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108-59-8

108-59-8 structure
108-59-8 structure
  • Name: Dimethyl malonate
  • Chemical Name: Dimethyl malonate
  • CAS Number: 108-59-8
  • Molecular Formula: C5H8O4
  • Molecular Weight: 132.115
  • Catalog: Chemical reagent Organic reagent Ester Methyl ester compound
  • Create Date: 2018-03-30 08:00:00
  • Modify Date: 2024-01-01 18:39:25
  • Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].

Name Dimethyl malonate
Synonyms dimethyl propanedioate
Propanedioic acid, dimethyl ester
Dimethyl malonate
MFCD00008460
Malonic acid dimethyl ester
methyl malonate
EINECS 203-597-8
Malonic acid, dimethyl ester
Description Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].
Related Catalog
In Vivo Dimethyl malonate (6 mg/kg/min; intravenous infusion; 51 min) promotes return of spontaneous circulation (ROSC) and neurological performance in rats after cardiac arrest[1]. Animal Model: Sprague-Dawley male rats, cardiac arrest model[1] Dosage: 6 mg/kg/min Administration: Intravenous infusion, 51 min Result: Improved ROSC after CA. Prevented the decline in neurological function and inhibited the apoptosis of hippocampal neurons at day 3 after CPR. Inhibited caspase-3 cleavage and increased HIF-1α expression at day 3 after CPR. Decreased the level of oxidative stress at day 3 after CPR. Inhibited excessive hyperpolarization of MMP and restrained the leakage of cytochrome C after 45 min reperfusion.
References

[1]. Xu J, et al. Inhibiting Succinate Dehydrogenase by Dimethyl Malonate Alleviates Brain Damage in a Rat Model of Cardiac Arrest. Neuroscience. 2018 Nov 21;393:24-32.

Density 1.1±0.1 g/cm3
Boiling Point 177.1±8.0 °C at 760 mmHg
Melting Point −62 °C(lit.)
Molecular Formula C5H8O4
Molecular Weight 132.115
Flash Point 90.0±0.0 °C
Exact Mass 132.042252
PSA 52.60000
LogP -0.36
Vapour density >1 (vs air)
Vapour Pressure 1.1±0.3 mmHg at 25°C
Index of Refraction 1.402
Stability Stable. Incompatible with strong oxidizing agents. Flammable.
Water Solubility negligible

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OO0950000
CHEMICAL NAME :
Malonic acid, dimethyl ester
CAS REGISTRY NUMBER :
108-59-8
LAST UPDATED :
199709
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C5-H8-O4
MOLECULAR WEIGHT :
132.13
WISWESSER LINE NOTATION :
1OV1VO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,363,1979 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5331 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,363,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,363,1979
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-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 R36/37/38
Safety Phrases S26-S36
WGK Germany 1
RTECS OO0950000
HS Code 29171910
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%