13395-36-3

Basic information

• Product Name: ETHYL TRIMETHYLACETOPYRUVATE
• Synonyms: Ethyl-5,5-dimethyl-2,4-dioxohexanoat;Ethyl trimethyacetopyruvate, 98+%;2,4-Dioxo-5,5-dimethylhexanoic acid ethyl ester;3-Pivaloylpyruvic acid ethyl ester;5,5-Dimethyl-2,4-dioxo-hexanoic acid ethyl ester;(Z)-ethyl 2-hydroxy-5,5-diMethyl-4-oxohex-2-enoate;Ethyl (trimethylacetyl)pyruvate, Ethyl 5,5-dimethyl-2,4-dioxocaproate;Ethyl 2,4-dioxo-5,5-dimethylhexanoate
• CAS NO: 13395-36-3
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23
• EINECS: 236-478-4
• Mol File: 13395-36-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 64 °C
• Flash Point: 68-70°C/0.5mm
• Appearance: /
• Density: 1.046 g/cm³
• Vapor Pressure: 4.06E-05mmHg at 25°C
• Refractive Index: 1.4700
• Storage Temp.: 2-8°C
• PKA: 6.98±0.46(Predicted)
• BRN: 510374
• CAS DataBase Reference: ETHYL TRIMETHYLACETOPYRUVATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL TRIMETHYLACETOPYRUVATE(13395-36-3)
• EPA Substance Registry System: ETHYL TRIMETHYLACETOPYRUVATE(13395-36-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 23-24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 13395-36-3(Hazardous Substances Data)

Usage

General Description

ETHYL TRIMETHYLACETOPYRUVATE, also known as ETMAP, is a chemical compound with the molecular formula C9H16O3. It is a colorless liquid that is commonly used as a flavor and fragrance ingredient due to its sweet, fruity, and caramel-like odor. ETMAP is also used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is known for its stability and compatibility with a wide range of other chemicals, making it a versatile ingredient in various industries. Additionally, ETMAP has been studied for its potential pharmacological properties, including its antioxidant and anti-inflammatory effects.

InChI:InChI=1/C10H16O4/c1-5-14-9(13)7(11)6-8(12)10(2,3)4/h6,11H,5H2,1-4H3/b7-6-

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Relevant articles and documents

The discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine cannabinoid type 2 receptor agonist

The development of selective CB2 receptor agonists is a promising therapeutic approach for the treatment of inflammatory diseases, without CB1 receptor mediated psychoactive side effects. Preliminary structure-activity relationship studies on pyrazoylidene benzamide agonists revealed the -ylidene benzamide moiety was crucial for functional activity at the CB2 receptor. A small library of compounds with varying linkage moieties between the pyrazole and substituted phenyl group has culminated in the discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine agonist 19 (CB2R EC50 = 19 nM, CB1R EC50 > 10 μM). Docking studies have revealed key structural features of the linkage group that are important for potent functional activity.

Pyrazole C-region analogues of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists

A series of 1-substituted 3-(t-butyl/trifluoromethyl)pyrazole C-region analogues of 2-(3-fluoro-4-methylsulfonamidophenyl)propanamides were investigated for hTRPV1 antagonism. The structure activity relationship indicated that the 3-chlorophenyl group at the 1-position of pyrazole was the optimized hydrophobic group for antagonistic potency and the activity was stereospecific to the S-configuration, providing exceptionally potent antagonists 13S and 16S with Ki(CAP) = 0.1 nM. Particularly significant, 13S exhibited antagonism selective for capsaicin and NADA and not for low pH or elevated temperature. Both compounds also proved to be very potent antagonists for rTRPV1, blocking in vivo the hypothermic action of capsaicin, consistent with their in vitro mechanism. The docking study of compounds 13S and 16S in our hTRPV1 homology model indicated that the binding modes differed somewhat, with that of 13S more closely resembling that of GRT12360.

Target-based design, synthesis and biological activity of new pyrazole amide derivatives

Based on the similarities in the conformation of VS008 (N-(4-methylphenyl)-3-(tert-butyl)-1-(phenylmethyl)-1H-pyrazole-5-carboxamide) and BYIO6830 (N′-(3,5-dimethylbenzoyl)-N′-tert-butyl-5-methyl-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide) bound to the active site of the EcR subunit of the ecdysone receptor (EcR)-ultraspiracle protein (USP) heterodimeric receptor, a series of new pyrazole amide derivatives were designed and synthesized. Their structures were confirmed by IR, 1HNMR, 13C NMR and elemental analysis. Results from a preliminary bioassay revealed that two of the pyrazole derivatives exhibited promising insecticidal activity. Specifically, compounds 6e and 6i exhibited good activity against Helicoverpa armigera (cotton bollworm) at low concentration. Symptoms displayed by tebufenozide-treated H. armigera were identical with those displayed by its treated counterpart. 6i showed the same poisoning symptoms as those of tebufenozide. In addition, results from molecular docking result indicated that the binding modes of 6e and 6i at the active site of the EcR subunit of the heterodimeric receptor were similar to that of the bound tebufenozide.