199475-99-5

Upstream product

• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 143-15-7 1-dodecylbromide 
• 99-50-3 3,4-Dihydroxybenzoic acid 

Downstream Products

• 1359037-14-1 C₃₂H₅₇N₃O₃S 
• 235750-09-1 3,4-bis(dodecyloxy)benzohydrazide 
• 1129599-68-3 1,5-bis(3,4-bis(dodecyloxy)phenyl)pentane-1,3,5-trione 
• 131525-58-1 3,4-didodecyloxybenzoic acid 
• 314755-35-6 4-bromomethyl-1,2-bis(dodecyloxy)benzene 
• 1442742-97-3 O,O'-(2,2-bis(((3,4-bis(dodecyloxy)benzoyl)oxy)methyl)propane-1,3-diyl) di(prop-2-yn-1-yl) disuccinate 
• 1235584-51-6 2,2-bis(hydroxymethyl)propane-1,3-diyl bis(3,4-bis(dodecyloxy)benzoate) 
• 1235584-42-5 (2-phenyl-1,3-dioxane-5,5-diyl)bis(methylene) bis(3,4-bis(dodecyloxy)benzoate) 
• 1442741-69-6 2,2-bis(azidomethyl)propane-1,3-diyl bis(3,4-bis(dodecyloxy)benzoate) 
• 1442741-03-8 2,2-bis((prop-2-yn-1-yloxy)methyl)propane-1,3-diyl bis(3,4-bis(dodecyloxy)benzoate) 
• 154714-72-4 3,4-bis(dodecanyloxy)benzoyl chloride 
• 1358816-99-5 C₃₉H₅₇F₁₃O₄ 
• 1358817-08-9 C₅₅H₆₆F₂₆O₇ 
• 225228-25-1 [3,5-bis-(3,4-bis-dodecyloxy-benzyloxy)-phenyl]-methanol 

Relevant academic research and scientific papers

Targeted Delivery of mRNA with One-Component Ionizable Amphiphilic Janus Dendrimers

Targeted and efficient delivery of nucleic acids with viral and synthetic vectors is the key step of genetic nanomedicine. The four-component lipid nanoparticle synthetic delivery systems consisting of ionizable lipids, phospholipids, cholesterol, and a PEG-conjugated lipid, assembled by microfluidic or T-tube technology, have been extraordinarily successful for delivery of mRNA to provide Covid-19 vaccines. Recently, we reported a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) synthetic delivery system for mRNA relying on amphiphilic Janus dendrimers and glycodendrimers developed in our laboratory. Amphiphilic Janus dendrimers consist of functional hydrophilic dendrons conjugated to hydrophobic dendrons. Co-assembly of IAJDs with mRNA into dendrimersome nanoparticles (DNPs) occurs by simple injection in acetate buffer, rather than by microfluidic devices, and provides a very efficient system for delivery of mRNA to lung. Here we report the replacement of most of the hydrophilic fragment of the dendron from IAJDs, maintaining only its ionizable amine, while changing its interconnecting group to the hydrophobic dendron from amide to ester. The resulting IAJDs demonstrated that protonated ionizable amines play dual roles of hydrophilic fragment and binding ligand for mRNA, changing delivery from lung to spleen and/or liver. Replacing the interconnecting ester with the amide switched the delivery back to lung. Delivery predominantly to liver is favored by pairs of odd and even alkyl groups in the hydrophobic dendron. This simple structural change transformed the targeted delivery of mRNA mediated with IAJDs, from lung to liver and spleen, and expands the utility of DNPs from therapeutics to vaccines.

Organogelator, organogel with double responses and preparation method of organogel

The invention discloses an organogelator, organogel with double responses and a preparation method of the organogel. The organogelator is N-(3,4-alkoxybenzoyl)-N'-(4'-nitrobenzoyl) hydrazine, and a structure formula of the organogelator is defined in the

Hydrogen-bonding induced melamine-core supramolecular discotic liquid crystals

Recognition of melamine is not only of importance for the food industry but also an interesting scientific research topic. The objective of this work is to screen suitable hydrogen-bonding complementary compounds for the construction of melamine-core supr

Synthesis and liquid crystalline properties of novel fluorinated N-benzoyl thiourea compounds. Effect of perfluoroalkyl chains on the thermal behavior and smectic phases stability

A series of novel N-benzoyl-N’-aryl thiourea derivatives (BTU) bearing different number of alkoxy groups in terminal positions of benzoyl unit and a perfluorooctyl group on the other side have been designed and prepared. Their liquid crystalline properties were investigated by a combination of three techniques: polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and variable-temperature powder X-ray diffraction (XRD). Their thermal stability was studied by thermogravimetric analysis (TG). It was found that only the compounds which have only one alkoxy chain attached to benzoyl unit, 1a and 1b, show calamitic mesomorphic behavior, with smectic A and C phases being displayed. The type and stability of these mesophases are greatly influenced by the alkyl chain length as well as by the presence of perfluorooctyl group. The clearing and the mesophase ranges are significantly increased with the incorporation of perfluoroalkyl chains when compared to non-fluorinated analogues, with almost 40 °C. The attachment of additional alkoxy groups on the benzoyl moiety led to a significant decrease of the clearing points and suppression of the mesogenic character.

Polycatenar Ligand Control of the Synthesis and Self-Assembly of Colloidal Nanocrystals

Hydrophobic colloidal nanocrystals are typically synthesized and manipulated with commercially available ligands, and surface functionalization is therefore typically limited to a small number of molecules. Here, we report the use of polycatenar ligands d

Triketonate difluoroboron complexes. Substitution-dependent liquid crystal and photophysical properties

Novel alkyloxyphenyl-substituted β,δ-triketonate difluoroboron complexes have been efficiently synthesised and thoroughly characterised. Significant features such as liquid crystal behaviour and solid and solution fluorescence are observed in all cases. The mesomorphism was determined by the presence of one, two or three alkyl chains in each substituent aromatic group of the triketonate ligand. So, smectic C mesophases were found for compounds carrying two lateral chains, each of them located at one of each phenyl substituent, while the presence of four or six chains at the whole molecule gave rise to smectic A or discotic lamellar and hexagonal columnar mesophases, respectively. Fluorescence in the solid state and in solution is again proved to be dependent on the ligand substitution as well as to be maintained in the mesophase. These multifunctional materials also present luminescent sensor activity towards Hg2+ and Cu2+.

Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release

Compounds that can gelate aqueous solutions offer an intriguing toolbox to create functional hydrogel materials for biomedical applications. Amphiphilic Janus dendrimers with low molecular weights can readily form self-assembled fibers at very low mass pr

Homochiral columns constructed by chiral self-sorting during supramolecular helical organization of hat-shaped molecules

A library of dendronized cyclotriveratrylene (CTV) crowns substituted with chiral, racemic, or achiral peripheral alkyl chains, including enantiopure R and S branched alkyls, "racemic by mixture", "racemic by synthesis", n-octyl, and n-dodecyl groups was synthesized. In solvophobic solvents and in bulk they self-assemble in helical columns. Their solution and bulk shape-persistent supramolecular structures were determined by a complementary combination of circular dichroism (CD) and UV in solution and thin film, microspot CD in thin film, differential scanning calorimetry combined with fiber X-ray diffraction, computer simulation, and molecular models. In solution, self-assembly via a cooperative mechanism generates single-handed columns from enantiopure CTVs and mixtures of right-and left-handed columns from racemic by mixture, racemic by synthesis, other combinations of R and S, and even from achiral compounds. In bulk state all supramolecular columns form a 3D hexagonal crystalline phase, φhk (P63 symmetry), that can be obtained only from single-handed columns and a columnar hexagonal 2D liquid crystal, φh. The highest order φhk consists of enantiopure single-handed columns that are slightly distorted 12-fold triple helices. The "hat-shaped" dendronized CTV assembles in bent-branch pine-tree columns that allow interdigitation of alkyl groups in adjacent columns regardless of their direction. Enantiomerically rich, racemic, and achiral compositions undergo deracemization in the crystal state by transfer of the transient disc-like conformer of dendronized CTV from column to column during crown inversion. Solid state NMR experiments identified motional processes that allow such transfer. This unprecedented supramolecular chiral self-sorting will impact the creation of functions in complex systems.

Modular synthesis of amphiphilic Janus glycodendrimers and their self-assembly into glycodendrimersomes and other complex architectures with bioactivity to biomedically relevant lectins

The modular synthesis of 7 libraries containing 51 self-assembling amphiphilic Janus dendrimers with the monosaccharides d-mannose and d-galactose and the disaccharide d-lactose in their hydrophilic part is reported. These unprecedented sugar-containing dendrimers are named amphiphilic Janus glycodendrimers. Their self-assembly by simple injection of THF or ethanol solution into water or buffer and by hydration was analyzed by a combination of methods including dynamic light scattering, confocal microscopy, cryogenic transmission electron microscopy, Fourier transform analysis, and micropipet-aspiration experiments to assess mechanical properties. These libraries revealed a diversity of hard and soft assemblies, including unilamellar spherical, polygonal, and tubular vesicles denoted glycodendrimersomes, aggregates of Janus glycodendrimers and rodlike micelles named glycodendrimer aggregates and glycodendrimermicelles, cubosomes denoted glycodendrimercubosomes, and solid lamellae. These assemblies are stable over time in water and in buffer, exhibit narrow molecular-weight distribution, and display dimensions that are programmable by the concentration of the solution from which they are injected. This study elaborated the molecular principles leading to single-type soft glycodendrimersomes assembled from amphiphilic Janus glycodendrimers. The multivalency of glycodendrimersomes with different sizes and their ligand bioactivity were demonstrated by selective agglutination with a diversity of sugar-binding protein receptors such as the plant lectins concanavalin A and the highly toxic mistletoe Viscum album L. agglutinin, the bacterial lectin PA-IL from Pseudomonas aeruginosa, and, of special biomedical relevance, human adhesion/growth-regulatory galectin-3 and galectin-4. These results demonstrated the candidacy of glycodendrimersomes as new mimics of biological membranes with programmable glycan ligand presentations, as supramolecular lectin blockers, vaccines, and targeted delivery devices.

Novel supramolecular columnar liquid crystals based on thiosemicarbazides

Novel liquid crystal materials based on 3,4-di-n- alkoxybenzoylthiosemicarbazides (3a-h, n=5-10, 12, 14) were synthesised. The mesomorphic properties of these compounds were characterised and studied by differential scanning calorimetry, polarising optica