14690-00-7

Usage

Uses

Used in Pharmaceutical Industry:
2-BENZYLOXY-1,3-PROPANEDIOL is used as a key intermediate compound for the synthesis of glycerides and their phosphonate analogs. These synthesized compounds have demonstrated potent inhibitory effects on lipase, an enzyme that plays a crucial role in the breakdown of fats in the body. By inhibiting lipase, these glycerides and phosphonate analogs can potentially be utilized in the development of treatments for obesity and related metabolic disorders.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-BENZYLOXY-1,3-PROPANEDIOL can be employed as a versatile building block for the creation of various complex organic molecules. Its unique structure allows for further functionalization and modification, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
2-BENZYLOXY-1,3-PROPANEDIOL also finds application in research and development laboratories, where it can be used to study the structure-activity relationships of glycerol derivatives and their potential biological activities. This knowledge can be applied to the design and development of new drugs and therapeutic agents with improved efficacy and selectivity.

InChI:InChI=1/C10H14O3/c11-6-10(7-12)13-8-9-4-2-1-3-5-9/h1-5,10-12H,6-8H2

Upstream product

• 41128-90-9 (2S,5R)-5-(benzyloxy)-2-phenyl-1,3-dioxane 
• 68728-34-7 5-benzyloxy-2-phenyl-1,3-dioxane 
• 100-44-7 benzyl chloride 
• 1708-40-3 2-phenyl-[1,3]dioxan-5-ol 
• 908094-04-2 phenyldiazomethane 
• 56-81-5 glycerol 
• 105409-38-9 1,3-di-O-acetyl-2-O-benzylglycerol 
• 105409-40-3 1,3-di-O-propionyl-2-O-benzylglycerol 
• 114838-37-8 (((2-(benzyloxy)propane-1,3-diyl)bis(oxy))bis(methanetetrayl))hexabenzene 
• 105409-41-4 1,3-di-O-chloroacetyl-2-O-benzylglycerol 
• 620-05-3 iodomethylbenzene 
• 93625-24-2 6-O-benzyl-4,8-dioxaundecane-1,10-dien-6-ol 
• 100-39-0 benzyl bromide 
• 163668-94-8 1-O-allyl-2-O-benzyl-3-O-triphenylmethylglycerol 

Downstream Products

• 105409-38-9 1,3-di-O-acetyl-2-O-benzylglycerol 
• 42320-37-6 2-Benzyl-sn-glycerol-1,3-cyclic(phenyl)phosphodiester trans-Form 
• 42320-93-4 2-Benzyl-sn-glycerol-1,3-cyclic(phenyl)phosphodiester cis-Form 
• 64528-50-3 2-diethylamino-5-benzyloxy-1,3,2-dioxaphosphorinane 
• 62106-90-5 rac.-1-Palmitoyl-glycerin-benzylether-⁽²⁾ 
• 109429-01-8 (S)-2-(benzyloxy)-3-hydroxypropyl acetate 
• 109429-00-7 <(R)-2-(benzyloxy)-3-hydroxypropyl> acetate 
• 75427-85-9 2-Benzyloxy-3-(3,6,9-trioxadecanoyloxy)propyl-3,6,9,12-tetraoxatetradecanoat 
• 87105-02-0 10-Benzyloxymethyl-2,5,8,12,15,18-hexaoxanonadecan 
• 25878-57-3 1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose 
• 141243-58-5 3-O-Acetyl-2-O-benzyl-1-O-<2,3,2',3',4',6'-hexa-O-acetyl-6-O-(2,3,6,2',3',4',6'-hepta-O-acetyl-β-lactosyl)-β-lactosyl>-(R,S)-glycerols 
• 126777-88-6 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-β-D-galactopyranosyl)-D-arabino-hex-1-enitol 
• 126777-89-7 2-O-benzyl-1-O-(2,3,6,2',3',4',6'-hepta-O-benzyl-α-lactosyl)-(R,S)-glycerol 
• 132295-19-3 Octadecanoic acid (R)-2-benzyloxy-3-hydroxy-propyl ester 

Relevant academic research and scientific papers

New amphiphilic polycarbonates with side functionalized cholesteryl groups as biomesogenic units: synthesis, structure and liquid crystal behavior

The synthesis of four new amphipathic copolymers with side functionalized-cholesterol based aliphatic polycarbonates is described through the ring-opening polymerization and coupling reaction. The chemical structures, liquid crystal (LC) behavior, and thermal stability of the chiral monomers and copolymers obtained in this study were characterized using Fourier transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy, gel permeation chromatography (GPC), polarizing optical microscopy (POM), differential scanning calorimetry (DSC), X-ray diffraction (XRD), and thermogravimetric analysis (TGA) measurements. The effect of the spacer length on the molecular interaction and mesophase of the chiral monomers and copolymers was investigated. It was found that chiral monomers with longer spacer seemed beneficial for the formation of mesophases, and the additional ordering on polymerization caused mesophases to be more ordered than for the corresponding monomers. The LC copolymers all revealed a smectic A phase with an interdigitated molecular arrangement. The results seemed to show a decreased tendency toward the glass transition temperature, and isotropic temperature for the LC copolymers by increasing the spacer length. In addition, four LC copolymers had a good thermal stability.

Polycarbonate and poly(carbonate-ester)s synthesized from biocompatible building blocks of glycerol and lactic acid

The synthesis and characterization of a polycarbonate of glycerol and poly(carbonate-ester)s of glycerol and L-lactic acid are reported. These new polymers possess a hydrolyzable backbone, tunable hydrophobic/hydrophilic properties, and functionalizable p

BORON CLUSTER-COUPLED COMPOUND

To provide a novel boron-containing compound which increases intratumorous accumulation and tumor retention, and is efficiently taken into a tumor cell.SOLUTION: The present invention relates to a compound represented by formula (I) in the figure or a salt thereof. [In the formula, X represents a divalent to pentavalent organic group; Y represents a linker structure; R represents a monovalent group comprising boron clusters; and n represents 2, 3, 4 or 5.SELECTED DRAWING: None

Synthesis and catalytic evaluation of acidic carbons in the etherification of glycerol obtained from biodiesel production

In this paper, the catalytic behaviour of carbonaceous system (Ccs) functionalized with –SO3H groups were studied in the etherification of refined (Gly) and crude glycerol (GlyC), with benzyl alcohol (BA). This Ccs was obtained by a synthetic method with low energetic cost in only 24 h. Its catalytic activity and selectivity were studied varying the catalyst percentage (2.5, 5 and 10 wt.%), the initial reactant molar ratio and temperature (between 80 and 120 °C). A very good catalytic performance was achieved (97 % conversion after 360 min of reaction), at 120 °C, Gly:BA = 3:1 and 10 wt.% of Ccs. The high activity can be attributed to high acid site density (6.4 mmol H+/g), that also allowed us to working at lower reaction temperature (100 °C) and with less catalyst concentration (2.5 wt.%), without observing significant loss in BA conversion. Monoether (ME1) was the major product of the reaction with 72 % selectivity. The material can be reused and still gives a notable conversion of BA (about 43 %) after three successive reuses. Finally, the Ccs was active and selective to the desired products in the etherification of crude glycerol (GlyC) derived of biodiesel industry. An important BA conversion (45 %) was obtained only reducing the water content of GlyC and without carrying out any other purification and/or neutralization treatment.

Glycerol conversion to high-value chemicals: The implication of unnatural α-amino acid syntheses using natural resources

Glycerol derivatives are an important class of compounds, which have great applications as basic structural building blocks in organic synthesis. O-Benzylglycerol was oxidised to produce a high-value compound in high yield using a NaOtBu-O2 system. Furthermore, the synthetic utility of the resulting product was demonstrated by its transformation into unnatural α-amino acids, thus showing the valorisation of glycerol biomass.

Regioselective Ring-Opening of Glycidol to Monoalkyl Glyceryl Ethers Promoted by an [OSSO]-FeIII Triflate Complex

A FeIII-triflate complex, bearing a bis-thioether-di-phenolate [OSSO]-type ligand, was discovered to promote the ring-opening of glycidol with alcohols under mild reaction conditions (0.05 mol % catalyst and 80 °C). The reaction proceeded with high activity (initial turnover frequency of 1680 h?1 for EtOH) and selectivity (>95 %) toward the formation of twelve monoalkyl glyceryl ethers (MAGEs) in a regioselective fashion (84–96 % yield of the non-symmetric regioisomer). This synthetic approach allows the conversion of a glycerol-derived platform molecule (i.e., glycidol) to high-value-added products by using an Earth-crust abundant metal-based catalyst.

TYK2 INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.

Synthesis and evaluation of symmetric acyclic nucleoside bisphosphonates as inhibitors of the Plasmodium falciparum, Plasmodium vivax and human 6-oxopurine phosphoribosyltransferases and the antimalarial activity of their prodrugs

Two new series of symmetric acyclic nucleoside bisphosphonates (ANbPs) have been synthesised as potential inhibitors of the Plasmodium falciparum (Pf) and vivax (Pv) 6-oxopurine phosphoribosyltransferases. The structural variability between these symmetric ANbPs lies in the number of atoms in the two acyclic linkers connecting the N9 atom of the purine base to each of two phosphonate groups and the branching point of the acyclic moiety relative to the purine base, which occurs at either the alpha or beta positions. Within each series, six different 6-oxopurine bases have been attached. In general, the ANbPs with either guanine or hypoxanthine have lower Ki values than for those containing either the 8-bromo or 7-deaza 6-oxopurine bases. The lowest Ki values obtained for the two parasite enzymes were 0.1?μM (Pf) and 0.2?μM (Pv) for this series of compounds. Two phosphoramidate prodrugs of these inhibitors exhibited antimalarial activity against Pf in infected erythrocyte cell culture with IC50 values of 0.8 and 1.5?μM. These two compounds exhibited low cytotoxicity in human A549 cells having CC50 values of >300?μM resulting in an excellent selectivity index.

COMPOSITIONS AND METHODS FOR THE TREATMENT OF UREA CYCLE DISORDERS AND HEPATIC DISEASES

The compositions and compounds of formula I, formula II, formula III which includes a molecular conjugate with ornithine or its polymorphs, enantiomers, stereoisomers, solvates, and hydrates thereof. These salts may be formulated as pharmaceutical composi

Dual-Targeted Cascade-Responsive Prodrug Micelle System for Tumor Therapy in Vivo

This study reports a cascade-responsive disassemble micellar drug delivery system with dual-targeting potential (cell and mitochondria targeting), which optimizes the distribution of antitumor drugs on systemic, local, and subcellular levels to enhance antitumor efficacy. A new cationic porphyrin derivative 5-(3-hydroxy-p-(4-trimethylammonium)butoxyphenyl)-10,15,20-triphenylporphyrin chlorine (MTPP) is synthesized as a mitochondria-targeting photosensitizer. After accumulating at a tumor site, the micellar nanosystem is endocytosed by tumor cells facilitated by the folate receptor-mediated pathway. Then, the hydrophobic PDEA block would be protonated in intracellular acidic endo-/lysosomes and promote the escape of prodrug micelles from endo-/lysosome to cytoplasm, resulting in the first-stage destabilization of micelles. Subsequently, the CPT is released in response to high concentration of GSH in cytoplasm, which would greatly increase the hydrophilicity of the BOH block and initiate the complete disassembly of the polymer micelles owing to the damage of the hydrophilic-hydrophobic balance. Additionally, the released MTPP is selectively accumulated in mitochondria and activates mitochondria apoptotic pathway upon light irradiation as a result of ROS generation. Both in vitro and in vivo studies indicate that the polymeric micelle not only effectively improves the targeted delivery efficiency but also dramatically enhances the combinational antitumor efficacy while reducing the side effects associated with the laser irradiation and mitochondria-targeted tumor therapy.