128422
mono-Ethyl fumarate
95%
Synonym(s):
Fumaric acid monoethyl ester, Monoethyl fumarate
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About This Item
Linear Formula:
C2H5OCOCH=CHCOOH
CAS Number:
Molecular Weight:
144.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-544-7
Beilstein/REAXYS Number:
1723588
MDL number:
Assay:
95%
Form:
solid
InChI key
XLYMOEINVGRTEX-ONEGZZNKSA-N
InChI
1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3+
SMILES string
CCOC(=O)\C=C\C(O)=O
assay
95%
form
solid
bp
147 °C/16 mmHg (lit.)
mp
66-68 °C (lit.)
Quality Level
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Related Categories
Application
mono-Ethyl fumarate (fumaric acid monoethyl ester, monoethyl fumarate) was used in the preparation of photo-crosslinkable macromers. It was also used to synthesize Ugi/intramolecular Diels-Alder (IMDA) cycloaddition products.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
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K Paulvannan
The Journal of organic chemistry, 69(4), 1207-1214 (2004-02-14)
An efficient approach to rigid tricyclic nitrogen heterocycles via sequential and tandem Ugi/intramolecular Diels-Alder (IMDA) cycloaddition of pyrrole is described. The one-pot Ugi four-component condensation (4CC) reaction was used as the key transformation to prepare trienes with a carboxamide substituent
Treatment of recurrent aphthous stomatitis with fumaric acid esters.
Emmanuella Guenova et al.
Archives of dermatology, 147(3), 282-284 (2011-03-23)
Janine Jansen et al.
Biomacromolecules, 10(2), 214-220 (2008-12-19)
Polymer networks were prepared by photocross-linking fumaric acid monoethyl ester (FAME) functionalized, three-armed poly(D,L-lactide) oligomers using N-vinyl-2-pyrrolidone (NVP) as diluent and comonomer. The use of NVP together with FAME-functionalized oligomers resulted in copolymerization at high rates, and networks with gel
H B Thio et al.
The British journal of dermatology, 131(6), 856-861 (1994-12-01)
Systemic administration of fumaric acid (FA) derivatives was originally an empirical antipsoriatic treatment, which showed promising clinical results. In the present study, FURA-2-loaded suspensions of cultured normal keratinocytes and SV40-transformed keratinocytes (SVK-14 cells) were used to study the effects of
D Werdenberg et al.
Biopharmaceutics & drug disposition, 24(6), 259-273 (2003-09-16)
Psoriasis is a chronic inflammatory skin disease. Its treatment is based on the inhibition of proliferation of epidermal cells and interference in the inflammatory process. A new systemic antipsoriasis drug, which consists of dimethylfumarate and ethylhydrogenfumarate in the form of
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