1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide

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1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide | CAS 162558-52-3

Catalog Number A14-0079
Category Calcium, Chloride and Other indicators
Molecular Formula C14H16BrN3
Molecular Weight 326.19
Catalog Number Size Price Quantity
A14-0079 -- --

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Product Introduction

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromidechloride is a fluorescent indicator for measurement of intracellular and extracellular chloride concentrations.

  • Chemical Information

  • Product Specification

  • Application

  • Computed Properties

  • Literatures

  • Patents

Synonyms MQAE; N-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide; (6-Methoxyquinolinio)acetic acid ethyl ester bromide
IUPAC Name ethyl 2-(6-methoxyquinolin-1-ium-1-yl)acetate;bromide
Canonical SMILES CCOC(=O)C[N+]1=CC=CC2=C1C=CC(=C2)OC.[Br-]
InChI InChI=1S/C14H16NO3.BrH/c1-3-18-14(16)10-15-8-4-5-11-9-12(17-2)6-7-13(11)15;/h4-9H,3,10H2,1-2H3;1H/q+1;/p-1
InChIKey DSLLHVISNOIYHR-UHFFFAOYSA-M
Appearance Pale Yellow Solid
Signal Warning
GHSHazardStatements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide, a quaternary ammonium compound, finds diverse applications in biochemical and biophysical research. Here are four key applications:

Fluorescence Probe Development: Utilizing its distinctive fluorescence properties, 1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide serves as a fluorescent probe in various biochemical assays. Researchers leverage its capabilities to detect and analyze biomolecules like nucleic acids and proteins, enabling the real-time tracking of cellular processes and biochemical events with precision.

Membrane Potential Studies: Scientists employ this compound in the examination of membrane potentials across biological membranes. By integrating 1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide into cell membranes, they can monitor fluctuations in membrane potential, providing insights into essential cellular activities such as ion transport and signal transduction. This aids in the exploration of diverse physiological and pathological states in distinct cell types, shedding light on intricate cellular dynamics.

Antimicrobial Activity Research: Investigated for its antimicrobial properties, 1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide displays potential in combatting microbial infections. Its positively charged nature facilitates interactions with and disruption of microbial cell membranes, making it a promising candidate for the development of novel antimicrobial agents. Researchers delve into the compound’s efficacy and mechanisms of action, paving the way for innovative solutions in the fight against bacterial and fungal infections.

Chemical Biology Studies: Serving a critical role in chemical biology investigations, 1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide is utilized to modify and interact with biological molecules through both covalent and non-covalent means. This application is essential for studying the dynamic interactions and functions of molecular species within complex biological systems, providing valuable insights into molecular dynamics and functions critical for advancing our understanding of biological processes.

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 5
Exact Mass 325.03136 g/mol
Monoisotopic Mass 325.03136 g/mol
Topological Polar Surface Area 39.4Ų
Heavy Atom Count 19
Formal Charge 0
Complexity 282
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes
PMID Publication Date Title Journal
8736 1976-05-01 The haemolytic effect of phallolysin Naunyn-Schmiedeberg's archives of pharmacology
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