Dimethyl fumarate #CAS624-49-7
CAS Number: 624-49-7
Chemical Formula: C6H8O4
Synonyms:
DiMethyl fuMarate, 99% 100GR
DiMethyl fuMarate, 99% 25GR
Fumaric acid, bis-methyl ester
Appearance:White Powder
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
Dimethyl fumarate #CAS624-49-7
In March 2013, the US FDA approved dimethyl fumarate for the treatment of relapsing forms of multiple sclerosis (MS). Dimethyl fumarate is the newest oral therapeutic for MS. While its mechanism is not completely understood, dimethyl fumarate increases anti-inflammatory cytokines (IL-10, IL-4, and IL-6), decreases proinflammatory cytokines (IL-1β, IL-6, and TNF-α), and activates the Nrf2 pathway to protect neuronal cells. Nrf2 is activated by covalent bond-forming electrophiles such as dimethyl fumarate, a Michael acceptor. Dimethyl fumarate has been used for the treatment of psoriasis in Europe since 1994 and has a favorable long-term safety profile. An exploratory study in patients with relapsing remitting MS showed significant reductions in MS lesions after 18 weeks of treatment with 720 mg/day of dimethyl fumarate. Evaluation of dimethyl fumarate in a mouse experimental autoimmune encephalomyelitis model of MS resulted in reduced spinal cord macrophage inflammation. Dimethyl fumarate is obtained in high purity by esterification of fumaric acid with methanol and catalytic sulfuric acid.
ChEBI: Dimethyl fumarate is an enoate ester resulting from the formal condensation of both carboxy groups of fumaric acid with methanol. Used for treatment of adults with relapsing forms of multiple sclerosis. It has a role as an immunomodulator and an antipsoriatic. It is an enoate ester, a methyl ester and a diester. It is functionally related to a methanol and a fumaric acid.
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.
Application of Dimethyl fumarate
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. Clothing
Treatment of relapsing-remitting multiple sclerosis
Treatment of moderate to severe plaque psoriasis
| Dimethyl fumarate Chemical Properties |
| Melting point | 102-106 °C (lit.) |
| Boiling point | 192-193 °C (lit.) |
| density | 1,37 g/cm3 |
| vapor pressure | 5 hPa (25 °C) |
| refractive index | 1.4062 (estimate) |
| Fp | 192-193°C |
| storage temp. | Store below +30°C. |
| solubility | 1.6g/l |
| form | Liquid |
| color | Clear colorless to faintly yellow |
| PH | 4.0-6.0 (10g/l, H2O, 20℃)suspension |
| Water 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). |
| Merck | 14,4287 |
| BRN | 774590 |
| Henry's Law Constant | 1.4×101 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stability: | Stable. Incompatible with acids, bases, oxidizing agents, reducing agents. |
| InChI | 1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+ |
| InChIKey | LDCRTTXIJACKKU-ONEGZZNKSA-N |
| SMILES | [H]\C(=C(\[H])C(=O)OC)C(=O)OC |
| CAS DataBase Reference | 624-49-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Butenedioic acid (E)-, dimethyl ester(624-49-7) |
| EPA Substance Registry System | 2-Butenedioic acid (2E)-, 1,4-dimethyl ester (624-49-7) |
| Safety Information |
| Hazard Codes | Xn |
| Risk Statements | 21-38-41-43-36/37/38-36/38 |
| Safety Statements | 26-36/37/39-36/37 |
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | 1 |
| RTECS | EM6125000 |
| TSCA | TSCA listed |
| HazardClass | 9 |
| HS Code | 29171990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Aquatic Chronic 2 Skin Irrit. 2 Skin Sens. 1 STOT SE 3 |
| Hazardous Substances Data | 624-49-7(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 2240 mg/kg LD50 dermal Rabbit 1250 mg/kg |
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