21979-59-9

Basic information

• Product Name: 6-METHOXY-1-METHYLQUINOLINIUM IODIDE
• Synonyms: 6-METHOXY-1-METHYLQUINOLINIUM IODIDE;Quinolinium, 6-methoxy-1-methyl-, iodide;6-Methoxy-1-methylquinolin-1-ium iodide
• CAS NO: 21979-59-9
• Molecular Formula: C11H12INO
• Molecular Weight: 301.12355
• Mol File: 21979-59-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 6-METHOXY-1-METHYLQUINOLINIUM IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-1-METHYLQUINOLINIUM IODIDE(21979-59-9)
• EPA Substance Registry System: 6-METHOXY-1-METHYLQUINOLINIUM IODIDE(21979-59-9)

Safety Data

• Hazardous Substances Data: 21979-59-9(Hazardous Substances Data)

Usage

General Description

6-METHOXY-1-METHYLQUINOLINIUM IODIDE is a chemical compound with the molecular formula C11H12INO. It is a quinoline derivative that is commonly used as a reagent in organic synthesis. 6-METHOXY-1-METHYLQUINOLINIUM IODIDE is a highly fluorescent molecule and has been used as a fluorescent label in various biological and biochemical studies. It has also been studied for its potential applications in organic light-emitting diodes (OLEDs) and as a sensitizer in photodynamic therapy for cancer treatment. Additionally, 6-METHOXY-1-METHYLQUINOLINIUM IODIDE has been investigated for its antimicrobial and antiviral properties, showing potential as a therapeutic agent in the field of medicine.

InChI:InChI=1/C11H12NO/c1-12-7-3-4-9-8-10(13-2)5-6-11(9)12/h3-8H,1-2H3/q+1

Upstream product

• 5263-87-6 6-methoxy quinoline 
• 74-88-4 methyl iodide 
• 104-94-9 4-methoxy-aniline 
• 580-16-5 6-hydroxyquinoline 

Downstream Products

• 187679-62-5 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline 
• 189886-33-7 (E)-3-{4-[Hydroxy-(6-methoxy-1-methyl-1,2,3,4-tetrahydro-quinolin-3-ylmethoxy)-phosphoryl]-phenyl}-acrylic acid isopropyl ester 
• 69906-04-3 5-methoxy-2-(methylamino)benzaldehyde 
• 101729-71-9 6-methoxy-2-(4-methoxy-phenyl)-1-methyl-1,2-dihydro-quinoline 

Relevant articles and documents

A Concave Fluorescent Sensor for Anions Based on 6-Methoxy-1-methylquinolinium

The ligand 2, in which three fluorogenic 6-methoxy-1-methylquinolinium fragments are appended to a mesityl platform, in MeCN forms 1:1 adducts with halides and other inorganic anions. 1H NMR studies and molecular modelling indicate that 2 provides a cavity for anion inclusion and establishes electrostatic interactions with the guest. Anion inclusion induces quenching of the fluorogenic fragments with an efficiency decreasing along the series Br - ? I- > NCS- ? Cl- > NO3- > > HSO4-. The fluorimetric response of 2 to anions is orders of magnitude more sensitive than that of just 6-methoxy-1-methylquinolinium, ligand 1.

Design, Synthesis, and Antifungal Evaluation of Neocryptolepine Derivatives against Phytopathogenic Fungi

Neocryptolepine is an alkaloid isolated from traditional African herbal medicine Cryptolepis sanguinolenta, and its broad spectrum of biological activities has been illuminated in past decades. In this study, neocryptolepine and its derivatives (1-49) were designed and synthesized from economical and readily available starting materials. Their structures were confirmed by proton nuclear magnetic resonance, carbon nuclear magnetic resonance, and mass spectrometry. The synthesized compounds were screened for their antifungal profile against six agriculturally important fungi Rhizoctonia solani, Botrytis cinerea (B. cinerea), Fusarium graminearum, Mycosphaerella melonis, Sclerotinia sclerotiorum, and Magnaporthe oryzae. The results of in vitro assay revealed that compounds 5, 21, 24, 35, 40, 45, and 47 presented remarkable antifungal activity against the fungi tested with EC50 values lower than 1 μg/mL. Significantly, compound 24 displayed the most effective inhibitory potency against B. cinerea (EC50 = 0.07 μg/mL), and the data from in vivo experiments revealed that compound 24 demonstrated comparable protective activity with the positive control boscalid. Preliminary mechanism studies indicated that compound 24 showed impressive spore germination inhibitory effectiveness and lower cytotoxicity than azoxystrobin, imparted on normal function of the cell membrane and cell wall, and arrested the normal function of the nucleus. Besides the excellent inhibitory activity against agriculturally important phytopathogenic fungi tested, the designed assemblage possesses several benefits with a high profile of variation in synthesized molecules, the ease of synthesis, and good cost-effectiveness of commercially available synthetic reagents, all of these have highlighted the potential worth of compound 24 as a new and highly efficient agricultural fungicide.

Synthesis of novel tetra- and pentacyclic benzosultam scaffolds via domino Knoevenagel hetero-Diels-Alder reactions in water

An efficient catalyst-free and diastereoselective synthesis of novel dihydropyrano[2,3-d]pyrimidine and dihydropyrano[3,2-c]chromen-annulated benzosultams is described. A number of (E)-N-(2-formylphenyl)-N-methyl-2- phenylethenesulfonamides were synthesized and underwent a one-pot domino Knoevenagel hetero-Diels-Alder reaction, respectively, with N,N- dimethylbarbituric acid and 4-hydroxycoumarin in water, giving the desired products, in moderate to excellent yields.