diethylmaleate

Names

[ CAS No. ]:
141-05-9

[ Name ]:
diethylmaleate

[Synonym ]:
cis-Diethyl maleate
MFCD00009191
diethyl L-malic ester
Diethyl L-(-)-Malate
(S)-(-)-Aepfelsaeure-diethylester
cis-Propenoic acid diethyl ester
Maleic acid, diethyl ester
EINECS 205-451-9
(S)-malic acid diethyl ester
diethylmaleate
2-Butenedioic acid, diethyl ester, (2Z)-
Diethyl (2Z)-2-butenedioate
Diethyl (2Z)-but-2-enedioate
cis-EtO2CCH=CHCO2Et
L-(-)-Malic Acid Diethyl Ester
(S)-(-)-diethyl 2-hydroxybutandioate
diethyl (Z)-but-2-enedioate
diethyl (2Z)but-2-ene-1,4-dioate
1,4-diethyl (2Z)-but-2-enedioate
2-Butenedioic acid (2Z)-, diethyl ester
2-Butenedioic acid (Z)-, diethyl ester
maleic acid diethyl ester
Ethyl Maleate
(2S)-2-hydroxybutanedioic acid diethylester
Diethyl maleate
diethyl (S)-malate
(Z)-2-Butenedioic acid diethyl ester
Irsogladine Impurity 3

Biological Activity

[Description]:

Diethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. Diethyl maleate (DEM), a thiol-reactive α,β-unsaturated carbonyl compound, depletes glutathione (GSH) in exposed cells[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Andrea Gille, et al. Nuclear trapping of inactive FOXO1 by the Nrf2 activator diethyl maleate. Redox Biol. 2019 Jan;20:19-27.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
214.0±0.0 °C at 760 mmHg

[ Melting Point ]:
−10 °C(lit.)

[ Molecular Formula ]:
C₈H₁₂O₄

[ Molecular Weight ]:
172.178

[ Flash Point ]:
93.3±0.0 °C

[ Exact Mass ]:
172.073563

[ PSA ]:
52.60000

[ LogP ]:
1.68

[ Vapour density ]:
5.93 (vs air)

[ Vapour Pressure ]:
0.2±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.443

[ Stability ]:
Stable. Combustible. Incompatible with oxidizing agents, bases, acids, reducing agents.

[ Water Solubility ]:
insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ON1225000

CHEMICAL NAME :: Maleic acid, diethyl ester

CAS REGISTRY NUMBER :: 141-05-9

BEILSTEIN REFERENCE NO. :: 1100825

LAST UPDATED :: 199806

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C8-H12-O4

MOLECULAR WEIGHT :: 172.20

WISWESSER LINE NOTATION :: 2OV1U1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Open irritation test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3070 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 4 mL/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 8700 nmol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 182,135,1987 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3;Skin JAN 1993

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H317-H319-H412

[ Precautionary Statements ]:
P273-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R43

[ Safety Phrases ]:
S26-S36/37-S37-S24

[ RIDADR ]:
3334

[ WGK Germany ]:
2

[ RTECS ]:
ON1225000

[ HS Code ]:
29171990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2917190090

[ Summary ]:
2917190090 acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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