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D5392

Sigma-Aldrich

Dithiodiglycolic acid

≥98%

Synonym(s):

2,2′-Dithiodiacetic acid

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About This Item

Empirical Formula (Hill Notation):
C4H6O4S2
CAS Number:
505-73-7
Molecular Weight:
182.22
EC Number:
208-019-8
MDL number:
MFCD00039607
UNSPSC Code:
12352100
PubChem Substance ID:
57654100
NACRES:
NA.22

Assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

OC(=O)CSSCC(O)=O

InChI

1S/C4H6O4S2/c5-3(6)1-9-10-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

InChI key

DLLMHEDYJQACRM-UHFFFAOYSA-N

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Application

  • Enhancement of octacalcium phosphate via Dithiodiglycolic acid: Research on the interlayer expansion of octacalcium phosphate illustrates the forced oxidation of Dithiodiglycolic acid intercalated molecules within its interlayers, showcasing a novel application in material science and chemical engineering (Sugiura et al., 2023).
  • Drug delivery systems: A study on redox-responsive self-assembly PEG nanoparticles enhanced by triptolide, where Dithiodiglycolic acid plays a critical role, demonstrates its potential in improving the efficacy of antitumor treatments, providing insights into pharmaceutical applications (Wang et al., 2018).
  • Synthesis and medicinal applications: A comprehensive study on the synthesis and biological evaluation of Dithiodiglycolic acid derivatives via oxidative coupling of thiols highlights its utility in medicinal chemistry, offering new avenues for drug design and development (Bakulina et al., 2019).
  • Redox-sensitive coordination polymers: The development of redox-sensitive nanoscale coordination polymers for drug delivery and cancer theranostics utilizes Dithiodiglycolic acid, providing significant advancements in cancer treatment strategies (Zhao et al., 2017).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hui-Yun Zhang et al.
International journal of pharmaceutics, 555, 270-279 (2018-11-25)
The anti-tumor efficacy of curcumin can be markedly improved by nano-drug self-delivery systems with high drug loading capacity and smart stimulus-triggered drug release in tumor cells. Herein, a type of novel, glutathione (GSH)-responsive, PEGylated prodrug nano-micelles (PPNMs) was prepared by
Huiyun Zhang et al.
International journal of pharmaceutics, 575, 118980-118980 (2020-01-04)
Cardiac glycosides (CGs) have been used to treat cancer for hundreds of years. However, the narrow therapeutic window and system toxicity have hindered their wide clinical applications. Herein, the small molecule prodrug strategy and nanotechnology were integrated into one drug
Shenwu Zhang et al.
Drug delivery, 24(1), 1460-1469 (2017-09-28)
Breast cancer leads to high mortality of women in the world. Docetaxel (DTX) has been widely applied as one of the first-line chemotherapeutic drugs for breast cancer therapy. However, the clinical outcome of DTX is far from satisfaction due to
Huiyun Zhang et al.
Drug development and industrial pharmacy, 46(11), 1800-1808 (2020-09-25)
Curcumin (CUR), a nontoxic natural compound with potent antitumor activity, was limited in clinical application due to its insolubility and exceedingly low bioavailability. In this study, a novel prodrug-nanoparticle (CSSV/TPGS-NPs) self-assembled by co-nanoprecipitation of CUR-s-s-vitamin E conjugate and d-alpha-tocopheryl polyethylene
Qingqing Xiong et al.
Frontiers in pharmacology, 9, 61-61 (2018-03-01)
Combination of doxorubicin with sorafenib (SF) was reported to be a promising strategy for treating hepatocellular carcinoma (HCC). In this study, we designed a reduction-responsive supramolecular nanosystem based on poly (ethylene glycol)-β-cyclodextrin (PEG-CD) and a disulfide-containing adamantine-terminated doxorubicin prodrug (AD)
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