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D95654

Sigma-Aldrich

Diethyl fumarate

98%

Synonyme(s) :

(2E)-2-Butenedioic acid diethyl ester, (E)-But-2-enedioic acid diethyl ester, Diethyl (E)-but-2-enedioate, Diethyl fumaric acid ester, Ethyl fumarate

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About This Item

Formule linéaire :
C2H5OCOCH=CHCOOC2H5
Numéro CAS:
623-91-6
Poids moléculaire :
172.18
Numéro Beilstein :
775347
Numéro CE :
210-819-7
Numéro MDL:
MFCD00064455
Code UNSPSC :
12352100
ID de substance PubChem :
24894309
Nomenclature NACRES :
NA.22

Niveau de qualité

200

Pureté

98%

Forme

liquid

Indice de réfraction

n20/D 1.44 (lit.)

Point d'ébullition

218-219 °C (lit.)

Pf

1-2 °C (lit.)

Densité

1.052 g/mL at 25 °C (lit.)

Chaîne SMILES 

[H]\C(=C(\[H])C(=O)OCC)C(=O)OCC

InChI

1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5+

Clé InChI

IEPRKVQEAMIZSS-AATRIKPKSA-N

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Description générale

Diethyl fumarate is an electrophilic compound, commonly used in the Diels-Alder reaction.

Application


  • Relaxation and Amorphous Structure of Polymers: This study examines the behavior of polymers with rigid fumarate segments, including diethyl fumarate, and their impact on the relaxation and amorphous structures, enhancing polymer design and processing (Suzuki et al., 2022).

  • Gradient versus End-Capped Degradable Polymer Sequence Variations: The research explores the mechanical properties of photochemically 3D-printed substrates using diethyl fumarate-based polymers, presenting new possibilities in creating tailored biomaterials for medical applications (Shin and Becker, 2022).

  • Novel Curcumin-Diethyl Fumarate Hybrid for Parkinson′s Disease: This study investigates a hybrid molecule combining curcumin and diethyl fumarate, highlighting its dual function as a GSK-3β inhibitor and Nrf2 inducer, which could be significant for Parkinson′s disease treatment strategies (Di Martino et al., 2020).

  • Synthesis and 3D Printing of PEG-Poly(propylene fumarate) Copolymers: This article describes the synthesis and application of diethyl fumarate in the creation of novel diblock and triblock copolymer hydrogels for 3D printing, expanding the utility in biomedicine and tissue engineering (Dilla et al., 2018).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

197.6 °F - closed cup

Point d'éclair (°C)

92 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
BCCC0138
BCBW6573
BCBS0191V
BCBP1438V
BCBL2688V

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Biomaterials, 32(3), 744-752 (2010-10-12)
Bony defects have been three-dimensionally (3D) created in many clinical circumstances; however, many defects cannot be reconstructed because most of the current bony substitutes cannot provide the necessary exact 3D structure. Therefore, to overcome this limitation, a 3D scaffold with
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Journal of molecular medicine (Berlin, Germany), 81(8), 471-480 (2003-07-25)
Psoriasis is an autoimmune disease affecting 2-4% of the Caucasian population. Inflammatory processes induce the migration of interferon (IFN) gamma producing Th1 lymphocytes into the skin. These play a key role in the pathogenesis of psoriasis. These Th1 lymphocytes are
Kyobum Kim et al.
Biomaterials, 32(15), 3750-3763 (2011-03-15)
Scaffold design parameters, especially physical construction factors such as mechanical stiffness of substrate materials, pore size of 3D porous scaffolds, and channel geometry, are known to influence the osteogenic signal expression and subsequent differentiation of a transplanted cell population. In
A Lahti et al.
Contact dermatitis, 12(3), 139-140 (1985-03-01)
The contact urticariagenic properties of diethyl fumarate were studied using the guinea pig ear swelling assay and by open application on the human upper back skin. Diethyl fumarate caused non-immunologic contact urticaria in both human and guinea pig skin, and
B Sebök et al.
Skin pharmacology : the official journal of the Skin Pharmacology Society, 9(2), 99-103 (1996-01-01)
Fumaric acid, fumaric acid dimethylester, and the dithranol derivative C4-lactone were studied in the mouse tail test to evaluate their effects on epidermal cell differentiation compared with other topical antipsoriatic drugs, such as betamethasone, calcipotriol, and dithranol. Mouse tails were
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