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Dimethyl fumarate

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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About This Item

Linear Formula:
CH3OCOCH=CHCOOCH3
CAS Number:
624-49-7
Molecular Weight:
144.13
Beilstein/REAXYS Number:
774590
EC Number:
210-849-0
MDL number:
MFCD00064438
UNSPSC Code:
41116107
PubChem Substance ID:
329757629
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

300

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

192-193 °C (lit.)

mp

102-106 °C (lit.)

application(s)

agriculture
environmental

format

neat

SMILES string

[H]\C(=C(\[H])C(=O)OC)C(=O)OC

InChI

1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+

InChI key

LDCRTTXIJACKKU-ONEGZZNKSA-N

Gene Information

human ... KEAP1(9817)

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General description

Dimethyl fumarate is a novel oral therapeutic agent, which can be used for patients suffering from relapsing-remitting multiple sclerosis. It shows an effective inhibition of mould in bread and can also serve as a potential candidate for the treatment of psoriasis, a chronic autoimmune condition.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC0950
BCBV3223
BCBL8369V
BCBG7542
BCBG7542V

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Reactivity of dimethyl fumarate and methylhydrogen fumarate towards glutathione and N-acetyl-L-cysteine?preparation of S-substituted thiosuccinic acid esters
Schmidt.JT, et al.
Bioorganic & Medicinal Chemistry, 15, 333-342 (2007)
Effects of dimethyl fumarate on neuroprotection and immunomodulation
Albrecht P, et al.
Journal of Neuroinflammation, 163, 9-9 (2012)
Shoe contact dermatitis from dimethyl fumarate: clinical manifestations, patch test results, chemical analysis, and source of exposure
Gimenez-Arnau A, et al.
Contact Dermatitis, 61, 249-260 (2009)
Frieder Kees
Expert opinion on pharmacotherapy, 14(11), 1559-1567 (2013-05-24)
Dimethyl fumarate (DMF) has been used as fungicide, but oral DMF activates anti-inflammatory and anti-oxidative pathways that are beneficial in the treatment of psoriasis. BG-12, a specific formulation of DMF, has been approved very recently for the treatment of relapsing-remitting
Ralf A Linker et al.
Current neurology and neuroscience reports, 13(11), 394-394 (2013-09-26)
Dimethyl fumarate is an orally available treatment option for relapsing-remitting multiple sclerosis (MS) in a new formulation with improved gastroenteric coating. The mode of action comprises immunomodulatory effects and an activation of nuclear (erythroid-derived 2) related factor mediated antioxidative response
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