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Safety Information

651419

Sigma-Aldrich

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:
2756-87-8
Molecular Weight:
130.10
EC Number:
220-412-6
MDL number:
MFCD00063174
UNSPSC Code:
12352100
PubChem Substance ID:
24883828
NACRES:
NA.22

Quality Level

100

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

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

651419-VAR:
651419-1G:
651419-10G:
651419-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP1397
MKCM2358
MKCN3312
MKCL6267
MKCK6609

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Isolation and structure elucidation of the new fungal metabolite (−)-xylariamide A.
Davis R A, et al.
Journal of Natural Products, 68(5), 769-772 (2005)
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)
Jennifer N Hahn et al.
Journal of immunology (Baltimore, Md. : 1950), 197(10), 3850-3860 (2016-10-14)
Extracellular matrix metalloproteinase inducer (EMMPRIN, CD147) is a transmembrane glycoprotein that is upregulated on leukocytes in active lesions in multiple sclerosis (MS) and its animal model, experimental autoimmune encephalomyelitis (EAE). Administration of anti-EMMPRIN Abs reduces the severity of EAE. Minocycline
Laura Northrup et al.
Molecular pharmaceutics, 14(1), 66-80 (2017-01-04)
Current therapies to treat autoimmune diseases often result in side effects such as nonspecific immunosuppression. Therapies that can induce antigen-specific immune tolerance provide an opportunity to reverse autoimmunity and mitigate the risks associated with global immunosuppression. In an effort to
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