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
Beilstein:
1723588
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
solid
bp
147 °C/16 mmHg (lit.)
mp
66-68 °C (lit.)
SMILES string
CCOC(=O)\C=C\C(O)=O
InChI
1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3+
InChI key
XLYMOEINVGRTEX-ONEGZZNKSA-N
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Personal Protective Equipment
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
U Mrowietz et al.
The British journal of dermatology, 141(3), 424-429 (1999-12-03)
Fumaric acid ester (FAE) therapy has proved to be safe and effective in patients with severe psoriasis vulgaris. This treatment was introduced nearly 30 years ago, but is only now gaining renewed interest among dermatologists. FAE therapy is licensed in
P J Altmeyer et al.
Journal of the American Academy of Dermatology, 30(6), 977-981 (1994-06-01)
Psoriasis vulgaris may benefit from treatment with fumaric acid and/or its derivatives; however, because different preparations have been used, results have been contradictory and difficult to interpret. The purpose of this clinical trial was to evaluate the therapeutic value of
M Vandermeeren et al.
Biochemical and biophysical research communications, 234(1), 19-23 (1997-05-08)
Most studies on the antipsoriatic mode of action of dimethylfumarate focused on its antiproliferative effects in keratinocytes. Because inflammatory skin diseases are associated with an upregulation of endothelial cell adhesion molecules and because the presence of inflammatory cells in dermis
Dirk W Grijpma et al.
Biomaterials, 26(16), 2795-2802 (2004-12-18)
Biodegradable polymer networks were prepared from fumaric acid derivatives of oligomeric esters. Photo-crosslinkable macromers were prepared by reacting star-shaped hydroxyl-group terminated lactide, epsilon-caprolactone and trimethylene carbonate based oligomers and fumaric acid monoethyl ester in the presence of N,N-dicyclohexylcarbodiimide and 4-dimethylamino
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