605-59-4

Usage

Uses

Used in Organic Synthesis:
1-Ethyl-4-methylquinolinium iodide is used as a reactant in organic synthesis for the preparation of various organic compounds, contributing to the creation of a wide range of chemical products.
Used as a Catalyst in Chemical Reactions:
In the field of catalysis, 1-Ethyl-4-methylquinolinium iodide serves as a catalyst to facilitate various chemical reactions, enhancing the efficiency and selectivity of these processes.
Used in Pharmaceutical Applications:
1-Ethyl-4-methylquinolinium iodide is studied for its potential antimicrobial and antifungal properties, making it a promising candidate for the development of new pharmaceuticals to combat infections.
Used in Antimicrobial Applications:
In the pharmaceutical industry, 1-Ethyl-4-methylquinolinium iodide is used as an antimicrobial agent for its ability to inhibit the growth of certain microorganisms, offering a potential solution for treating infections.
Used in Antifungal Applications:
Similarly, in the pharmaceutical industry, 1-Ethyl-4-methylquinolinium iodide is used as an antifungal agent, targeting the growth of fungi and providing a means to address fungal infections.

InChI:InChI=1/C12H14N/c1-3-13-9-8-10(2)11-6-4-5-7-12(11)13/h4-9H,3H2,1-2H3/q+1

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 75-03-6 ethyl iodide 
• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 
• 62-53-3 aniline 

Downstream Products

• 20591-23-5 1-(1-ethyl-[2]quinolyl)-3-(1-ethyl-[4]quinolyl)-trimethinium ; iodide 
• 19764-90-0 1,1'-Diethyl-4,4'-heptamethinchinocyanin Iodid 
• 70517-02-1 4-[(1-ethyl-1H-[4]quinolyliden)-ethylidene]-3-phenyl-4H-isoxazol-5-one 
• 32151-96-5 1-(3-ethyl-benzoxazol-2-yl)-3-(1-ethyl-[4]quinolyl)-trimethinium ; iodide 
• 63468-67-7 2-[4-(N-acetyl-anilino)-buta-1,3-dienyl]-1-ethyl-quinolinium; iodide 
• 4727-49-5 1,1'-Diethyl-4,4'-cyanine iodide 
• 634-21-9 1,1'-diethyl-2,4-cyanine iodide 
• 112865-46-0 1-Ethyl-4-<3-methyl-2,3-dihydro-benzothiazolyliden-(2)-methyl>-chinolinium-iodid 
• 4727-50-8 cryptocyanine 
• 4846-34-8 1,3-bis-(1-ethyl-quinolinium-4-yl)-5-(1-ethyl-1H-[4]quinolylidene)-penta-1,3-diene; diiodide 
• 52181-10-9 trans-4-<2-<4-(Dimethylamino)phenyl>ethenyl>-1-ethylchinolinium-iodid 
• 110605-55-5 4-(4-dimethylaminophenyl)azomethine-1-ethylquinolinium iodide 

Relevant academic research and scientific papers

Supramolecular Dimerization and [2 + 2] Photocycloaddition Reactions of Crown Ether Styryl Dyes Containing a Tethered Ammonium Group: Structure-Property Relationships

Molecular self-assembly is an effective strategy for controlling the [2 + 2] photocycloaddition reaction of olefins. The geometrical properties of supramolecular assemblies are proven to have a critical effect on the efficiency and selectivity of this photoreaction both in the solid state and in solution, but the role of other factors remains poorly understood. Convenient supramolecular systems to study the structure-property relationships are pseudocyclic dimers spontaneously formed by styryl dyes containing a crown ether moiety and a remote ammonium group. New dyes of this type were synthesized to investigate the effects of structural and electronic factors on the quantitative characteristics of supramolecular dimerization and [2 + 2] photocycloaddition in solution. Variable structural parameters for the styryl dyes were the size and structure of macrocyclic moiety, the nature of heteroaromatic residue, and the length of the ammonioalkyl group attached to this residue. Quantum chemical calculations of the pseudocyclic dimers were performed in order to interpret the relationships between the structure of the ammonium dyes and the efficiency of the supramolecular photoreaction. One of the dimeric complexes was obtained in the crystalline state and studied by X-ray diffraction. The results obtained demonstrate that the photocycloaddition in the pseudocyclic dimers can be dramatically affected by the electronic structure of the styryl moieties, as dependent on the electron-donating ability of the substituents on the benzene ring, and by the conformational flexibility of the pseudocycle, which determines the mobility of the olefinic bonds. The significance of electronic factors is highlighted by the fact that the photocycloaddition quantum yield in geometrically similar dimeric structures varies from ≤10-4 to 0.38. The latter value is unusually high for olefins in solution.

Nanoaggregate Probe for Breast Cancer Metastasis through Multispectral Optoacoustic Tomography and Aggregation-Induced NIR-I/II Fluorescence Imaging

An activatable nanoprobe for imaging breast cancer metastases through near infrared-I (NIR-I)/NIR-II fluorescence imaging and multispectral optoacoustic tomography (MSOT) imaging was designed. With a dihydroxanthene moiety serving as the electron donor, quinolinium as the electron acceptor and nitrobenzyloxydiphenylamino as the recognition element, the probe can specifically respond to nitroreductase and transform into an activated D-π-A structure with a NIR emission band extending beyond 900 nm. The activated nanoprobe exhibits NIR emission enhanced by aggregation-induced emission (AIE) and produces strong optoacoustic signal. The nanoprobe was used to detect and image metastases from the orthotopic breast tumors to lymph nodes and then to lung in two breast cancer mouse models. Moreover, the nanoprobe can monitor the treatment efficacy during chemotherapeutic course through fluorescence and MSOT imaging.

A dual-analytes responsive fluorescent probe for discriminative detection of ClO? and N2H4 in living cells

Hydrazine (N2H4) and ClO? are very harmful for public health, hence it is important and necessary to monitor them in living cells. Herein, we rationally designed and synthesized a dual-analytes responsive fluorescent sensor PTMQ for distinguishing detection of N2H4 and ClO?. PTMQ underwent N2H4-induced double bond cleavage, affording colorimetric and green fluorescence enhancement with good selectivity and a low detection limit (89 nM). On the other hand, PTMQ underwent ClO?-induced sulfur oxidation and displayed red fluorescence lighting-up response towards ClO? with good selectivity, rapid response (2H4 and ClO? in living cells.

Distinguishing normal and inflammatory models by viscosity changes with sensitively mitochondrial-trackable fluorescent probe

Biological microenvironment plays a momentous role in the regulation of various vital activities, and its abnormal changes are often closely related to some diseases. Viscosity, as an indispensable part of microenvironment parameters, has always been one

Ratio type viscosity fluorescent probe and preparation method and application thereof

The invention discloses a ratio type viscosity fluorescent probe which has the following structural formula: the ratio type viscosity fluorescent probe can reduce interference of background and impurities, and has good sensitivity during viscosity detection; the cell viscosity detection reagent is simple, rapid and sensitive, has low toxicity to cells, and the probe has a wide application prospect in the field of biomolecule detection. The invention also provides a preparation method and application of the ratio type viscosity fluorescent probe. The ratio type viscosity fluorescent probe can be used for viscosity determination in a solution system or a biological system.

Quinoline hydrogen peroxide fluorescent probe and preparation method thereof

The invention provides a quinoline hydrogen peroxide fluorescent probe and a preparation method thereof, and belongs to the field of organic dye synthesis. The quinoline hydrogen peroxide probe prepared by the method is a black solid in appearance, and th

Synthesis and antileishmanial evaluation of thiazole orange analogs

Cyanine compounds have previously shown excellent in vitro and promising in vivo antileishmanial efficacy, but the potential toxicity of these agents is a concern. A series of 22 analogs of thiazole orange ((Z)-1-methyl-4-((3-methylbenzo[d]thiazol-2(3H)-ylidene)methyl)quinolin-1-ium salt), a commercial cyanine dye with antileishmanial activity, were synthesized in an effort to increase the selectivity of such compounds while maintaining efficacy. Cyanines possessing substitutions on the quinolinium ring system displayed potency against Leishmania donovani axenic amastigotes that differed little from the parent compound (IC50 12–42 nM), while ring disjunction analogs were both less potent and less toxic. Changes in DNA melting temperature were modest when synthetic oligonucleotides were incubated with selected analogs (ΔTm ≤ 5 °C), with ring disjunction analogs showing the least effect on this parameter. Despite the high antileishmanial potency of the target compounds, their toxicity and relatively flat SAR suggests that further information regarding the target(s) of these molecules is needed to aid their development as antileishmanials.

Preparation method of quinoline heptamethine cyanine dye

The invention relates to near infrared quinoline type heptamethine cyanine dye and a preparation method thereof and belongs to the field of chemical organic dye synthesis. Synthetic near infrared dyehas the advantages of excellent optical performance such as in a near infrared region 2, large compound Stokes shift, high photostability, few synthesis step and convenience for purification. The mostobvious characteristics of the dye include high absorptivity in the near infrared zone 2, excellent penetrability to environment and biological tissue and high quantum yield in an organic solvent like dichloromethane. The dye can be used in the field of biomolecular marking and fluorescence imaging. A probe preparation method is simple and easy to implement, low in cost, good in economic benefitand suitable for industrial production.

A Far-Red Fluorescent DNA Binder for Interaction Studies of Live Multidrug-Resistant Pathogens and Host Cells

Transgene expression of green fluorescent protein (GFP) has facilitated the spatiotemporal investigation of host–pathogen interactions; however, introduction of the GFP gene remains challenging in drug-resistant bacteria. Herein, we report a novel far-red fluorescent nucleic acid stain, 6-TramTO-3, which efficiently labels bacteria through a DNA binding mode without affecting growth and viability. Exemplarily, we stained Klebsiella pneumoniae, a major threat to hospitalized patients, and deciphered divergent interaction strategies of antibiotic-resistant and antibiotic-sensitive Klebsiella strains with immune cells. 6-TramTO-3 constitutes an off-the-shelf reagent for real-time analysis of bacterial infection, including strains for which the use of genetically encoded reporters is not feasible. Eventually, our approach may aid the development of strategies to combat a major worldwide health threat: multidrug-resistant bacteria.

A study on the AMACR catalysed elimination reaction and its application to inhibitor testing

α-Methylacyl-CoA racemase (AMACR; P504S) catalyses a key step in the degradation of branched-chain fatty acids and is important for the pharmacological activation of Ibuprofen and related drugs. Levels of AMACR are increased in prostate and other cancers,