67342-99-8

Basic information

• Product Name: ethyl 3-oxododecanoate
• Synonyms: ethyl 3-oxododecanoate;3-Oxododecanoic acid ethyl ester;Ethyl decanoylacetate
• CAS NO: 67342-99-8
• Molecular Formula: C₁₄H₂₆O₃
• Molecular Weight: 242.35444
• EINECS: 266-656-7
• Mol File: 67342-99-8.mol

Chemical Properties

• Boiling Point: 284.4°Cat760mmHg
• Flash Point: 116°C
• Appearance: /
• Density: 0.931g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.44
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: ethyl 3-oxododecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-oxododecanoate(67342-99-8)
• EPA Substance Registry System: ethyl 3-oxododecanoate(67342-99-8)

Safety Data

• Hazardous Substances Data: 67342-99-8(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
Ethyl 3-oxododecanoate is used as a flavoring agent for its fruity aroma, enhancing the taste and smell of various food products.
Used in Perfume and Personal Care Products:
In the fragrance industry, ethyl 3-oxododecanoate serves as an ingredient to add a pleasant scent to perfumes and personal care products, contributing to their overall appeal.
Used in Pharmaceutical Production:
Ethyl 3-oxododecanoate has potential applications in the production of pharmaceuticals, where it may be utilized in the development of new drugs or as a component in existing formulations.
Used as an Intermediate in Organic Synthesis:
ethyl 3-oxododecanoate also plays a role as an intermediate in organic synthesis, where it can be used to produce other chemicals through chemical reactions.
Safety Precautions:
It is important to handle ethyl 3-oxododecanoate with care due to its potential harmful effects if ingested, inhaled, or comes into contact with the skin or eyes. Additionally, as a flammable substance, it requires cautious storage and handling to prevent accidents.

InChI:InChI=1/C14H26O3/c1-3-5-6-7-8-9-10-11-13(15)12-14(16)17-4-2/h3-12H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 61058-75-1 3-oxo-dodecanoic acid 
• 15776-03-1 diethyl 2-decanoylmalonate 
• 334-48-5 1-decanoic acid 
• 37517-78-5 magnesium bis(3-ethoxy-3-oxopropanoate) 
• 13195-93-2 Ethyl decanoylacetoacetate 
• 1071-46-1 hydrogen ethyl malonate 
• 112-13-0 n-decanoyl chloride 
• 112-12-9 methyl nonyl ketone 
• 541-41-3 chloroformic acid ethyl ester 
• 429675-23-0 5-(1-hydroxydecylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 141-97-9 ethyl acetoacetate 
• 629-27-6 1-Iodooctane 
• 570-08-1 diethyl acetylmalonate 

Downstream Products

• 112-12-9 methyl nonyl ketone 
• 13283-92-6 β-ketodecanoic acid 
• 41387-26-2 2-[4-(2-Octyl-3-oxo-cyclohex-1-enyl)-phenyl]-propionic acid 
• 168982-69-2 N-(3-oxododecanoyl)-L-homoserine lactone 
• 68353-24-2 1-methyl-2-nonyl-4(1H)-quinolone 
• 1883-13-2 3-hydroxydodecanoic acid 

Relevant articles and documents

Synthesis and analysis of stable isotope-labelled: N -acyl homoserine lactones

Aliphatic aldehydes were deuterated at the α-position via a base-catalyzed exchange reaction with D2O. These deuterated building blocks were used for the synthesis of labelled analogues of quorum sensing signal molecules belonging to the three major classes of naturally occurring N-acylated homoserine lactones (AHLs), with the label on a non-enolizable and therefore stable position. Besides the application of these stable isotope-labelled AHLs as a labelled standard for analysis via isotope dilution mass spectrometry, these compounds can be used to study the metabolic fate of the fatty acid tail of the AHL-molecule. These isotope-labelled compounds were fully characterized and used to synthesize the deuterated analogues of two commonly occurring AHL-degradation products, a tetramic acid and a ring opened N-acyl homoserine.

Reductase of Mutanobactin Synthetase Triggers Sequential C-C Macrocyclization, C-S Bond Formation, and C-C Bond Cleavage

Mutanobactins (MUBs) and their congeners that contain a macrocycle and/or a thiazepane ring are lipopeptides from Streptococcus mutans, a major causative agent of dental caries. Here we show that the C-terminal reductase domain of MubD releases the lipohexapeptide intermediates in an aldehyde form, which enables a spontaneous C-C macrocyclization. In the presence of a thiol group, the macrocyclized MUBs can further undergo spontaneous C-S bond formation and C-C bond cleavage to generate diverse MUB congeners.

Synthesis and antimicrobial activity of novel 4-Hydroxy-2-quinolone analogs

Alkyl quinolone has been proven to be a privileged scaffold in the antimicrobial drug discovery pipeline. In this study, a series of new 4-hydroxy-2-quinolinone analogs containing a long alkyl side chain at C-3 and a broad range of substituents on the C-6 and C-7 positions were synthesized. The antibacterial and antifungal activities of these analogs against Staphylococcus aureus, Escherichia coli, and Aspergillus flavus were investigated. The structure-activity relationship study revealed that the length of the alkyl chain, as well as the type of substituent, has a dramatic impact on the antimicrobial activities. Particularly, the brominated analogs 3j with a nonyl side chain exhibited exceptional antifungal activities against A. flavus (half maximal inhibitory concentration (IC50) = 1.05 μg/mL), which surpassed that of the amphotericin B used as a positive control. The antibacterial activity against S. aureus, although not as potent, showed a similar trend to the antifungal activity. The data suggest that the 4-hydroxy-2-quinolone is a promising framework for the further development of new antimicrobial agents, especially for antifungal treatment.

COMPOUNDS HAVING AGONISTIC EFFECT AGAINST GPR84, PREPARATION METHOD FOR COMPOUNDS AND USE OF COMPOUNDS

The present invention relates to a class of compounds represented by the formula I, or pharmaceutically acceptable salts thereof, methods for their preparation, and application as small molecule tools that function as GPR84 agonists, and their use in preparing a medicament for the treatment of septicemia.

Succinct synthesis of saturated hydroxy fatty acids and: In vitro evaluation of all hydroxylauric acids on FFA1, FFA4 and GPR84

Saturated hydroxy fatty acids make up a class of underexplored lipids with potentially interesting biological activities. We report a succinct and general synthetic route to saturated hydroxy fatty acids hydroxylated at position 6 or higher, and exemplify this with the synthesis of hydroxylauric acids. All regioisomers of hydroxylauric acids were tested on free fatty acid receptors FFA1, FFA4 and GPR84. The results show that the introduction of a hydroxy group and its position have a high impact on receptor activity.

A Continuous, Fluorogenic Sirtuin 2 Deacylase Assay: Substrate Screening and Inhibitor Evaluation

Sirtuins are important regulators of lysine acylation, which is implicated in cellular metabolism and transcriptional control. This makes the sirtuin class of enzymes interesting targets for development of small molecule probes with pharmaceutical potential. To achieve detailed profiling and kinetic insight regarding sirtuin inhibitors, it is important to have access to efficient assays. In this work, we report readily synthesized fluorogenic substrates enabling enzyme-economical evaluation of SIRT2 inhibitors in a continuous assay format as well as evaluation of the properties of SIRT2 as a long chain deacylase enzyme. Novel enzymatic activities of SIRT2 were thus established in vitro, which warrant further investigation, and two known inhibitors, suramin and SirReal2, were profiled against substrates containing ε-N-acyllysine modifications of varying length.

Design and Synthesis of 2-Alkylpyrimidine-4,6-diol and 6-Alkylpyridine-2,4-diol as Potent GPR84 Agonists

A series of alkylpyrimidine-4,6-diol derivatives were designed and synthesized as novel GRP84 agonists based on a high-throughput screening (HTS) hit 1. 6-Nonylpyridine-2,4-diol was identified as the most potent agonist of GPR84 reported so far, with an EC50 of 0.189 nM. These novel GPR84 agonists will provide valuable tools for the study of the physiological functions of GPR84.

Continuous flow synthesis of toxic ethyl diazoacetate for utilization in an integrated microfluidic system

An integrated microfluidic system for multiple reactions and separations of hazardous ethyl diazoacetate is presented. The integrated techniques include: a droplet technique for liquid-liquid and/or gas-liquid separation and in situ generation of the toxic reagent, a dual channel membrane technique based on a cheap polymeric microseparator for liquid-liquid separation, and a capillary microreactor for carrying out cascade reactions in a sequential and continuous manner.

AMIDE COMPOUND AND BACTERIAL DISEASE CONTROL AGENT FOR AGRICULTURAL AND HORTICULTURAL USE

The present invention provides an amide compound having antibacterial activity, and a bacterial infection control agent for agricultural and horticultural use that contains the amide compound. The novel amide compound of the present invention is represented by General Formula (1): wherein R is a -CH(R1)(R2) or a -CO(R2) group, R1 is a hydrogen atom or a hydroxyl group, and R2 is a C1-12 alkyl group.