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Chemical Structure| 120-47-8 Chemical Structure| 120-47-8
Chemical Structure| 120-47-8

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Ethylparaben, a natural product isolated and purified from the male melon fly Dacus cucurbitae, is the ethyl ester of p-hydroxybenzoic acid, used as an antifungal preservative.

Synonyms: Ethyl parahydroxybenzoate; Ethyl 4-hydroxybenzoate; NSC 23514

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Product Citations

Product Citations

Federa, Anja ; Schueffl, Hemma ; Minichmayr, Iris K ; Kastner, Alexander ; Kronberger, Julia ; Mindt, Thomas L , et al.

Abstract: Maleimides are widely used in anticancer drug development for linking small-molecule drugs to macromolecules like antibodies or proteins via thiol-Michael addition reactions. Despite their widespread use, even in clinically approved therapeutics, they present significant drawbacks such as hydrolysis at physiological pH and instability of the formed thiosuccinimide bond. Hence, there is a growing need for more stable yet equally efficient binding units. This is particularly important for drug-delivery systems that bind to endogenous albumin in vivo, exploiting the ability of the to accumulate in tumor tissue. This study compares phenyloxadiazolyl methyl sulfone (PODS) and a 2,4-difluorophenyl sulfonamide (DFSA) derivative with as endogenous albumin binders. Of note, PODS and bind to Cys34, whereas DFSA targets Lys64 of albumin. The albumin binders were conjugated as axial ligands to oxaliplatin(IV) complexes (PODS-Ox-OAc and DFSA-Ox-OAc) and studied in comparison to a maleimide-bearing reference compound (Mal-Ox-OAc). Both PODS- and DFSA-complexes showed higher hydrolytic stability at pH 7.4 than the complex. Albumin-binding was highly efficient for the PODS and complexes. However, the DFSA derivative exhibited only slow conjugation. This was also reflected in the serum pharmacokinetic and organ distribution studies using CT26 colon cancer-bearing mice. Here, the PODS complex showed the highest platinum levels in both serum and tumor tissue. Additionally, PODS-Ox-OAc induced the most significant tumor regression and prolonged overall survival in this model. Together, our data highlight PODS as a promising alternative to as an endogenous albumin binder.

Keywords: albumin ; platinum ; ; ; oxadiazole ; anticancer

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Product Details of Ethylparaben

CAS No. :120-47-8
Formula : C9H10O3
M.W : 166.17
SMILES Code : O=C(OCC)C1=CC=C(O)C=C1
Synonyms :
Ethyl parahydroxybenzoate; Ethyl 4-hydroxybenzoate; NSC 23514
MDL No. :MFCD00002353
InChI Key :NUVBSKCKDOMJSU-UHFFFAOYSA-N
Pubchem ID :8434

Safety of Ethylparaben

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Ethylparaben

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 120-47-8 ]
  • Downstream synthetic route of [ 120-47-8 ]

[ 120-47-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 120-47-8 ]
  • [ 437383-99-8 ]
References: [1] Archives of Pharmacal Research, 2018, vol. 41, # 12, p. 1149 - 1161.
 

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