4185-69-7

Usage

Uses

Used in Organic Chemistry:
1-(2,4-dinitrophenyl)pyridinium chloride is used as a detection agent for primary and secondary amines due to its ability to form stable and colored derivatives with these amines.
Used in the Hinsberg Test:
In the Hinsberg test, a qualitative method for distinguishing between different types of amines, 1-(2,4-dinitrophenyl)pyridinium chloride is used as a reagent to identify the presence and nature of amines.
Used in Pharmaceutical Research:
1-(2,4-dinitrophenyl)pyridinium chloride is employed as a research tool in the pharmaceutical industry, where its interaction with amines can provide insights into the development of new drugs and their mechanisms of action.
Used in Fluorescence Studies:
As a spectral probe, 1-(2,4-dinitrophenyl)pyridinium chloride is utilized in fluorescence studies to investigate the properties of amines and their interactions with other molecules, which can be crucial for understanding molecular behavior and designing new compounds with specific functions.

InChI:InChI=1/C11H8N3O4/c15-13(16)9-4-5-10(11(8-9)14(17)18)12-6-2-1-3-7-12/h1-8H/q+1

Upstream product

• 110-86-1 pyridine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 7647-01-0 hydrogenchloride 
• 53405-99-5 5-(2,4-dinitro-anilino)-penta-2,4-dienal 
• 553-26-4 4,4'-bipyridine 

Downstream Products

• 2581-81-9 1-(5t-pyrrolidino-penta-2t,4-dienylidene)-pyrrolidinium; perchlorate 
• 53782-72-2 2,4-dinitro-N-(5-piperidino-penta-2,4-dienyliden)-aniline; hydrochloride 
• 17434-93-4 1-(4-chlorophenyl)pyridin-1-ium chloride 
• 29522-92-7 5-p-anisidino-penta-2,4-dienal-(4-methoxy-phenylimine); hydrochloride 
• 93836-84-1 5-(4-carboxy-anilino)-penta-2,4-dienal-(4-carboxy-phenylimine); hydrochloride 
• 97-02-9 2,4-Dinitroanilin 
• 2486-09-1 2,4-dinitro-1-phenylsulfanyl-benzene 
• 16062-74-1 1,5-bis-(N-ethyl-anilino)-pentamethinium ; chloride 
• 61083-49-6 N-(p-nitrophenyl)pyridinium chloride 
• 147308-64-3 5-(2-nitro-anilino)-penta-2,4-dienal-(2-nitro-phenylimine); hydrochloride 
• 4688-60-2 Zincke aldehyde 
• 13984-05-9 1,5-bis-dimethylamino pentamethinium ; chloride 

Relevant academic research and scientific papers

[12]Annulene gemini surfactants: Structure and self-assembly

(Chemical Equation Presented) The long and short of it: Gemini surfactants with a non-Hueckel diaza[12]annulene core have been synthesized (see picture). DFT computations give a minimum-energy conformation with alternate shorter and longer bonds, and with the two N substituents pointing away from each other. Studies on the aggregation of the molecules in water show they encounter packing difficulties, with no evidence for ring/ring interactions at the micelle surfaces.

Deaminative chlorination of aminoheterocycles

Selective modification of heteroatom-containing aromatic structures is in high demand as it permits rapid evaluation of molecular complexity in advanced intermediates. Inspired by the selectivity of deaminases in nature, herein we present a simple methodology that enables the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)?NH2 can be converted into C(sp2)?Cl bonds. The method is characterized by its wide functional group tolerance and substrate scope, allowing the modification of >20 different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enables practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. [Figure not available: see fulltext.]

Aggregation?induced emissions in columnar wedge?shaped pyridinium?based ionic liquid crystals

Two series of ILCs derived from wedge?shaped N-phenylpyridiniums 1–2 were prepared and their mesomorphic properties were investigated. The X?ray crystal structure analyses of two single crystals 2-PF6 (n = 12) and 2-NTf2 (n = 12) revealed that bilayer structures induced by H?bonds in the solid state were observed. A complementary dimeric structure induced by H?bonds in such type of wedge?shaped cation (or anion) moiety was attributed to the formation of columnar phases. The type of counter anions has a significant influence on the formation of the mesophase; five counter anions (i.e. X = PF6￣, BF4￣, OTf￣, SCN￣, RSO3￣) induced columnar mesophase. In contrast, anion X = Tf2N￣ as a bulky moiety and less H?bond active sites formed crystal phase. The powder XRD data appeared that the diameter of the hard columnar part increased with the effective ionic radius for different counter ion. A linear correlation plot (R2 = 0.9203) was obtained. All ethanol solutions of compounds 1–2 were detected without any observable signals on photoluminescence. But compounds 2-X will aggregate in the aqueous mixture with high water fractions (?w) needed to turn on their light emission process. Weak PL signals are recorded at ?w w > 50% till it reached to the maximum intensity at ?w ~70%.

N-alkylated linear heptamethine polyenes as potent non-azole leads against Candida albicans fungal infections

In this study, eighteen heptamethine dyes were synthesised and their antifungal activities were evaluated against three clinically relevant yeast species. The eighteen dyes were placed within classes based on their core subunit i.e. 2,3,3-trimethylindolenine (5a-f), 1,1,2-trimethyl-1H-benzo[e]indole (6a-f), or 2-methylbenzothiazole (7a-f). The results presented herein imply that the three families of cyanine dyes, in particular compounds 5a-f, show high potential as selective scaffolds to treat C. albicans infections. This opens up the opportunity for further optimisation and investigation of this class compounds for potential antifungal treatment.

PROCESS FOR THE PREPARATION OF SODIUM 4-(2-((1E,3E,5E,7Z)-7-(1,1-DIMETHYL-3-(4-SULFONATOBUTYL)-1H-BENZO[e]INDOL-2(3H)-YLIDENE) HEPTA-1,3,5-TRIENYL)-1,1-DIMETHYL-1H-BENZO[e]INDOLIUM-3-YL) BUTANE-1-SULFONATE (INDOCYANINE GREEN)

A process for the preparation of substantially pure Indocyanine green of formula with purity greater than 99.0% is provided. More particularly, the embodiments relate to the process for the preparation of Indocyanine green of formula and its intermediates thereof. It further provides crystalline form I of Indocyanine green of formula and process thereof.

ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

The present invention includes novel heteroleptic/homoleptic iridium complexes containing two tridentate ligands, where at least one of the tridentate ligands comprises of pyridinium-derived N-heterocyclic carbene. The compounds of the present invention may be useful for organic electroluminescent devices.

Understanding Solvation: Comparison of Reichardt's Solvatochromic Probe and Related Molecular "core" Structures

The compound 2,6-diphenyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate, p-RB, shows distinct colors in different solvents (solvatochromism). The compound 4-(pyridinium-1-yl)phenolate, p-CB, represents the part of p-RB which is responsible for this phenomenon. We compared the solvatochromism of both compounds and also the structurally related 2-(pyridinium-1-yl)phenolate, o-CB, and (2,4-dimethyl-6-(2,4,6-triphenyl-N-pyridinium-1-yl)phenolate, o-RB. In pure solvents, plots of the empirical solvent polarity parameter [ET(probe), kcal/mol] of the different probes correlate linearly with slopes close to unity. That is, these probes are similarly sensitive to specific and nonspecific interactions with the solvents. The solvatochromism of p-CB and o-CB was studied, for the first time, in binary mixtures of water with dimethyl sulfoxide (DMSO) and 1-propanol (1-PrOH). The dependence of ET(probe) on mixture composition was nonideal due to preferential solvation of the probe by one component of the binary solvent mixture. We treated our solvatochromic data using a solvent-exchange model that considers formation of the complex solvents [HOH···O=S(CH3)2] and [HOH···O(H)-C3H7]. The model applies satisfactorily to our data and shows the importance to solvation of hydrogen-bonding and hydrophobic interactions. The preferential solvation of (more hydrophobic) p-RB is more pronounced than that of p-CB or o-CB. The solvent complex [OH2···O(H)-C3H7] is more efficient than [OH2···O=S(CH3)2] because of more possibilities of hydrogen bonding.

Connecting a carbonyl and a π-conjugated group through a: P-phenylene linker by (5+1) benzene ring formation

A benzene ring was formed to connect a carbonyl group of various methyl ketones with a π-conjugated group through a p-phenylene linker. Methyl ketones and streptocyanines were used as the C1 and C5 sources, respectively, in the (5+1) annulation, which could form donor-π-acceptor molecules.

Short Wavelength Inner Filter Technique (SWIFT) in Designing Reactive Fluorescent Molecular Probes

Here, we present a conceptually novel and experimentally straightforward technique for selective analyte detection that uses a combination of commercial fluorophores and simple chemicals. The technique utilizes the well-known inner filter effect (IFE); however, the fluorophore's excitation is performed at wavelengths significantly shorter than its absorption maximum. In the presence of the analyte, the "filter" appears or disappears at the excitation wavelength resulting in the fluorescence turning OFF or ON, respectively. Unlike common probes, our technique allows real-time monitoring of a fluorophore's stability as well as its recycling. We further demonstrate the applicability of this technique in continuing analyte detection as well as vapor analysis.

A versatile synthetic route to the preparation of 15N heterocycles

A robust medium-scale (approximately 3 g) synthetic method for 15N labeling of pyridine (15N-Py) is reported based on the Zincke reaction. 15N enrichment in excess of 81% was achieved with approximately 33% yield. 15N-Py serves as a standard substrate in a wide range of studies employing a hyperpolarization technique for efficient polarization transfer from parahydrogen to heteronuclei; this technique, called SABRE (signal amplification by reversible exchange), employs a simultaneous chemical exchange of parahydrogen and a to-be-hyperpolarized substrate (e.g., pyridine) on metal centers. In studies aimed at the development of hyperpolarized contrast agents for in vivo molecular imaging, pyridine is often employed either as a model substrate (for hyperpolarization technique development, quality assurance, and phantom imaging studies) or as a co-substrate to facilitate more efficient hyperpolarization of a wide range of emerging contrast agents (e.g., nicotinamide). Here, the produced 15N-Py was used for the feasibility study of spontaneous 15N hyperpolarization at high magnetic (HF) fields (7 T and 9.4 T) of an NMR spectrometer and an MRI scanner. SABRE hyperpolarization enabled acquisition of 2D MRI imaging of catalyst-bound 15N-pyridine with 75 × 75 mm2 field of view (FOV), 32 × 32 matrix size, demonstrating the feasibility of 15N HF-SABRE molecular imaging with 2.4 × 2.4 mm2 spatial resolution.