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2,2'-(Propane-2,2-diylbis(sulfanediyl))diacetic acid, also known as propanesulfonic acid, is a chemical compound with the molecular formula C6H14O6S2. It is a white crystalline solid that is soluble in water and has a molecular weight of 254.30 g/mol. 2,2'-(propane-2,2-diylbis(sulfanediyl))diacetic acid is a bisulfonic acid, meaning it contains two sulfonic acid groups connected by a propane chain. It is used in various applications, including as a chelating agent, a surfactant, and in the synthesis of other organic compounds. Due to its ability to form strong complexes with metal ions, it is also utilized in water treatment processes to remove heavy metals. The compound's structure and properties make it a versatile building block in the chemical industry.

4265-58-1

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4265-58-1 Usage

Chemical structure

2,2'-(propane-2,2-diylbis(sulfanediyl))diacetic acid is a compound containing two sulfamic acid groups connected by a propane-2,2-diyl chain, and two diacetic acid moieties.

Chelating agent

It effectively binds and sequesters metal ions and other cations in various industrial and pharmaceutical applications.

Sequestering agent

The compound prevents the precipitation and fouling of metal ions in industrial processes, such as water treatment and detergent formulations.

Polymer stabilizer

It is used to stabilize polymers during their production, enhancing the quality and performance of the final product.

Component in cleaning and personal care products

The compound is incorporated into various cleaning agents and personal care products due to its ability to bind and remove metal ions and other impurities.

Complexing agent in synthesis

2,2'-(propane-2,2-diylbis(sulfanediyl))diacetic acid is used in the synthesis of coordination compounds, aiding in the formation of stable complexes with metal ions.

Check Digit Verification of cas no

The CAS Registry Mumber 4265-58-1 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 8 respectively.
Calculate Digit Verification of CAS Registry Number 4265-58:
(6*4)+(5*2)+(4*6)+(3*5)+(2*5)+(1*8)=91
91 % 10 = 1
So 4265-58-1 is a valid CAS Registry Number.

4265-58-1Downstream Products

4265-58-1Relevant academic research and scientific papers

Oxidatively degradable poly(thioketal urethane)/ceramic composite bone cements with bone-like strength

McEnery, Madison A. P.,Lu, Sichang,Gupta, Mukesh K.,Zienkiewicz, Katarzyna J.,Wenke, Joseph C.,Kalpakci, Kerem N.,Shimko, Daniel A.,Duvall, Craig L.,Guelcher, Scott A.

, p. 109414 - 109424 (2016)

Synthetic bone cements are commonly used in orthopaedic procedures to aid in bone regeneration following trauma or disease. Polymeric cements like PMMA provide the mechanical strength necessary for orthopaedic applications, but they are not resorbable and do not integrate with host bone. Ceramic cements have a chemical composition similar to that of bone, but their brittle mechanical properties limit their use in weight-bearing applications. In this study, we designed oxidatively degradable, polymeric bone cements with mechanical properties suitable for bone tissue engineering applications. We synthesized a novel thioketal (TK) diol, which was crosslinked with a lysine triisocyanate (LTI) prepolymer to create hydrolytically stable poly(thioketal urethane)s (PTKUR) that degrade in the oxidative environment associated with bone defects. PTKUR films were hydrolytically stable for up to 6 months, but degraded rapidly (a PTKUR bone cement with bone-like strength can be selectively resorbed by cells involved in bone remodeling, and thus represent an important initial step toward the development of resorbable bone cements for weight-bearing applications.

ROS-Responsive Camptothecin Prodrug Nanoparticles for On-Demand Drug Release and Combination of Chemotherapy and Photodynamic Therapy

Chu, Bingyang,Qu, Ying,He, Xinlong,Hao, Ying,Yang, Chengli,Yang, Yun,Hu, Danrong,Wang, Fangfang,Qian, Zhiyong

, (2020)

Minimizing drug leakage in systemic circulation, synchronizing the in vivo fate of multiple drugs, and precisely controlling tumor locoregional drug release, remain challenging for nanomedicine-based cancer therapy. Here, a reactive oxygen species (ROS)-responsive camptothecin (CPT) prodrug delivery system (MPEG-(TK-CPT)-PPa) is developed, in which CPT and photosensitizer pyropheophorbide-a (PPa) are concurrently conjugated to the same poly(ethylene glycol) methyl ether (MPEG) via ROS-responsive thioketal (TK) and lipid linkage. The synthesized MPEG-(TK-CPT)-PPa conjugate self-assembles to form nanoparticles (NPs) (43.6 ± 0.8 nm) in solution. The covalently conjugated prodrug prevents drug leakage during systemic circulation and synchronizes the in vivo distribution of the two drugs. The generated fluorescence signal of PPa helps precisely track and locate the NPs at tumor sites. Under the guidance of imaging, a near-infrared laser locally irradiates tumor tissue upon reaching the strongest fluorescence. The ROS generated by PPa not only cleaves the TK linkage and then triggers locoregional, controllable and on-demand CPT release, but also exhibits cytotoxic effects on tumor cells. Thus, CPT-mediated chemotherapy and PPa-induced photodynamic therapy lead to the combined and enhanced suppression of tumor growth. Accordingly, such laser-triggered, localized, controllable, and on-demand drug release systems may provide an alternative option for CPT formulations.

Redox responsiveness sequential drug release system and preparation method and application thereof

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Paragraph 0123; 0126; 0127, (2021/10/05)

The invention discloses a redox responsiveness sequential drug release system and a preparation method and application thereof. The invention discloses a redox responsiveness sequential drug release system which is a double-response sequential drug release system synthesized based on reactive oxygen-sensitive thiol ketal key and glutathione-sensitive disulphide bond for sequential delivery CyNH2 And chemotherapy drugs synergistically improve the treatment effect of cancer. The redox responsiveness sequential drug release system disclosed by the invention integrates the response to the tumor microenvironment. Drug release, synergistic treatment, and manufacture of exogenous ROS, etc, well overcome the limitations of the prior art.

Photo-stimulated active oxygen responsive hollow mesoporous silica drug-loaded particle and preparation method and application thereof

-

Paragraph 0054; 0056-0057, (2021/07/14)

The invention belongs to the technical field of functional medical materials, and particularly relates to a photo-stimulated active oxygen responsive hollow mesoporous silica drug-loaded particle and a preparation method and application thereof. The photo-stimulated active oxygen responsive hollow mesoporous silica drug-loaded particle comprises a hollow mesoporous silica carrier and a covalent binding prodrug loaded on the surface of the hollow mesoporous silica carrier, and drugs are loaded in a hollow inner cavity and mesopores of the hollow mesoporous silica carrier. According to the invention, covalent binding prodrugs are introduced on the surface of hollow mesoporous silica, so that loading of various drugs is realized; the covalent binding prodrug not only can prevent the drug from leaking in systemic circulation, but also can be used as a goalkeeper of the hollow mesoporous silicon dioxide carrier to control the release of the drug in the hollow mesoporous and enhance the inhibition on tumor growth.

Prodrug of hydrogen peroxide response targeted FAP as well as preparation method and application thereof

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Paragraph 0059-0062, (2021/10/27)

The invention relates to a targeted FAP hydrogen peroxide response prodrug and a preparation method and application thereof. The prodrug predominantly comprises three parts, including units targeting FAP (glycyl -2 - cyanopyrrole compounds). High-expressi

Camptothecin-photosensitizer prodrug, and preparation method and application thereof

-

Paragraph 0069-0072, (2020/12/30)

The invention belongs to the field of chemical medicines, and particularly relates to a camptothecin-photosensitizer prodrug, and a preparation method and application thereof. The structure of the camptothecin photosensitizer prodrug provided by the invention is shown as a formula I in the specification. Aamptothecin and a photosensitizer are jointly grafted to the same polyethylene glycol carrierthrough a prodrug strategy, the formed prodrug compound can be self-assembled in an aqueous solution to form nanoparticles, and in-vivo application can effectively avoid drug leakage, reduce the toxic and side effects of the drug and improve the bioavailability of the drug. The two drugs can be synchronously distributed in vivo so as to synchronously and simultaneously achieve the in vivo targeting effect part, and the generated ROS can kill tumor cells and can excite the responsive release of camptothecin under the excitation of the in vitro near infrared light so as to achieve the real-time, local and controllable drug release and the synergistic tumor treatment.

METHODS OF SYNTHESIS FOR A THIOKETAL DIOL

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Paragraph 0129-0133, (2020/08/30)

A method of making a hydroxyl-terminated thioketal diol is provided, the method comprising reacting a thioketal ester with a non-pyrophoric reducing agent to form a hydroxyl-terminated thioketal diol. The hydroxyl-terminated thioketal diol can be 2,2-(propane-2,2-diylbis(sulfanediyl)) diethanol. The non-pyrophoric reducing agent can be a sodium aluminum hydride, for example, sodium bis(2-methoxyethoxy)aluminum hydride. The thioketal ester can be dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl)) diacetate. A biodegradable matrix prepared by reacting a hydroxyl-terminated thioketal diol with an isocyanate is provided. A method of making a biodegradable polyurethane composite is also provided.

Organic Semiconducting Pro-nanostimulants for Near-Infrared Photoactivatable Cancer Immunotherapy

Li, Jingchao,Cui, Dong,Huang, Jiaguo,He, Shasha,Yang, Zebin,Zhang, Yan,Luo, Yu,Pu, Kanyi

supporting information, p. 12680 - 12687 (2019/08/08)

In this study, an organic semiconducting pro-nanostimulant (OSPS) with a near-infrared (NIR) photoactivatable immunotherapeutic action for synergetic cancer therapy is presented. OSPS comprises a semiconducting polymer nanoparticle (SPN) core and an immunostimulant conjugated through a singlet oxygen (1O2) cleavable linkers. Upon NIR laser irradiation, OSPS generates both heat and 1O2 to exert combinational phototherapy not only to ablate tumors but also to produce tumor-associated antigens. More importantly, NIR irradiation triggers the cleavage of 1O2-cleavable linkers, triggering the remote release of the immunostimulants from OSPS to modulate the immunosuppressive tumor microenvironment. Thus, the released tumor-associated antigens in conjunction with activated immunostimulants induce a synergistic antitumor immune response after OSPS-mediated phototherapy, resulting in the inhibited growth of both primary/distant tumors and lung metastasis in a mouse xenograft model, which is not observed for sole phototherapy.

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