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Merck

651419

Sigma-Aldrich

mono-Methyl fumarate

97%

Sinónimos:

Fumaric acid monomethyl ester, Methyl hydrogen fumarate

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1 G
32,30 €
10 G
135,00 €

32,30 €


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1 G
32,30 €
10 G
135,00 €

About This Item

Fórmula lineal:
HO2CCH=CHCO2CH3
Número de CAS:
Peso molecular:
130.10
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

32,30 €


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Nivel de calidad

Ensayo

97%

Formulario

solid

mp

144-145 °C (lit.)

grupo funcional

carboxylic acid
ester

cadena SMILES

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+

Clave InChI

NKHAVTQWNUWKEO-NSCUHMNNSA-N

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Aplicación

mono-Methyl fumarate can be used as a reactant to synthesize:
  • Jumonji C domain-containing histone demethylases (JCHDMs) inhibitor.[1]
  • (−)-Xylariamide A, a fungal metabolite.[2]
  • (±)-Methoxyfumimycin ethyl ester, a potential bacterial peptide deformylase inhibitor.[3]

It is also a wide spectrum antibacterial agent with a powerful antioxidant activity.[4]

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Certificados de análisis (COA)

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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)
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
A concise synthesis of (?)-methoxyfumimycin ethyl ester.
Zhou Z, et al.
J. Chem. Res. (M), 38(6) (2014)
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)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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