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Key Documents

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128422

Sigma-Aldrich

mono-Ethyl fumarate

95%

Sinónimos:

Fumaric acid monoethyl ester, Monoethyl fumarate

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About This Item

Fórmula lineal:
C2H5OCOCH=CHCOOH
Número de CAS:
2459-05-4
Peso molecular:
144.13
Beilstein/REAXYS Number:
1723588
EC Number:
219-544-7
MDL number:
MFCD00002699
UNSPSC Code:
12352100
PubChem Substance ID:
24847858
NACRES:
NA.22

Quality Level

100

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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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
WXBF1884V
BCCC0427
BCCB2532
BCBV5828
BCBR7587V

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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
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
A Kreuter et al.
The British journal of dermatology, 153(4), 802-807 (2005-09-27)
Necrobiosis lipoidica (NL) is an uncommon granulomatous skin disease with association to diabetes mellitus. To date, no proven effective therapy for NL has been implemented. The standard treatment is topical application of corticosteroids, but numerous agents have been reported for
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