87963-85-7

Upstream product

• 87963-84-6 methyl 3,5-bis(octyloxy)benzoate 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 111-83-1 1-bromo-octane 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 

Downstream Products

• 890850-20-1 3,5-bis(octyloxy)-N-(4H-1,2,4-triazol-4-yl)benzamide 
• 1313866-05-5 (2,5-diiodo-1,4-phenylene)bis(methylene)bis(3,5-bis(octyloxy)benzoate) 
• 1313866-21-5 (2,5-bis(hydroxymethyl)-1,4-phenylene)bis((3,5-bis-(octyloxy)phenyl)methanone) 
• 820216-66-8 ethyl 3,5-bis(3,5-dioctyloxybenzoylamino)-4-methyl benzoate 
• 777051-94-2 3,5-bis-(3,5-bis-octyloxy-benzoylamino)-4-methyl-benzoic acid 9-methyl-[1,10]phenanthrolin-2-ylmethyl ester 
• 820216-68-0 3,5-bis(3,5-dioctyloxybenzoylamino)-4-methyl benzoic acid 
• 937390-20-0 1-bromo-3,5-bis(octyloxy)phenyl 

Relevant academic research and scientific papers

One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA

Efficient viral or nonviral delivery of nucleic acids is the key step of genetic nanomedicine. Both viral and synthetic vectors have been successfully employed for genetic delivery with recent examples being DNA, adenoviral, and mRNA-based Covid-19 vaccines. Viral vectors can be target specific and very efficient but can also mediate severe immune response, cell toxicity, and mutations. Four-component lipid nanoparticles (LNPs) containing ionizable lipids, phospholipids, cholesterol for mechanical properties, and PEG-conjugated lipid for stability represent the current leading nonviral vectors for mRNA. However, the segregation of the neutral ionizable lipid as droplets in the core of the LNP, the "PEG dilemma", and the stability at only very low temperatures limit their efficiency. Here, we report the development of a one-component multifunctional ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA that exhibits high activity at a low concentration of ionizable amines organized in a sequence-defined arrangement. Six libraries containing 54 sequence-defined IAJDs were synthesized by an accelerated modular-orthogonal methodology and coassembled with mRNA into dendrimersome nanoparticles (DNPs) by a simple injection method rather than by the complex microfluidic technology often used for LNPs. Forty four (81%) showed activity in vitro and 31 (57%) in vivo. Some, exhibiting organ specificity, are stable at 5 °C and demonstrated higher transfection efficiency than positive control experiments in vitro and in vivo. Aside from practical applications, this proof of concept will help elucidate the mechanisms of packaging and release of mRNA from DNPs as a function of ionizable amine concentration, their sequence, and constitutional isomerism of IAJDs.

Screening Libraries of Amphiphilic Janus Dendrimers Based on Natural Phenolic Acids to Discover Monodisperse Unilamellar Dendrimersomes

Natural, including plant, and synthetic phenolic acids are employed as building blocks for the synthesis of constitutional isomeric libraries of self-assembling dendrons and dendrimers that are the simplest examples of programmed synthetic macromolecules.

Solvent clathrate driven dynamic stereomutation of a supramolecular polymer with molecular pockets

Control over the helical organization of synthetic supramolecular systems is intensively pursued to manifest chirality in a wide range of applications ranging from electron spin filters to artificial enzymes. Typically, switching the helicity of supramole

Imidazolines containing single-, twin- and triple-tailed hydrophobes and hydrophilic pendants (CH2CH2NH)nH as inhibitors of mild steel corrosion in CO2-0.5 M NaCl

Inhibition of mild steel corrosion in CO2-0.5 M NaCl (40 °C, 1 atm; 120 °C, 10 bar) by a new series of imidazolines having single-, twin- and triple-tailed phenyl substituents at C(2) and N(1) pendants of CH2CH2NH2 and (CH2CH2NH)2CH2CH2NH2 have been examined. Imidazolines containing twin-tailed (3,5-dioctyloxyphenyl) hydrophobes outperformed their single- and triple-tailed counterparts as well as two commercial imidazolines. The triamine pendant imparted better inhibition at higher temperature and pressure. The XPS study confirmed the presence of an imidazoline film covering the metal surface. The imidazolines prefer to be adsorbed on the metal surface rather than micellization.

Columnar liquid crystalline self-assembly of hydrogen-bonded rod-coil diblock complexes created from pyrazole/benzoic acid derivatives

We synthesized hydrogen-bonded rod-coil diblock complexes having both a rigid rod and a flexible coil by combining bithiophene-conjugated pyrazole derivatives and alkoxy-substituted benzoic acid derivatives. Their self-assembled nanostructures were investigated using polarized optical microscopy, molecular modeling, and X-ray scattering in liquid crystalline (LC) state. They form different types of supramolecularLCphases depending on the numbers and lengths of alkoxy substituents in the benzoic acids. Diblock complexes with low volume ratios of aliphatic coils to rod segments (dioctyloxy chains) self-assembled into lamellar phases; systems with higher ratios (didodecyloxy, trioctyloxy, and tridodecyloxy chains) formed columns. In these columnar structures, two pyrazoles and two benzoic acids formed an aromatic tetramer core through N-H···O and O-H···N hydrogen bonds. Two sets of aromatic tetramers surrounded by flexible aliphatic chains were then stacked to give columnar phases. These are novel examples of supramolecular LC structures comprising hydrogen-bonded pyrazole-benzoic acid derivatives with tetrameric rigid aromatic scaffolds.

Synthesis and properties of 5,10,15,20-tetrakis[4-(3,5-dioctyloxybenzamido) phenyl]porphyrin and its metal complexes

A novel 5,10,15,20-tetrakis[4-(3,5-dioctyloxybenzamido)phenyl]-porphyrin and its transition metal complexes are reported in this paper. Their molecular structures were characterized by elemental analysis as well as IR, 1H-NMR and UV-Vis spectroscopy. Their spectroscopic properties were studied by Raman and fluorescence spectroscopy, and X-ray photoelectron spectroscopy (XPS). The fluorescence quantum yields were measured at room temperature. The fluorescence intensity of the porphyrin ligand was stronger than the intensity of the complexes. There were large differences in the Raman spectrum of the porphyrin ligand and those of the metal complexes due to changes in the symmetry of porphyrin plane. In the XPS spectra, the replacement of the free-base protons by a metal ion to form the metalloporphyrin not only increases the symmetry of the molecule, but also introduces an electron withdrawing group into the center of the porphyrin ligand, which increases the N1S binding energy.

Synthesis of electron deficient acene derivatives via a bidirectional iterative elongation reaction

Previously, we developed an iterative elongation methodology to synthesize acene esters, nitriles, and imides. The strategy uses the concept of bidirectional synthesis, and we can now make a series of electron deficient anthracene, tetracene, and pentacen

Liquid crystalline behavior of tetraaryl derivatives of benzo[c]cinnoline, tetraazapyrene, phenanthrene, and pyrene: The effect of heteroatom and substitution pattern on phase stability

A series of closely related tetrasubstituted derivatives of benzo[c]cinnoline (1), tetraazapyrene (2), phenanthrene (3), and pyrene (4) were investigated for their mesogenic properties using thermal, optical, spectroscopic, and powder XRD analyses. Only three 3,4-dioctyloxyphenyl derivatives exhibited mesogenic properties. Substitution of N for CH (3 → 1 and 4 → 2 pairs) and also increase of the core element size (1 → 2 and 3 → 4 pairs) significantly increases the mesophase stability. The findings and observed trends were rationalized by analysis of conformational properties which included calculation of the planarization energy, and modeling of aliphatic chain density and fill fractions. MO calculations showed that the tetraaza derivative 2c is significantly electron deficient and suitable for electron conductive materials. The Royal Society of Chemistry.

Tuning organogels and mesophases will phenanthroline ligands and their copper complexes by inter- to intramolecular hydrogen bonds

A novel family of highly functionalized molecules consisting of a central 4-methyl-3,5-diacylaminobenzene platform linked in close proximity to the methyl group by two lateral aromatic rings each equipped with two long alkoxy chains has been rationally de

Synthesis of oligopyridinic scaffolds from amido substituted phenyl rings for extended hydrogen bonding

A series of phenanthroline, terpyridine and pyridino-oxazoline ligands combining a 4-methyl-3,5-diacylaminophenyl platform and two dialkoxyphenyl groups has been prepared by a linear multistep protocol. The synthetic potential of 4-methyl-3,5-(diacyl-amin