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Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bis-, also known as isobutylidenebis(thio)acetic acid, is a chemical compound derived from propanoic acid, a carboxylic acid. It features two thioether groups, which are sulfur atoms bonded to carbon atoms. Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis widely used in the synthesis of organic compounds and as a reagent in various chemical reactions.

4265-59-2

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4265-59-2 Usage

Uses

Used in Pharmaceutical Industry:
Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis utilized as an intermediate in the production of pharmaceuticals. Its unique chemical structure allows it to be a key component in the synthesis of various drugs, contributing to the development of new medications.
Used in Agrochemical Industry:
Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisalso finds application in the agrochemical industry, where it serves as an intermediate in the synthesis of various agrochemicals. Its role in this industry is crucial for the development of effective pesticides and other agricultural products.
Used in Polymer Industry:
Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis employed in the polymer industry as a building block for the synthesis of different types of polymers. Its properties make it suitable for creating polymers with specific characteristics, which can be used in various applications.
Used as a Corrosion Inhibitor:
Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis used as a corrosion inhibitor, protecting metals from corrosion and extending their lifespan. This application is particularly important in industries where metal components are exposed to harsh environments.
Used in Dyes and Perfumes Manufacturing:
Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis also used as an intermediate in the manufacturing of dyes and perfumes. Its unique chemical structure allows it to contribute to the creation of a wide range of colors and fragrances.
Used as a Preservative in Food and Beverage Industry:
Due to its antimicrobial properties, Propanoic acid, 3,3'-[(1-methylethylidene)bis(thio)]bisis used as a preservative in the food and beverage industry. It helps to prevent spoilage and extend the shelf life of various products, ensuring their safety and quality for consumers.

Check Digit Verification of cas no

The CAS Registry Mumber 4265-59-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,6 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4265-59:
(6*4)+(5*2)+(4*6)+(3*5)+(2*5)+(1*9)=92
92 % 10 = 2
So 4265-59-2 is a valid CAS Registry Number.

4265-59-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[2-(2-carboxyethylsulfanyl)propan-2-ylsulfanyl]propanoic acid

1.2 Other means of identification

Product number -
Other names Isopropyliden-bis-thiohydracrylsaeure

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4265-59-2 SDS

4265-59-2Downstream Products

4265-59-2Relevant academic research and scientific papers

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

Yuan, Youyong,Liu, Jie,Liu, Bin

, p. 7163 - 7168 (2014)

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.

ROS-responsive “smart” polymeric conjugate: Synthesis, characterization and proof-of-concept study

Angela Vandelli, Maria,De Benedictis, Chiara A.,Duskey, Jason T.,Forni, Flavio,Grabrucker, Andreas M.,Oddone, Natalia,Pederzoli, Francesca,Ruozi, Barbara,Tosi, Giovanni

, (2019)

New approaches integrating stimuli-responsive linkers into prodrugs are currently emerging. These “smart” prodrugs can enhance the effectivity of conventional prodrugs with promising clinical applicability. Oxidative stress is central to several diseases, including cancer. Therefore, the design of prodrugs that respond to ROS stimulus, allowing a selective drug release in this condition, is fairly encouraging. Aiming to investigate the ROS-responsiveness of prodrugs containing the ROS-cleavable moiety, Thioketal (TK), we performed proof-of-concept studies by synthesizing ROS-responsive conjugate, namely mPEG-TK-Cy5, through exploiting Cy5 fluorescent dye. We demonstrated that, differently to non-ROS-responsive control conjugate (mPEG-Cy5), mPEG-TK-Cy5 shows a selective release of Cy5 in response to ROS in both, ROS-simulated conditions and in vitro on glioblastoma cells. Our results confirm the applicability of TK-technology in the design of ROS-responsive prodrugs, which constitutes a promising approach in cancer treatment. The translatability of this technology for other diseases treatment makes this a highly relevant and promising approach.

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

Han, Kai,Zhu, Jing-Yi,Wang, Shi-Bo,Li, Zi-Hao,Cheng, Si-Xue,Zhang, Xian-Zheng

, p. 8065 - 8069 (2015)

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.

An ROS-responsive and self-accelerating drug release nanoplatform for overcoming multidrug resistance

Lv, Xueming,Zhu, Yiyong,Ghandehari, Hamidreza,Yu, Ao,Wang, Yongjian

, p. 3383 - 3386 (2019)

An 'on-demand' drug release and ROS-responsive nanoparticle was prepared by chemically conjugating hydrophobic α-tocopheryl succinate to hydrophilic poly(ethylene glycol) via a thioketal linker. This nanoparticle encapsulated with doxorubicin and α-tocopheryl succinate exhibited remarkable efficiency in reversing multidrug resistance both in vitro and in vivo.

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

Li, Junjie,Wei, Kai,Zuo, Shuai,Xu, Yixuan,Zha, Zengshi,Ke, Wendong,Chen, Huabing,Ge, Zhishen

, (2017)

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.

NIR-Triggered Multifunctional and Degradable Nanoplatform Based on an ROS-Sensitive Block Copolymer for Imaging-Guided Chemo-Phototherapy

Wang, Chao,Huang, Baoxuan,Yang, Guoliang,Ouyang, Yingjie,Tian, Jia,Zhang, Weian

, p. 4218 - 4229 (2019)

Imaging-guided chemo-phototherapy based on multifunctional nanocarriers has emerged as a promising and high-efficient cancer treatment because of the inevitable limitations of single therapy. Herein, a near-infrared (NIR) light-activated degradable polymeric nanoplatform was fabricated for chemo-phototherapy. An NIR photosensitizer, IR780, and a chemotherapeutic drug, doxorubicin (DOX), were efficiently coloaded within a reactive oxygen species (ROS)-sensitive polymeric micelle based on an amphiphilic copolymer with degradable thioketal (TK) linkages. The obtained spherical nanoparticles (denoted as (IR780/DOX)?PTK) exhibited a notable photodynamic and photothermal effect upon NIR light exposure. Furthermore, due to the rapid cleavage of TK linkers induced by ROS generated from NIR-activated IR780, (IR780/DOX)?PTK also showed an NIR light-induced degradable feature, which can be used for light-triggered tumor-specific drug release and lead to ignorable systematic toxicity after biodegradation and drug delivery. Under the guidance of NIR fluorescence and photothermal dual modal imaging, (IR780/DOX)?PTK exhibited excellent tumor accumulation after intravenously injection into 4T1-tumor-bearing mice. As verified in both in vitro and in vivo study, (IR780/DOX)?PTK presented a significant tumor suppression effect by synergistic chemo-phototherapy.

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

Jia, Ruixin,Liu, Simeng,Lu, Yanbing,Wang, Deqi,Wang, Song,Xia, Yingchun,Xu, Gege,Zhan, Junjie

, (2020)

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.

CPI - 613-based mitochondrial targeting drug as well as preparation method and application thereof

-

Paragraph 0034; 0054-0057, (2021/11/27)

The invention relates to the technical field of anticancer drugs, and discloses a CPI - 613-based mitochondrial targeting drug and a preparation method and application thereof, wherein mitochondria target prodrugs are doped with auxiliary lipid DSPE-PEG 2

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

-

Paragraph 0028; 0102-0105, (2021/10/17)

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.

Curcumin symmetrical derivative, preparation thereof and application thereof in preparation of antitumor drugs

-

Paragraph 0057-0060, (2020/06/16)

The invention belongs to the field of anti-cancer chemotherapy drugs, particularly discloses a curcumin symmetrical derivative with a brand-new structure, and further provides a preparation method ofthe curcumin symmetrical derivative and application of t

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