Diethyl maleate
Product Information
Molecular Formula
C8H12O4
Molecular Weight
172.18
Description
Diethylmaleate, a glutathione-depleting compound, is the diethyl ester of maleic acid and inhibits NF-kB. It is used as a reagent in the synthesis of several organic compounds including that of polyaspartic acid ester based polyurea coatings.
Synonyms
diethyl (Z)-but-2-enedioate
IUPAC Name
diethyl (Z)-but-2-enedioate
SMILES
CCOC(=O)C=CC(=O)OCC
InChI
InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-
InChI Key
IEPRKVQEAMIZSS-WAYWQWQTSA-N
Boiling Point
223 °C
Melting Point
-8.8 °C
Flash Point
107 °C
Purity
99.07 %
Density
1.0690 g/cm3
Solubility
1.40E+04 mg/L at 30 °C (exp)
Appearance
Colourless liquid
Application
Used in organic synthesis and as a flavoring agent.
Storage
Store in a cool and dry place (or refer to the Certificate of Analysis).
Refractive Index
1.44
LogP
0.66880
Safety Information
Precautionary Statement
P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, and P501
Signal Word
Warning
Computed Properties
XLogP3
0.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
6
Exact Mass
172.07355886 g/mol
Monoisotopic Mass
172.07355886 g/mol
Topological Polar Surface Area
52.6Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
164
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113491270-A | Application of diethyl maleate as bactericidal synergist in plant disease control | 2021-07-23 |
| CN-112250868-A | Polysiloxane-asparagus resin/polyaspartic polyurea and preparation method thereof | 2020-10-26 |
| DE-102021120168-A1 | SOLID CATALYST COMPONENT FOR OLEFIN POLYMERIZATION | 2020-08-07 |
| US-2022041763-A1 | Solid catalyst component for olefin polymerization | 2020-08-07 |
| WO-2022008489-A1 | Laminated glass with anti-counterfeiting properties | 2020-07-08 |
| WO-2022010972-A1 | Curable coating compositions | 2020-07-07 |
| CN-111690097-A | Core-shell type polyester-acrylic emulsion and preparation method and application thereof | 2020-06-09 |
| WO-2021247137-A2 | Additive manufacturing compositions and methods including resin stabilized pigments | 2020-06-05 |
| WO-2021211185-A1 | Compositions containing thermally conductive fillers | 2020-04-15 |
| WO-2021211694-A1 | Compositions containing thermally conductive fillers | 2020-04-15 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 34021431 | 2022-10-01 | Stimulation of de novo glutathione synthesis by nitrofurantoin for enhanced resilience of hepatocytes | Cell biology and toxicology |
| 35724838 | 2022-10-01 | Mapping the dynamics of Nrf2 antioxidant and NFκB inflammatory responses by soft electrophilic chemicals in human liver cells defines the transition from adaptive to adverse responses | Toxicology in vitro : an international journal published in association with BIBRA |
| 34626751 | 2021-11-01 | Genotoxicity evaluation of 2,4-D, dicamba and glyphosate alone or in combination with cell reporter assays for DNA damage, oxidative stress and unfolded protein response | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 34480604 | 2021-10-01 | Fluorescent tagging of endogenous Heme oxygenase-1 in human induced pluripotent stem cells for high content imaging of oxidative stress in various differentiated lineages | Archives of toxicology |
| 33545341 | 2021-06-01 | Systematic transcriptome-based comparison of cellular adaptive stress response activation networks in hepatic stem cell-derived progeny and primary human hepatocytes | Toxicology in vitro : an international journal published in association with BIBRA |
| 33301901 | 2021-03-01 | Pre-validation of SENS-IS assay for in vitro skin sensitization of medical devices | Toxicology in vitro : an international journal published in association with BIBRA |
| 31958493 | 2020-04-01 | Mechanistic understanding of dendritic cell activation in skin sensitization: additional evidences to support potency classification | Toxicology letters |
| 30261343 | 2019-01-01 | Nuclear trapping of inactive FOXO1 by the Nrf2 activator diethyl maleate | Redox biology |
| 29064635 | 2018-03-01 | Voltage-sensitive sodium channel mutations S989P + V1016G in Aedes aegypti confer variable resistance to pyrethroids, DDT and oxadiazines | Pest management science |
| 30114225 | 2018-01-01 | Activation of Nrf2 in the liver is associated with stress resistance mediated by suppression of the growth hormone-regulated STAT5b transcription factor | PloS one |
