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Merck
CN

131040

Mesaconic acid

99%

Synonym(s):

Methylfumaric acid

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About This Item

Linear Formula:
HOOCCH=C(CH3)COOH
CAS Number:
Molecular Weight:
130.10
Beilstein:
1722680
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level

Assay

99%

form

powder

mp

200-202 °C (lit.)

SMILES string

C\C(=C/C(O)=O)C(O)=O

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+

InChI key

HNEGQIOMVPPMNR-NSCUHMNNSA-N

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Application

  • Process design and economic analysis of renewable isoprene from biomass via mesaconic acid: Details a sustainable approach for producing isoprene, a crucial chemical in the rubber industry, from biomass-derived mesaconic acid, demonstrating its relevance for green chemistry and material science (Lundberg et al., 2019).
  • Green Synthesis of a New Al-MOF Based on the Aliphatic Linker Mesaconic Acid: Structure, Properties and In Situ Crystallisation Studies of Al-MIL-68-Mes: Examines the synthesis and properties of a novel metal-organic framework (MOF) utilizing mesaconic acid, applicable in catalysis, gas storage, and separation technologies (Reinsch et al., 2018).

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

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N H R Litjens et al.
The British journal of dermatology, 154(2), 211-217 (2006-01-26)
Fumaric acid esters (FAE) are effective against psoriasis vulgaris and monomethylfumarate (MMF) is believed to be the most bioactive metabolite of this medication. Earlier we found that the beneficial effects of FAE medication are accompanied by a downregulation of type
K S Rao et al.
Journal of ethnopharmacology, 60(3), 207-213 (1998-06-05)
Monomethyl fumarate, isolated for the first time from the methanolic extract of the whole plant of Fumaria indica, was characterised and screened for its antihepatotoxic activity in albino rats. The compound showed significant (P < 0.01) antihepatotoxic activity against thioacetamide
R J Truscott et al.
Clinica chimica acta; international journal of clinical chemistry, 110(2-3), 187-203 (1981-03-05)
Two metabolites, 4-hydroxyisovaleric acid and mesaconic acid, have been identified and quantified in the urine of a patient with isovaleric acidemia. These compounds do not appear to have been reported previously as being components of human metabolism. In addition, large
G Leschziner et al.
Journal of neurology, 258(8), 1489-1493 (2011-03-03)
We report a case of a patient with a rapidly progressive dementing illness and gait disturbance, in whom initial screening demonstrated a high methylmalonic acid level only, suggestive of a functional vitamin B(12) deficiency. Despite B(12) replacement therapy, he continued
Darius Moharregh-Khiabani et al.
PloS one, 5(7), e11769-e11769 (2010-07-30)
Fumaric acid esters (FAE) are a group of compounds which are currently under investigation as an oral treatment for relapsing-remitting multiple sclerosis. One of the suggested modes of action is the potential of FAE to exert a neuroprotective effect. We

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