Determine the necessary mass, volume, or concentration for preparing a solution.
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SKU | Size | Availability | Price | Qty |
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D106460-25g | 25g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $25.90 | |
D106460-100g | 100g | In stock | $68.90 | |
D106460-250g | 250g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $99.90 | |
D106460-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $149.90 |
Synonyms | Dimethylfumarate | BG-12 | (E)-Dimethyl fumarate | Boletic acid dimethyl ester | Methyl fumarate | Dimethyl (E)-but-2-enedioate | Fumaric acid dimethyl ester | Panaclar | Fumaric acid, dimethyl ester | Dimethyl fumarate | Tecfidera | Fumaderm |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | Dimethyl fumarate is a nuclear factor (erythroid-derived)-like 2 (Nrf2) pathway activator. Dimethyl fumarate induces upregulation of antioxidant gene expression. Dimethyl fumarate displays cytoprotective effects in human spinal cord astro |
Shipped In | Normal |
Grade | Moligand™ |
Product Description | application: Dimethyl fumarate can be used:In the preparation of an adduct [dimethyl-(+)-(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate].As a ligand in the synthesis of Ni(II)-based catalytic system applicable in the Negishi alkylations of N-sulfonyl aziridines with organozinc reagents.As a ligand to synthesize zerovalent ruthenium metal complex namely Ru(η6-1,3,5-cyclooctatriene)(η2-dimethyl fumarate)2.Dimethyl fumarate acts as an immunomodulator. It is also used in cycloaddition reactions involving ylides, benzenes and amino acids. It is added to food grains,tobacco,leather and preservation. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | dimethyl (E)-but-2-enedioate |
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INCHI | InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+ |
InChi Key | LDCRTTXIJACKKU-ONEGZZNKSA-N |
Canonical SMILES | COC(=O)C=CC(=O)OC |
Isomeric SMILES | COC(=O)/C=C/C(=O)OC |
WGK Germany | 1 |
RTECS | EM6125000 |
PubChem CID | 637568 |
Molecular Weight | 144.13 |
Beilstein | 774590 |
Reaxy-Rn | 774590 |
ChEMBL Ligand | CHEMBL2107333 |
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CAS Registry No. | 624-49-7 |
PubChem CID | 637568 |
DrugBank Ligand | DB08908 |
Wikipedia | Dimethyl_fumarate |
PEP | dimethyl fumarate |
RCSB PDB Ligand | EOU |
DrugCentral Ligand | 4757 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
G2409282 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409328 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409329 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409335 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409336 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409337 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409343 | Certificate of Analysis | Jun 25, 2024 | D106460 |
G2409344 | Certificate of Analysis | Jun 25, 2024 | D106460 |
C2306568 | Certificate of Analysis | Aug 10, 2021 | D106460 |
K2308030 | Certificate of Analysis | Aug 10, 2021 | D106460 |
Solubility | Soluble in water (1.6 mg/ml at 20°C), methanol (30-36 mg/ml), ethanol (10 mg/ml at 25°C), DMSO (29 mg/ml at 25°C), and DMF (~12 mg/ml). |
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Boil Point(°C) | 193°C |
Melt Point(°C) | 103—104°C |
Pictogram(s) | GHS09, GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H411:Toxic to aquatic life with long lasting effects H317:May cause an allergic skin reaction H312:Harmful in contact with skin |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P391:Collect spillage. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 1 |
RTECS | EM6125000 |
Reaxy-Rn | 774590 |
Merck Index | 4287 |
Starting at $12.90
1. Caihong Wang, Yong Liu, Fengshen Han, Yongzhe Han, Tianyu Liu, Haitao Ren, Xu Han. (2023) Nitrogen-doped carbocatalyst activated persulfate (PS) for oxidation polymerization of bisphenol A (BPA): importance of nonradical activation of PS. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 25 (19): (13716-13727). [PMID:37158256] [10.1039/D3CP00659J] |
2. Shao-Qi Zhi, Jun-Yuan Zhang, Song-Hai Wu, Wen-Shuang Zhu, Yu-Dong Shan, Yong Liu, Xu Han. (2023) Oxidative Desulfurization of Benzothiophene by Persulfate and Cu-Loaded g-C3 N4 via the Polymerization Pathway. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 62 (9): (3909–3920). [PMID:] [10.1021/acs.iecr.2c04484] |
3. Xin‐Lin Zhang, Ting‐Yu Wang, Zheng Chen, Hong‐Wei Wang, Yong Yin, Lian Wang, Yong Wang, Biao Xu, Wei Xu. (2022) HMGB1‐Promoted Neutrophil Extracellular Traps Contribute to Cardiac Diastolic Dysfunction in Mice. Journal of the American Heart Association, [PMID:35156391] [10.1161/JAHA.121.023800] |
4. Tian-Yu Liu, Cong Wang, Yong-Zhe Han, Chang Bai, Hai-Tao Ren, Yong Liu, Xu Han. (2022) Oxidative polymerization of bisphenol A (BPA) via H-abstraction by Bi2.15WO6 and persulfate: Importance of the surface complexes. CHEMICAL ENGINEERING JOURNAL, 435 (134816). [PMID:] [10.1016/j.cej.2022.134816] |
5. Chang Bai, Yong Liu, Cong Wang, Xiao-Cong Zhang, Jia-Xuan Wu, Hai-Tao Ren, Xu Han. (2021) Conversion of aniline contaminant to valuable polyaniline polymers from wastewater under alkaline conditions. Molecular Catalysis, 503 (111430). [PMID:] [10.1016/j.mcat.2021.111430] |
6. Xiao-Cong Zhang, Song-Hai Wu, Shao-Yi Jia, Cong Wang, Shi-Wei Sun, Xiang-Ming Wang, Zi-He Meng, Yi-Ying Lin, Yong Liu, Hai-Tao Ren, Xu Han. (2020) Turning thiophene contaminant into polymers from wastewater by persulfate and CuO. CHEMICAL ENGINEERING JOURNAL, 397 (125351). [PMID:] [10.1016/j.cej.2020.125351] |
1. Linker RA, Lee DH, Ryan S, van Dam AM, Conrad R, Bista P, Zeng W, Hronowsky X, Buko A, Chollate S et al.. (2011) Fumaric acid esters exert neuroprotective effects in neuroinflammation via activation of the Nrf2 antioxidant pathway.. Brain, 134 (Pt 3): (678-92). [PMID:21354971] [10.1021/op500134e] |
2. Blewett MM, Xie J, Zaro BW, Backus KM, Altman A, Teijaro JR, Cravatt BF. (2016) Chemical proteomic map of dimethyl fumarate-sensitive cysteines in primary human T cells.. Sci Signal, 9 (445): (rs10). [PMID:27625306] [10.1021/op500134e] |
3. Lee CF, Lo YC, Cheng CH, Furtmüller GJ, Oh B, Andrade-Oliveira V, Thomas AG, Bowman CE, Slusher BS, Wolfgang MJ et al.. (2015) Preventing Allograft Rejection by Targeting Immune Metabolism.. Cell Rep, 13 (4): (760-770). [PMID:26489460] [10.1021/op500134e] |
4. Schuiveling M, Vazirpanah N, Radstake TRDJ, Zimmermann M, Broen JCA. (2018) Metformin, A New Era for an Old Drug in the Treatment of Immune Mediated Disease?. Curr Drug Targets, 19 (8): (945-959). [PMID:28606032] [10.1021/op500134e] |
5. Diebold M, Sievers C, Bantug G, Sanderson N, Kappos L, Kuhle J, Lindberg RLP, Derfuss T. (2018) Dimethyl fumarate influences innate and adaptive immunity in multiple sclerosis.. J Autoimmun, 86 (13): (39-50). [PMID:28958667] [10.1021/op500134e] |
6. Kornberg MD, Bhargava P, Kim PM, Putluri V, Snowman AM, Putluri N, Calabresi PA, Snyder SH. (2018) Dimethyl fumarate targets GAPDH and aerobic glycolysis to modulate immunity.. Science, 360 (6387): (449-453). [PMID:29599194] [10.1021/op500134e] |
7. Li W, Kong AN. (2009) Molecular mechanisms of Nrf2-mediated antioxidant response.. Mol Carcinog, 48 (2): (91-104). [PMID:18618599] [10.1021/op500134e] |
8. Caihong Wang, Yong Liu, Fengshen Han, Yongzhe Han, Tianyu Liu, Haitao Ren, Xu Han. (2023) Nitrogen-doped carbocatalyst activated persulfate (PS) for oxidation polymerization of bisphenol A (BPA): importance of nonradical activation of PS. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 25 (19): (13716-13727). [PMID:37158256] [10.1039/D3CP00659J] |
9. Shao-Qi Zhi, Jun-Yuan Zhang, Song-Hai Wu, Wen-Shuang Zhu, Yu-Dong Shan, Yong Liu, Xu Han. (2023) Oxidative Desulfurization of Benzothiophene by Persulfate and Cu-Loaded g-C3 N4 via the Polymerization Pathway. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 62 (9): (3909–3920). [PMID:] [10.1021/acs.iecr.2c04484] |
10. Xin‐Lin Zhang, Ting‐Yu Wang, Zheng Chen, Hong‐Wei Wang, Yong Yin, Lian Wang, Yong Wang, Biao Xu, Wei Xu. (2022) HMGB1‐Promoted Neutrophil Extracellular Traps Contribute to Cardiac Diastolic Dysfunction in Mice. Journal of the American Heart Association, [PMID:35156391] [10.1161/JAHA.121.023800] |
11. Tian-Yu Liu, Cong Wang, Yong-Zhe Han, Chang Bai, Hai-Tao Ren, Yong Liu, Xu Han. (2022) Oxidative polymerization of bisphenol A (BPA) via H-abstraction by Bi2.15WO6 and persulfate: Importance of the surface complexes. CHEMICAL ENGINEERING JOURNAL, 435 (134816). [PMID:] [10.1016/j.cej.2022.134816] |
12. Chang Bai, Yong Liu, Cong Wang, Xiao-Cong Zhang, Jia-Xuan Wu, Hai-Tao Ren, Xu Han. (2021) Conversion of aniline contaminant to valuable polyaniline polymers from wastewater under alkaline conditions. Molecular Catalysis, 503 (111430). [PMID:] [10.1016/j.mcat.2021.111430] |
13. Xiao-Cong Zhang, Song-Hai Wu, Shao-Yi Jia, Cong Wang, Shi-Wei Sun, Xiang-Ming Wang, Zi-He Meng, Yi-Ying Lin, Yong Liu, Hai-Tao Ren, Xu Han. (2020) Turning thiophene contaminant into polymers from wastewater by persulfate and CuO. CHEMICAL ENGINEERING JOURNAL, 397 (125351). [PMID:] [10.1016/j.cej.2020.125351] |