Dimethyl malonate

Modify Date: 2025-08-20 18:30:51

Dimethyl malonate structure	Common Name	Dimethyl malonate
	CAS Number	108-59-8	Molecular Weight	132.115
	Density	1.1±0.1 g/cm3	Boiling Point	177.1±8.0 °C at 760 mmHg
	Molecular Formula	C₅H₈O₄	Melting Point	−62 °C(lit.)
	MSDS	Chinese USA	Flash Point	90.0±0.0 °C
	Symbol	GHS07	Signal Word	Warning

Use of Dimethyl malonate

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
Synonym	More Synonyms

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	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Neurological Disease
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

Dimethyl malonate MSDS(Chinese)

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
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

Precursor 10
CAS#:96-34-4 methyl chloroacetate CAS#:67-56-1 Methanol CAS#:141-82-2 Malonic acid CAS#:74-87-3 Chloromethane
CAS#:141-95-7 Disodium malonate CAS#:106-48-9 4-Chlorophenol CAS#:16695-14-0 3-Methoxy-3-oxo... CAS#:79-22-1 Methyl chloroformate
CAS#:201230-82-2 carbon monoxide CAS#:124-41-4 Sodium Methylate
DownStream 10
CAS#:110027-73-1 dimethyl 2-(4-o... CAS#:107428-06-8 DIMETHYL 2-ALLY... CAS#:10255-99-9 N,N''-DIBENZYL-... CAS#:111209-96-2 PROPANEDIOIC AC...
CAS#:1733-15-9 1,1,2,2-Ethenet... CAS#:28781-91-1 hexamethyl prop... CAS#:110622-29-2 tetramethyl 1-m... CAS#:5464-22-2 1,1,2,2-Ethanet...
CAS#:29340-86-1 dimethyl 2,2-di... CAS#:121079-95-6 tetramethyl 1-i...

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%

Characterization of the cardiac succinylome and its role in ischemia-reperfusion injury.

J. Mol. Cell. Cardiol. 88 , 73-81, (2015)

Succinylation refers to modification of lysine residues with succinyl groups donated by succinyl-CoA. Sirtuin5 (Sirt5) is a mitochondrial NAD(+)-dependent deacylase that catalyzes the removal of succi...

Enantioselective modular synthesis of 2,4-disubstituted cyclopentenones by iridium-catalyzed allylic alkylation.

Angew. Chem. Int. Ed. Engl. 45(15) , 2466-9, (2006)

A rapid method for the synthesis of methylmalonyl-coenzyme A and other CoA-esters.

Anal. Biochem. 214(1) , 318-20, (1993)

A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a ...

dimethyl propanedioate

Propanedioic acid, dimethyl ester

Dimethyl malonate

MFCD00008460

Malonic acid dimethyl ester

methyl malonate

EINECS 203-597-8

Malonic acid, dimethyl ester

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Dimethyl malonate

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