethoxy-phenethyl)-methyl-amide 
• 124-38-9 carbon dioxide 
• 56008-63-0 4-bromobenzo[d][1,3]dioxole-5-carbaldehyde 
• 168776-08-7 4-bromo-5-chloromethyl-benzo[1,3]dioxole 
• 247579-51-7 2-bromo-3,4-(methylenedioxy)phenylacetonitrile 

Downstream Products

• 485-51-8 (+)-corlumine 

Relevant articles and documents

Synthesis of phthalideisoquinoline and protoberberine alkaloids and indolo[2,1-α]isoquinolines in a divergent route involving palladium(0)- catalyzed carbonylation

6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-α-hydroxybenzyl)-2-methyl-1,2,3,4- tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4- dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1- α]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium-(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.

A FACILE SYNTHESIS OF PHTHALIDEISOQUINOLINES BY DECARBOXYLATION OF PHTHALIDECARBOXYLATES IN THE PRESENCE OF IMINE METHIODIDES

Decarboxylation of potassium phthalide-3-carboxylates in the presence of acyclic imine methiodides in DMSO leads mainly to 2-acylbenzamides, but with 3,4-dihydroisoquinolinium methiodides, a one step synthesis of phthalideisoquinolines is achieved in mode

3,4 Methylenedioxyphthalide α carboxylic acid: its use in the total synthesis of isoquinoline alkaloids

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