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D95654 Aldrich

Diethyl fumarate

98%

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Properties

Related Categories Building Blocks, C8 to C9, Carbonyl Compounds, Chemical Synthesis, Esters,
assay   98%
refractive index   n20/D 1.44(lit.)
bp   218-219 °C(lit.)
mp   1-2 °C(lit.)
density   1.052 g/mL at 25 °C(lit.)

Description

Packaging

5, 100, 500 g in glass bottle

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
RTECS 
EM5950000
Flash Point(F) 
197.6 °F
Flash Point(C) 
92 °C

Protocols & Articles

Peer-Reviewed Papers

References

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Manganese catalyzed cis-dihydroxylation of electron deficient alkenes with H(2)O(2). Saisaha P, Pijper D, van Summeren RP, et al. Org. Biomol. Chem. 8(19), 4444-50, (2010)

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Synthesis of poly(propylene fumarate). Kasper FK, Tanahashi K, Fisher JP, et al. Nat. Protoc. 4(4), 518-25, (2009)

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The influence of stereolithographic scaffold architecture and composition on osteogenic signal expression with rat bone marrow stromal cells. Kim K, Dean D, Wallace J, et al. Biomaterials 32(15), 3750-63, (2011)

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Facile preparation of the tosylhydrazone derivatives of a series of racemic trans-3,4-substituted cyclopentanones. Bouhadir KH, Aleiwe BA, and Fares FA Molecules 17(1), 1-14, (2011)

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[Persistent spontaneous erythema caused by topical use of fumaric acid monoethyl ester--an obligate mast cell degranulation?]. Gehring W and Gloor M Dermatol. Monatsschr. 176(2-3), 123-8, (1990)

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Bone regeneration using a microstereolithography-produced customized poly(propylene fumarate)/diethyl fumarate photopolymer 3D scaffold incorporating BMP-2 loaded PLGA microspheres. Lee JW, Kang KS, Lee SH, et al. Biomaterials 32(3), 744-52, (2011)

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Dimethylfumarate induces immunosuppression via glutathione depletion and subsequent induction of heme oxygenase 1. Lehmann JC, Listopad JJ, Rentzsch CU, et al. J. Invest. Dermatol. 127(4), 835-45, (2007)

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Poly(propylene fumarate) bone tissue engineering scaffold fabrication using stereolithography: effects of resin formulations and laser parameters. Lee KW, Wang S, Fox BC, et al. Biomacromolecules 8(4), 1077-84, (2007)

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Photocrosslinking characteristics and mechanical properties of diethyl fumarate/poly(propylene fumarate) biomaterials. Fisher JP, Dean D, and Mikos AG Biomaterials 23(22), 4333-43, (2002)

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Acetylsalicylic acid inhibits non-immunologic contact urticaria. Lahti A, Väänänen A, Kokkonen EL, et al. Contact Dermatitis 16(3), 133-5, (1987)

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A molecule solves psoriasis? Systemic therapies for psoriasis inducing interleukin 4 and Th2 responses. Ghoreschi K, Mrowietz U, and Röcken M J. Mol. Med. 81(8), 471-80, (2003)

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Long refractory period after one application of nonimmunologic contact urticaria agents to the guinea pig ear. Lahti A and Maibach HI J. Am. Acad. Dermatol. 13(4), 585-9, (1985)

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[Psoriasis therapy with fumaric acid and fumaric acid esters]. Raab W Z. Hautkr. 59(10), 671-9, (1984)

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Investigations of glutathione conjugation in vitro by 1H NMR spectroscopy. Uncatalyzed and glutathione transferase-catalyzed reactions. Kubal G, Meyer DJ, Norman RE, et al. Chem. Res. Toxicol. 8(5), 780-91, (1995)

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Contact urticaria from diethyl fumarate. Lahti A and Maibach HI Contact Dermatitis 12(3), 139-40, (1985)

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Development of 3D PPF/DEF scaffolds using micro-stereolithography and surface modification. Lan PX, Lee JW, Seol YJ, et al. J. Mater. Sci. Mater. Med. 20(1), 271-9, (2009)

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Effect of fumaric acid, its dimethylester, and topical antipsoriatic drugs on epidermal differentiation in the mouse tail model. Sebök B, Szabados T, Kerényi M, et al. Skin Pharmacol. 9(2), 99-103, (1996)

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Towards excimer-laser-based stereolithography: a rapid process to fabricate rigid biodegradable photopolymer scaffolds. Beke S, Anjum F, Tsushima H, et al. J. R. Soc. Interface 9(76), 3017-26, (2012)

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Reactivity of vinyl ethers and vinyl ribosides in UV-initiated free radical copolymerization with acceptor monomers. Pichavant L, Guillermain C, and Coqueret X Biomacromolecules 11(9), 2415-21, (2010)

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Application of multivariate curve resolution methods to on-flow LC-NMR. Wasim M and Brereton RG J. Chromatogr. A 1096(1-2), 2-15, (2005)

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Application of the BIRD sandwich for the rapid and accurate determination of (1)H-(1)H NMR coupling constants in higher order spin systems. Williamson RT, Carney JR, and Gerwick WH J. Nat. Prod. 63(6), 876-8, (2000)

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Kinetics of poly(propylene fumarate) synthesis by step polymerization of diethyl fumarate and propylene glycol using zinc chloride as a catalyst. Shung AK, Timmer MD, Jo S, et al. J. Biomater. Sci. Polym. Ed. 13(1), 95-108, (2002)

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Synthesis of novel spiro[2.3]hexane carbocyclic nucleosides via enzymatic resolution. Bondada L, Gumina G, Nair R, et al. Org. Lett. 6(15), 2531-4, (2004)

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Compared reactivity of allyl ribosides in UV-initiated free radical copolymerization with acceptor monomers. Pichavant L, Guillermain C, Duchiron S, et al. Biomacromolecules 10(2), 400-7, (2009)

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Glutathione depletion in rat hepatocytes: a mixture toxicity study with alpha, beta-unsaturated esters. Freidig A, Hofhuis M, Van Holstijn I, et al. Xenobiotica 31(5), 295-307, (2001)

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Beil. 2,IV,2207

Aldrich MSDS 1, 672:A / Corp MSDS 1 (1), 1211:C / FT-IR 2 (1), 1040:A / FT-IR 1 (1), 645:A / FT-NMR 1 (1), 993:C / IR-Spectra (3), 380:G / IR-Spectra (2), 337:B / NMR-Reference 2 (1), 544:A / RegBook 1 (1), 725:M / Sax 6, 1016 / Structure Index 1, 111:A:3 / Vapor Phase 3, 690:A

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