2679-26-7

Basic information

• Product Name: 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide
• Synonyms: N-Methylpapaverine; NSC 169685; 1-((3,4-Dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methylisoquinolinium iodide; Isoquinolinium, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-, iodide; 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methylisoquinolinium iodide; 1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2-dihydroisoquinoline
• CAS NO: 2679-26-7
• Molecular Formula: C₂₁H₂₄NO₄*I
• Molecular Weight: 355.4275
• EINECS: 220-232-8
• Mol File: 2679-26-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 505.5°C at 760 mmHg
• Flash Point: 145.5°C
• Density: 1.128g/cm³
• Vapor Pressure: 2.42E-10mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide(2679-26-7)
• EPA Substance Registry System: 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide(2679-26-7)

Safety Data

• Hazardous Substances Data: 2679-26-7(Hazardous Substances Data)

Usage

General Description

1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide is a chemical compound with the molecular formula C24H28NO3I. It is a quaternary ammonium salt that contains a nitrogen atom and is positively charged. 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide is used in research and experimental studies as a fluorescent dye and stain for biological imaging applications, particularly for labeling and tracking specific cellular components and structures. It has also been investigated for its potential pharmacological activities and therapeutic uses, including anti-cancer and anti-inflammatory properties. The complex structure and properties of 1-((3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methylisoquinolinium iodide make it a valuable tool in various scientific and medical fields for visualization, detection, and analysis of biological processes and structures.

Upstream product

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

Downstream Products

• 4673-06-7 6,7-dimethoxy-2-methyl-1-veratrylidene-1,2-dihydro-isoquinoline 
• 2246-26-6 1,2-dihydro-2-methylpapaverine 
• 1699-51-0 laudanosine 
• 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 

Relevant articles and documents

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.

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.

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.