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Merck
CN

50744

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757629
EC Number:
210-849-0
Beilstein/REAXYS Number:
774590
MDL number:
MFCD00064438

Key Documents

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Product Name

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

InChI

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

SMILES string

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

InChI key

LDCRTTXIJACKKU-ONEGZZNKSA-N

grade

certified reference material
TraceCERT®

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

Quality Level

300

Gene Information

human ... KEAP1(9817)

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Application

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

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.

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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects of dimethyl fumarate on neuroprotection and immunomodulation
Albrecht P, et al.
Journal of Neuroinflammation, 163, 9-9 (2012)
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)
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
Masanobu Tsubaki et al.
European journal of cancer (Oxford, England : 1990), 49(17), 3708-3717 (2013-08-13)
Several autocrine soluble factors, including macrophage inflammatory protein-1α and tumour necrosis factor-alpha (TNF-α), promote the survival and growth of multiple myeloma (MM) cells. We hypothesised that inhibition of the TNF-α autocrine loop may enhance the cytotoxic effect of anticancer drugs
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