Ethyl pyruvate
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Ethyl pyruvate
structure -
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CAS No:
617-35-6
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Formula:
C5H8O3
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Chemical Name:
Ethyl pyruvate
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Synonyms:
Propanoic acid,2-oxo-,ethyl ester;Pyruvic acid,ethyl ester;Ethyl pyruvate;Ethyl 2-oxopropanoate;Ethyl 2-oxopropionate;Ethyl methylglyoxylate;2-Oxopropanoic acid ethyl ester;NSC 48386;2-Oxopropionic acid ethyl ester;Methyl ethoxycarbonyl ketone
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CAS No:
Description
Ethyl pyruvate is a simple derivative of the endogenous metabolite, pyruvic acid. Ethyl pyruvate is an anti-inflammatory agent[1].
Liquid|colourless liquid with a sweet, floral-fruity, warm odour
Ethyl pyruvate is an oxo carboxylic acid.|CTI-01 (ethyl pyruvate) is a novel anti-inflammatory agent for the treatment of critical inflammatory conditions. CTI-01 shows a potent anti-inflammatory and tissue protection activity in multiple animal models of disease including pancreatitis, ischemia-reperfusion injury, sepsis, renal injury and endotoxemia.
Ethyl pyruvate Basic Attributes
116.12
116.12
1071466
210-511-2
03O98E01OB
48386
DTXSID2060674
29183000
Characteristics
43.4
0.4
Clear pale yellow Liquid
1.0596 g/cm3 @ Temp: 15-16 °C
-50 °C
155 °C
114 °F
1.399
Miscible with water, ethanol and ether.
0-6°C
LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rat > 2000 mg/kg
Safety Information
Ⅲ
3
UN 3272 3/PG 3
3
10
16
Xi,F
Flammable/Irritant
Stable under normal temperatures and pressures.
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
H226
|Warning|H226 (99.94%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 1542 companies from 7 notifications to the ECHA C&L Inventory.
Drug Information
Investigated for use/treatment in burns and burn infections, cardiac surgery, inflammatory disorders (unspecified), ischemic reperfusion injury, and sepsis and septicemia.
CTI-01 inhibits the systemic release of cytokines, such as TNF-alpha and HMGB1, which promote the body's inflammatory response. The over-expression of these cytokines has been linked to diseases that occur in critical care settings, such as severe organ damage following cardiopulmonary bypass (CPB) and post-operative ileus following abdominal surgery.
ethyl pyruvate
Ethyl pyruvate Use and Manufacturing
The preparation methods are as follows. Vapor Phase Oxidation of Ethyl Lactate The vapor phase oxidation of ethyl lactate is carried out in the presence of a catalyst. MoO3 as a catalyst shows higher selectivity than other metal oxides. In addition, binary oxide catalysts contain molybdenum oxides such as Fe2O3-MoO3 and TeO2-MoO3 has a high selectivity for pyruvate synthesis (temperature 300℃, selectivity over 90%). If SnO2-MoO3 is used as a catalyst, it can be carried out at a lower temperature of 250℃. SnO2-MoO3 catalyst can also be used as a catalyst for liquid phase oxidation of lactate. The reaction temperature is 130°C, the reaction time is 3h, the conversion rate of ethyl lactate is 38.4%, and the selectivity is 98.9%, and ethyl pyruvate is generated. Liquid-phase oxidation of ethyl lactate Ethyl lactate is oxidized in the presence of a small amount of bromine as a catalyst, and is oxidized with H2O2 as an oxidizing agent. For example, 50% H2O2 is added dropwise to a stirred and illuminated dichloromethane containing ethyl lactate and bromine In the solution, the reaction temperature is 25℃, and the time of dropping H2O2 is about 1.5h. After the dropwise addition, the reaction is continued for 3h. The solution is neutralized with NaHCO3 and washed with Na2SO3 solution to destroy and remove the ethyl lactate peroxide. Get ethyl pyruvate. Acrylate oxidized acrylate is oxidized with H2O2 to produce pyruvate in the presence of Cr or V compound catalyst. For example, isopropyl acrylate is added with H2O2 in the presence of chromium triacetoacetate, stirred in acetonitrile solvent, the reaction temperature is 50 ℃, 8 hours to obtain acetone Isopropyl acid, the selectivity is 99.1%, the conversion rate is 87.9%. As another example, methyl acrylate is added to triethylamine in the presence of chromium triacetoacetate or chromic acid for 20 h, the temperature is 40° C., the selectivity is 72%, and the conversion rate is 82% to obtain methyl pyruvate. In addition, pyruvaldehyde and methanol react in the gas phase in the presence of a nickel phosphate catalyst to obtain methyl pyruvate.
Ethyl pyruvate (EP) has demonstrated neuroprotective effects against acute brain injury through its anti-inflammatory action.
Propanoic acid, 2-oxo-, ethyl ester: ACTIVE
Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index
Flavoring Agents
Computed Properties
Molecular Weight:116.11
XLogP3:0.4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:116.047344113
Monoisotopic Mass:116.047344113
Topological Polar Surface Area:43.4
Heavy Atom Count:8
Complexity:106
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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