Dimethyl fumarate CAS#624‑49‑7
Dimethyl fumarate belongs to the enoate‑ester chemical family. It is synthesized via full esterification, where both carboxylic acid groups of fumaric acid undergo condensation reactions with methanol molecules. As a biologically active diester and methyl‑ester derivative, this compound is structurally derived from raw fumaric acid and methanol feedstockNational C....
Pharmaceutically, dimethyl fumarate serves as a key active ingredient for oral therapeutic regimens intended for adult patients living with relapsing‑type multiple sclerosis. It exhibits prominent immunomodulating properties, and also delivers notable antipsoriatic activity for dermatological‑related research applications. Beyond its core medical value, this unsaturated diester compound is also widely adopted as a high‑value fine‑chemical building block for diverse organic synthesis workflows. It can modulate inflammatory responses through relevant biological pathways, making it a compound of ongoing interest for pharmaceutical development and lab‑scale research work.
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 |
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 |
Hazardous Substances Data | 624-49-7(Hazardous Substances Data) |
Toxicity | LD50 orally in Rabbit: 2240 mg/kg LD50 dermal Rabbit 1250 mg/kg |
Dimethyl fumarate is a versatile fine chemical compound with diversified application values in biochemical research, organic synthesis and industrial preservation fields. Primarily, it features excellent immunomodulatory activity, which makes it a core raw material and research intermediate in biomedicine and immune regulation related experimental studies.
In organic chemical synthesis, this product serves as a high-activity reaction monomer, widely applied in various cycloaddition reactions with ylides, benzene series compounds and amino acids. It can effectively promote the smooth progress of synthetic reactions, improve reaction efficiency and product yield, and is an indispensable key intermediate in the synthesis of multiple fine chemicals and pharmaceutical derivatives.
Additionally, dimethyl fumarate has outstanding antibacterial and anti-mildew preservation properties. It is commonly used as a high-efficiency preservative and mildew inhibitor for daily industrial materials, including food grains, tobacco products and leather supplies. It can effectively inhibit the growth of microorganisms, prevent mold deterioration and prolong the storage and service life of finished products.
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