4265-59-2

Basic information

• Product Name: Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis-
• CAS NO: 4265-59-2
• Molecular Formula: C9H16O4S2
• Molecular Weight: 252.356
• Mol File: 4265-59-2.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis-(4265-59-2)
• EPA Substance Registry System: Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis-(4265-59-2)

Safety Data

• Hazardous Substances Data: 4265-59-2(Hazardous Substances Data)

Usage

General Description

Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis- is a chemical compound that is also known as isobutylidenebis(thio)acetic acid. It is a derivative of propanoic acid, which is a carboxylic acid. The compound contains two thioether groups, which are sulfur atoms bonded to carbon atoms. It is commonly used in the synthesis of organic compounds and as a reagent in chemical reactions. Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis- has various industrial applications, including in the production of pharmaceuticals, agrochemicals, and polymers. It is also used as a corrosion inhibitor and as an intermediate in the manufacturing of dyes and perfumes. Additionally, it has antimicrobial properties and is used as a preservative in the food and beverage industry.

Upstream product

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Relevant articles and documents

Conjugated-polyelectrolyte-based polyprodrug: Targeted and image-guided photodynamic and chemotherapy with on-demand drug release upon irradiation with a single light source

Nanomaterials that combine diagnostic and therapeutic functions within a single nanoplatform are highly desirable for molecular medicine. Herein we report a novel theranostic platform based on a conjugated-polyelectrolyte (CPE) polyprodrug that contains functionality for image, chemo- and photodynamic therapy (PDT), and on-demand drug release upon irradiation with a single light source. Specifically, the PEGylated CPE serves as a photosensitizer and a carrier, and is covalently conjugated to doxorubicin through a linker that can be cleaved by reactive oxygen species (ROS). Under appropriate light irradiation, the CPE can generate ROS, not only for PDT, but also for on-demand drug release and chemotherapy. This nanoplatform will offer on-demand PDT and chemotherapy with drug release triggered by one light switch, which has great potential in cancer treatment.

Tumor targeted gold nanoparticles for FRET-based tumor imaging and light responsive on-demand drug release

In this work, a new type of gold nanoparticles (AuNPs) is designed to achieve the programmed tumor imaging and light manipulated controlled drug release. In vitro results demonstrate that these AuNPs undergo matrix metalloproteinase-2 (MMP-2) responsive fluorescence recovery of photosensitizers, protoporphyrin IX (PpIX), in the tumor region, which can differentiate tumor cells from healthy ones. Subsequently, light irradiation activates PpIX, which cleaves the reactive oxygen species (ROS) sensitive thioketal linker, leading to on-demand drug release as well as free drug diffusion into nuclei. More importantly, in vitro studies indicate the good performance of AuNPs in combined photodynamic therapy and chemotherapy with limited side effects. This AuNP based nanoplatform provides great potential for tumor targeted on-demand combination therapy.

Light-Triggered Clustered Vesicles with Self-Supplied Oxygen and Tissue Penetrability for Photodynamic Therapy against Hypoxic Tumor

Smart nanocarriers are of particular interest for highly effective photodynamic therapy (PDT) in the field of precision nanomedicine. Nevertheless, a critical challenge still remains in the exploration of potent PDT treatment against hypoxic tumor. Herein, light-triggered clustered polymeric vesicles for photoinduced hypoxic tumor ablation are demonstrated, which are able to deeply penetrate into the tumor and simultaneously afford oxygen supply upon light irradiation. Hydrogen peroxide (H2O2) and poly(amidoamine) dendrimer conjugating chlorin e6/cypate (CC-PAMAM) are coassembled with reactive-oxygen-species-responsive triblock copolymer into the polymeric vesicles. Upon 805 nm irradiation, the vesicles exhibit the light-triggered thermal effect that is able to decompose H2O2 into O2, which distinctly ensures the alleviation of tumor hypoxia at tumor. Followed by 660 nm irradiation, the vesicles are rapidly destabilized through singlet oxygen-mediated cleavage of copolymer under light irradiation and thus allow the release of photoactive CC-PAMAM from the vesicular chambers, followed by their deep penetration in the poorly permeable tumor. Consequently, the light-triggered vesicles with both self-supplied oxygen and deep tissue penetrability achieve the total ablation of hypoxic hypopermeable pancreatic tumor through photodynamic damage. These findings represent a general and smart nanoplatform for effective photoinduced treatment against hypoxic tumor.

Preparation of ROS-responsive core crosslinked polycarbonate micelles with thioketal linkage

Herein, we prepared novel reactive oxygen species (ROS) responsive core crosslinked (CCL/TK) polycarbonate micelles conveniently by click reaction between amphiphilic diblock copolymer poly(ethylene glycol)-poly(5-methyl-5-propargylxycar-bonyl-1,3-dioxane-2-one) (PEG-PMPC) with pendant alkynyl group and thioketal containing azide derivative bis (2-azidoethyl) 3, 3′- (propane-2, 2-diylbis (sulfanediyl)) dipropanoate (TK-N3). The CCL/TK micelles were obtained with small size of 146.4 nm, showing excellent stability against dilution and high doxorubicin (DOX) loading. In vitro toxicity tests demonstrated that the obtained CCL/TK micelles have good biocompatibility and low toxicity with cell viability above 95 %. Furthermore, DOX-loaded CCL/TK micelles showed significantly superior toxicity with IC50 values for HeLa and MCF-7 cells about 3.74 μg/mL and 3.91 μg/mL, respectively. Confocal laser scanning microscope (CLSM) and flow cytometry showed excellent internalization efficiency and intracellular drug release of DOX-loaded CCL/TK micelles. The obtained ROS-responsive CCL/TK micelles showed great potential for anticancer drug delivery.

Amphiphilic polymers, drug delivery system and tumor treatment system using the same

The present invention relates to an amphiphilic polymer compound. More specifically, the amphiphilic polymer compound of the present invention can be selectively and efficiently decomposed in response to active oxygen species (ROS) by including a thioketal linker, which has excellent selective accumulation to target cancer cells, has low toxicity, and is capable of photodynamic therapy and chemical drug treatment at the same time. A tumor treatment system using the same is also provided.

A Photolabile Semiconducting Polymer Nanotransducer for Near-Infrared Regulation of CRISPR/Cas9 Gene Editing

Noninvasive regulation of CRISPR/Cas9 gene editing is conducive to understanding of gene function and development of gene therapy; however, it remains challenging. Herein, a photolabile semiconducting polymer nanotransducer (pSPN) is synthesized to act as the gene vector to deliver CRISPR/Cas9 plasmids into cells and also as the photoregulator to remotely activate gene editing. pSPN comprises a 1O2-generating backbone grafted with polyethylenimine brushes through 1O2-cleavable linkers. NIR photoirradiation spontaneously triggers the cleavage of gene vectors from pSPN, resulting in the release of CRISPR/Cas9 plasmids and subsequently initiating gene editing. This system affords 15- and 1.8-fold enhancement in repaired gene expression relative to the nonirradiated controls in living cells and mice, respectively. As this approach does not require any specific modifications on biomolecular components, pSPN represents the first generic nanotransducer for in vivo regulation of CRISPR/Cas9 gene editing.