CAS 108-59-8|Dimethyl malonate
Introduction：Basic information about CAS 108-59-8|Dimethyl malonate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| 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 | ChineseUSA | Flash Point | 90.0±0.0 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | Dimethyl malonate |
|---|---|
| Synonym | More Synonyms |
Dimethyl malonate BiologicalActivity
| 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 >>ApoptosisResearch 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. |
Chemical & Physical Properties
| 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 |
| InChIKey | BEPAFCGSDWSTEL-UHFFFAOYSA-N |
| SMILES | COC(=O)CC(=O)OC |
| Stability | Stable. Incompatible with strong oxidizing agents. Flammable. |
| Water Solubility | negligible |
Toxicological Information
CHEMICAL IDENTIFICATION |
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
Safety Information
| 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 |
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% |
Articles28
More Articles| 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 ... |
Synonyms
| dimethyl propanedioate |
| Propanedioic acid, dimethyl ester |
| Dimethyl malonate |
| MFCD00008460 |
| Malonic acid dimethyl ester |
| methyl malonate |
| EINECS 203-597-8 |
| Malonic acid, dimethyl ester |
