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
Canonical 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 ℃
Melting Point
-8.8 ℃
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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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