2679-26-7

Usage

Uses

Used in Research and Experimental Studies:
1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide is used as a fluorescent dye and stain for biological imaging applications. Its role as a labeling and tracking agent allows researchers to visualize and analyze specific cellular components and structures with high precision.
Used in Pharmaceutical Research:
1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide has been investigated for its potential anti-cancer and anti-inflammatory properties. Its complex structure and positive charge may contribute to its interaction with biological targets, making it a promising candidate for the development of new therapeutic agents.
Used in Medical Diagnostics:
Due to its fluorescent properties, 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide can be employed in the detection and analysis of various biological processes and structures. This application can aid in the diagnosis and monitoring of diseases, as well as in the assessment of treatment efficacy.

Upstream product

• 58-74-2 Papaverine 
• 74-88-4 methyl iodide 

Downstream Products

• 68346-09-8 2-Methylisopapaverin 
• 20323-75-5 6,7-dimethoxy-2-methyl-1(2H)-isoquinolone 
• 58-74-2 Papaverine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-07-2 Veratric acid 
• 90706-46-0 <1-D>-1,2-Dihydro-2-methylpapaverin 
• 74065-00-2 1,6-dimethylamino-2-(3,4-dimethoxyphenyl)-7-methoxynaphthalene 
• 65047-63-4 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1-naphthol 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 302587-09-3 N,N-diethyl-6-(3'-hydroxy-6',7'-dimethoxy-1',4'-dioxo-2'-naphthalenyl)-2,3-dimethoxy-benzamide 
• 302587-08-2 N,N-diethyl-6-(6',7'-dimethoxy-1',4'-dihydro-2'-naphthalenyl)-2,3-dimethoxy-benzamide 
• 302587-07-1 N,N-diethyl-6-(1'-hydroxy-6',7'-dimethoxy-2'-naphthyl)-2,3-dimethoxybenzamide 
• 302587-06-0 N,N-diethylamino-2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1-naphthyloxymrthanone 
• 302331-54-0 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1,4-dihydro-1,4-naphthalenedione 

Relevant academic research and scientific papers

Biotransformation of phenolic 1-benzyl-N-methyltetrahydroisoquinolines in plant cell cultures followed by LC/NMR, LC/MS, and LC/CD

(±)-1-Benzyl-N-methyltetrahydroisoquinolines 7-10 and 11-14 with one and two hydroxy groups on the aromatic rings, respectively, were fed individually to cultured cells of Corydalis and Macleaya species, respectively. The structures of the metabolites were determined by using combinatorial techniques, including LC/NMR, LC/MS-MS, and LC/CD. The enantiomeric excesses of the metabolites were derived from LC/CD and LC/MS-MS analyses. In cell cultures of Corydalis and Macleaya species, laudanine (7), with a hydroxy group at C-3′, can form the berberine bridge at C-2′ and C-6′ to produce S- and R-enantiomers of 2,3,9,10- and 2,3,10,11-oxygenated protoberberines (20 and 21), respectively, whereas reticuline (11) and protosinomenine (12), incoporating a hydroxy group at C-3′, form the berberine bridge at C-2′ to furnish the S-enantiomer of 2,3,9,10-oxygenated protoberberines (23 and 21), respectively.

Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents

Twenty-six simple isoquinolines and 21 benzylisoquinolines were tested for antimicrobial, antimalarial, cytotoxic, and anti-HIV activities. Some simple isoquinoline alkaloids were significantly active in each assay, and may be useful as lead compounds for developing potential chemotherapeutic agents. These compounds include 13 (antimicrobial), 25, 26, and 42 (antimalarial), 13 and 25 (cytotoxic), and 28 and 29 (anti-HIV). A quaternary nitrogen atom of isoquinolium or dihydroisoquinolinium type may contribute to enhanced potency in the first three types of activities. In contrast, anti-HIV activity was found with tetrahydroisoquinoline and 6,7-dihydroxyisoquinolium salts.

From phenylacetylphenylacetic acids and 1-benzylisoquinolines to 6,11-dihydrobenzo[b]naphtho[2,3-d]furan-6,11-diones, 6H-dibenzo[c,h]chroman-6-ones and 7,12-dihydro-5H-dibenzo[c,g]chroman-5,7,12-triones via 2-phenyl-3-hydroxy-1,4-dihydro-1,4-naphthalenediones or 2-phenyl-1-naphthols

We describe the synthesis of 6,11-dihydrobenzo[b]naphtho[2,3-d]furane-6,11-diones, 6H-Dibenzo[c,h]chroman-6-ones and 7,12-dihydro-5H-dibenzo[c,g]chroman-5,7,12-triones from 2-(2'-phenyl)-3-hydroxy-1,4-dihydro-1,4-naphthalenediones or 2-phenyl-1-naphthols obtained from 2-(2'-bromophenylacetyl)-phenylacetic acids or 1-benzylisoquinolines. (C) 2000 Elsevier Science Ltd.

Berberis alkaloids XXXIX. New alkaloids from B. densiflora

The alkaloid composition of the leaves of Berberis densiflora has been studied. Berberine, β-allocryptopine, oxyacanthine, glautine, thalicmidine, isocorydine, O-methylcorypalline and the new bases densinine and densiberine have been isolated. The structures of the new alkaloids have been established by a study of spectral characteristics and chemical transformations. This is the first time that any of the known alkaloids, apart from berberine, have been isolated from a plant of this species and it is the first time that β-allocryptopine and O-methylcorypalline have been isolated from the Berberis genus.

ALKALOIDS FROM THE ROOTS OF Papaver pseudo-orientale (FEDDE) MEDW.

Two new alkaloids, pseudorine (Ia) (quaternary benzyltetrahydroisoquinoline type) and pseudoronine (II) (benzil type), were isolated from the roots of Papaver pseudo-orientale (FEDDE) MEDW.This is a first occurence of this type of alkaloids in Papaveraceae.The main component of the tertiary alkaloid fraction was isothebaine accompanied by smaller amounts of orientalidine, mecambridine, bracteoline, nuciferine, protopine, and allocryptopine.The presence of salutaridine and papaverrubine D was established.Traces of coptisine and palmatine were also found in some samples.Strongly polar portion of the extract was converted to iodides.N-Methylisothebainium iodide (IIIa) (major component), pseudorine iodide (Ia), and corytuberine hydriodide (IV) (significant amounts), a minor alkaloids such as alborine iodide (alkaloid PO-5), pseudoronine (II), and magnoflorine iodide (IIIb) were isolated from this source.Structure of pseudorine was determined by UV, IR, 1H, and 13C NMR spectroscopy and using the correlation with laudanosine and codamine.Proposed structure of pseudoronine is based on the mass spectra comparison.

Evidence for a Radical Chain Mechanism for the Knabe Reaction of 1,2-Dihydro-2-methylpapaverine

A free radical chain mechanism is proposed for the Knabe reaction and the accompanying elimination reaction on account of their nonintegral reaction order and of successful inhibition experiments. 3,4-Dimethoxybenzyl radicals are the chain carrying species.Battersby's synthesis of N-methylpavine (19) from 1,2-dihydro-2-methylpapaverine (9) is dependent on the presence of formic acid as radical chain inhibitor.In the presence of inhibitors 1-benzyl-1,4-dihydro-2-methylisoquinolinium ions like 10 are persistent species whose chemistry can now be investigated.