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Merck
CN

651419

mono-Methyl fumarate

97%

Synonym(s):

Fumaric acid monomethyl ester, Methyl hydrogen fumarate

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About This Item

Linear Formula:
HO2CCH=CHCO2CH3
CAS Number:
Molecular Weight:
130.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
220-412-6
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

mp

144-145 °C (lit.)

functional group

carboxylic acid, ester

SMILES string

COC(=O)\C=C\C(O)=O

InChI

1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+

InChI key

NKHAVTQWNUWKEO-NSCUHMNNSA-N

Application

mono-Methyl fumarate can be used as a reactant to synthesize:
  • Jumonji C domain-containing histone demethylases (JCHDMs) inhibitor.
  • (−)-Xylariamide A, a fungal metabolite.
  • (±)-Methoxyfumimycin ethyl ester, a potential bacterial peptide deformylase inhibitor.

It is also a wide spectrum antibacterial agent with a powerful antioxidant activity.


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Modification of chitosan with monomethyl fumaric acid in an ionic liquid solution.
Wang Z, et al.
Carbohydrate Polymers, 117, 973-979 (2015)
A selective inhibitor and probe of the cellular functions of Jumonji C domain-containing histone demethylases.
Luo X, et al.
Journal of the American Chemical Society, 133(24), 9451-9456 (2011)
A concise synthesis of (?)-methoxyfumimycin ethyl ester.
Zhou Z, et al.
J. Chem. Res. (M), 38(6) (2014)



Global Trade Item Number

SKUGTIN
651419-10G04061832732589
651419-1G04061832732596