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• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 121-33-5 vanillin 

Relevant academic research and scientific papers

Novel synthesis method of ester free trimethylene carbonate derivatives

Ester free poly(trimethylene carbonate) (PTMC) derivatives show biocompatibility and biodegradability and do not generate any acidic compounds after decomposition. Their syntheses methods are limited however, hampering their material application. Herein, we established a novel synthesis route of ester free trimethylene carbonate (TMC) derivatives. The novel synthesis route was described using six aldehydes and one ketone as starting compounds. The key reaction is the selective deprotection from two protected hydroxyl groups in the cyclic acetal structure by diisobutylaluminium hydride. This novel synthesis route means that it is possible to convert aldehyde group to ether groups in the side chain of TMC. Conventionally, only a substituent derived from a primary alcohol was introduced into the side chain. We therefore succeeded in decreasing the number of reaction steps from five to three, compared with the conventional route. Furthermore, the development of a novel synthesis route enabled the introduction of substituents derived from secondary alcohols, anticipating the creation of further types of ester free TMC derivatives.

MANUFACTURING METHOD OF TRIMETHYLENE CARBONATE DERIVATIVE

PROBLEM TO BE SOLVED: To enable easily synthesizing a trimethylene carbonate derivative containing no ester bond. SOLUTION: The manufacturing method of a trimethylene carbonate derivative having a process for obtaining a compound A represented by the following formula (2) by protecting hydroxyl groups at 2 locations of trimethylolalkane represented by the following formula (1) by a protection agent at same time, a process for obtaining a compound B represented by the formula (3) and having 2 hydroxyl groups by reducing the compound A by a reductant and deprotecting only one of the 2 locations, a process for obtaining a trimethylene carbonate derivative represented by the formula (4) by carbonylating 2 hydroxyl groups of the compound B. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Ultrasound contrast agent comprising PVO(poly(vanillin oxalate)) nanoparticles

The present invention relates to an ultrasound contrast medium containing poly(vanillin oxalate) (PVO) nanoparticles. According to the present invention, the PVO nanoparticles produce CO_2 bubbles by hydrogen peroxide, and give rise to resonance with ultrasonic frequencies, thereby amplifying ultrasound signals and being useful as ultrasound contrast media.COPYRIGHT KIPO 2017

Inflammation-responsive antioxidant nanoparticles based on a polymeric prodrug of vanillin

Oxidative stress is induced by accumulation of hydrogen peroxide (H 2O2), and therefore, H2O2 could serve as a potential biomarker of various oxidative stress-associated inflammatory diseases. Vanillin is one of the major components of natural vanilla and has potent antioxidant and anti-inflammatory activities. In this work, we developed a novel inflammation-responsive antioxidant polymeric prodrug of vanillin, termed poly(vanillin oxalate) (PVO). In design, PVO incorporates H2O2-reacting peroxalate ester bonds and bioactive vanillin via acid-responsive acetal linkages in its backbone. Therefore, in cells undergoing damages by oxidative stress, PVO readily degrades into three nontoxic components, one of which is antioxidant and anti-inflammatory vanillin. PVO nanoparticles exhibit potent antioxidant activities by scavenging H 2O2 and inhibiting the generation of ROS (reactive oxygen species) and also reduce the expression of pro-inflammatory cytokines in activated macrophages in vitro and in vivo. We, therefore, anticipate that PVO nanoparticles have great potential as novel antioxidant therapeutics and drug delivery systems for ROS-associated inflammatory diseases.