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About This Item
Linear Formula:
CH3OCOCH=CHCOOCH3
CAS Number:
Molecular Weight:
144.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-849-0
Beilstein/REAXYS Number:
774590
MDL number:
Assay:
97%
Form:
solid
assay
97%
form
solid
bp
192-193 °C (lit.)
mp
102-106 °C (lit.)
functional group
ester
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)
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.
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signalword
Warning
hcodes
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
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Marco Passarello et al.
The journal of physical chemistry. A, 118(24), 4339-4350 (2014-05-21)
The role played by the C*-H based modes (C* being the chiral carbon atom) and the large amplitude motions in the vibrational absorption (VA) and vibrational circular dichroism (VCD) spectra is investigated. The example of an adduct of dimethyl fumarate
Giovanna Casili et al.
Journal of neurotrauma, 35(13), 1437-1451 (2018-01-25)
Traumatic brain injury (TBI) is a serious neuropathology that causes secondary injury mechanisms, including dynamic interplay between ischemic, inflammatory, and cytotoxic processes. Fumaric acid esters (FAEs) showed beneficial effects in pre-clinical models of neuroinflammation and toxic oxidative stress, so the
Yanwen Chen et al.
Redox biology, 32, 101485-101485 (2020-03-17)
NRF2 is a master regulator of cellular anti-oxidant and anti-inflammatory responses, and strategies to augment NRF2-dependent responses may beneficial in many diseases. Basal NRF2 protein level is constrained by constitutive KEAP1-mediated degradation, but in the presence of electrophiles, NRF2 ubiquitination
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 1479031-20MG | 04061833852903 |
| 242926-25G | 04061825590714 |
| 242926-100G | 04061831819243 |