6175-23-1

Usage

Uses

Used in Food and Beverage Industry:
2,4-Nonanedione is used as a flavoring agent for its ability to impart a buttery or creamy taste and aroma to food items, enhancing the sensory experience of consumers.
Used in E-cigarette Production:
2,4-Nonanedione has been employed as a flavoring agent in the production of e-cigarettes to create a desirable taste and aroma profile. However, due to its respiratory irritant properties and potential health risks, there is an ongoing debate and efforts to limit its use in this application.
Health and Safety Concerns:
2,4-Nonanedione is recognized as a respiratory irritant and is associated with a respiratory disease known as "popcorn lung" when inhaled in high concentrations. This has led to concerns about its use in food and consumer products, prompting efforts to reduce or eliminate its presence in these applications to protect public health.

InChI:InChI=1/C19H19N3O3/c1-11-5-7-15(8-6-11)22-18(24)16(17(23)20-19(22)25)10-14-9-12(2)21(4)13(14)3/h5-10H,1-4H3,(H,20,23,25)/b16-10+

Upstream product

• 52789-66-9 2-acetoxy-2-heptene 
• 123-54-6 acetylacetone 
• 142-62-1 hexanoic acid 
• 1038622-41-1 4-hydroxy-2-nonanone 
• 123-66-0 Ethyl hexanoate 
• 67-64-1 acetone 
• 75-05-8 acetonitrile 
• 161787-94-6 3-methoxycarbonylnona-2,4-dione 
• 7732-18-5 water 
• 109-65-9 1-bromo-butane 
• 60462-02-4 ethyl 2-acetyl-3-oxooctanoate 
• 208348-93-0 2-hydroxy-nonan-4-one 
• 110-43-0 n-pentyl methyl ketone 
• 79-20-9 acetic acid methyl ester 

Downstream Products

• 101277-03-6 1-Phenyl-decandion-(3,5) 
• 102488-40-4 6-Methyl-4-pent-(Z)-ylidene-2-phenoxy-4H-[1,3,2]dioxaphosphinine 2-oxide 
• 58016-28-7 methyl 2,6-dihydroxy-6-pentylbenzoate 
• 142-62-1 hexanoic acid 
• 174524-31-3 4-(3,4-dimethoxyphenyl)-3-hexanoyl-6,7-dimethoxy-2-methylquinoline 
• 1417030-88-6 (22E)-2-methylene-24-oxo-25-hexanoyl-26,27-cyclo-22-dehydro-hydroxy-19-norvitamin D₃ 
• 1417030-87-5 (22E)-1-[(tert-butyldimethylsilyl)oxy]-2-methylene-24-oxo-25-hexanoyl-26,27-cyclo-22-dehydro-19-norvitamin D₃ tert-butyldimethylsilyl ether 
• 110-43-0 n-pentyl methyl ketone 
• 64-19-7 acetic acid 
• 91525-87-0 nonane-2,4-diol 

Relevant academic research and scientific papers

Activation of the phase II enzymes for neuroprotection by ginger active constituent 6-dehydrogingerdione in PC12 cells

The cellular endogenous antioxidant system plays pivotal roles in counteracting or retarding the pathogenesis of many neurodegenerative diseases. Molecules with the ability to enhance the antioxidant defense thus are promising candidates for neuroprotective drugs. 6-Dehydrogingerdione (6-DG), one of the major components of dietary ginger, has received increasing attention due to its multiple pharmacological activities. However, how this pleiotropic molecule works on the neuronal system has not been studied. This paper reports that 6-DG efficiently scavenges various free radicals in vitro and displays remarkable cytoprotection against oxidative stress-induced neuronal cell damage in the neuron-like rat pheochromocytoma cell line, PC12 cells. Pretreatment of PC12 cells with 6-DG significantly up-regulates a panel of phase II genes as well as the corresponding gene products, such as glutathione, heme oxygenase, NAD(P)H:quinone oxidoreductase, and thioredoxin reductase. Mechanistic study indicates that activation of the Keap1-Nrf2-ARE pathway is the molecular basis for the cytoprotection of 6-DG. This is the first revelation of this novel mechanism of 6-DG as an Nrf2 activator against oxidative injury, providing the potential therapeutic use of 6-DG as neuroprotective agent.

2-Methylene-(22E)-25-Hexanoyl-24-OXO-26,27-Cyclo-22-Dehydro-19-Nor-Vitamin D Analogs

This invention discloses 2-methylene-(22E)-25-hexanoyl-24-oxo-26,27-cyclo-22-dehydro-19-nor-vitamin D analogs, and specifically 2-methylene-(22E)-25-hexanoyl-24-oxo-26,27-cyclo-22-dehydro-19-nor-1α-hydroxyvitamin D3, and pharmaceutical uses therefor. This compound exhibits relatively high transcription activity as well as pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. This compound also shows low activity in vivo on bone calcium mobilization, and therefore may be used to treat autoimmune disorders or inflammatory diseases in humans as well as renal osteodystrophy. This compound may also be used for the treatment or prevention of obesity.

2-Methylene-(22E)-25-(1-Methylene-Hexyl)-26,27-Cyclo-22-Dehydro-19-Nor-Vitamin D Analogs

This invention discloses 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-vitamin D analogs, and specifically 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-1α,24(R)-dihydroxyvitamin D3, and pharmaceutical uses therefor. This compound exhibits relatively high transcription activity as well as pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. This compound also shows lower activity in vivo on bone calcium mobilization and intestinal calcium transport activity compared to the native hormone 1α,25-dihydroxyvitamin D3, and therefore may be used to treat autoimmune disorders or inflammatory diseases in humans as well as renal osteodystrophy. This compound may also be used for the treatment or prevention of obesity.

Promiscuous substrate binding explains the enzymatic stereoand regiocontrolled synthesis of enantiopure hydroxy ketones and diols

Regio- and stereoselective reductions of several diketones to afford enantiopure hydroxy ketones or diols were accomplished using isolated alcohol dehydrogenases (ADHs). Results could be rationalised taking into account different (promiscuous) substrate-binding modes in the active site of the enzyme. Furthermore, interesting natural cyclic diketones were also reduced with high regio- and stereoselectivity. Some of the 1,2 and 1,3-diketones used in this study were reduced by employing a low excess of the hydrogen donor (2-propanol) due to the quasi-irreversibility of these ADH-catalysed processes. Thus, using lower quantities of co-substrate, scale-up could be easily achieved.

Ethyl-branched aldehydes, ketones, and diketones from caimans (Caiman and Paleosuchus; Crocodylia, Reptilia)

Secretions from the paracloacal glands of alligators (Alligator spp.) and caimans (Caiman spp., Melanosuchus niger, and Paleosuchus spp.) were examined by GC-MS. The secretions of the common caiman (C. crocodilus), the broad-snouted caiman (C. latirostris), the yacare caiman (C. yacare), the dwarf caiman (P. palpebrosus), and the smooth-fronted caiman (P. trigonatus) yielded a new family of 43 aliphatic carbonyl compounds that includes aldehydes, ketones, and β-diketones with an ethyl branch adjacent to the carbonyl group. The identification of these glandular components and the syntheses and stereochemical investigations of selected compounds are described.

Mild conversion of β-diketones and β-ketoesters to carboxylic acids

A mild protocol for the conversion of β-ketoesters and β-diketones to carboxylic acids with use of CAN in CH3CN is described. The method is compatible with a number of functional groups, and can generate carboxylic acids under neutral conditions at room temperature. The reaction is fast and general, providing an alternative method to the commonly used malonic ester acid preparation. Initial mechanistic studies show that initial oxidation of the enol form of the β-dicarbonyl initiates the reaction. The presence of nitrate as an oxidant ligand or as an additive is critical for success of the reaction.

Method for preparing chiral diphosphines

The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2independently represent a saturated or aromatic carbocyclic group, optionally substituted.

Asymmetric hydrogenation method of a ketonic compound and derivative

The present invention relates to a process for the asymmetric hydrogenation of a ketonic compound and derivative. The invention relates to the use of optically active metal complexes as catalysts for the asymmetric hydrogenation of a ketonic compound and derivative. The process for the asymmetric hydrogenation of a ketonic compound and derivative is characterized in that the asymmetric hydrogenation of said compound is carried out in the presence of an effective amount of a metal complex comprising as ligand an optically active diphosphine corresponding to one of the following formulae: STR1

Synthesis of 1,3-Dicarbonyl Compounds by the Oxidation of 3-Hydroxycarbonyl Compounds with Corey-Kim Reagent

A new method for the preparation of various 1,3-dicarbonyl compounds is described.Oxidation of 3-hydroxycarbonyl compounds without substituent at C-2 position by the Corey-Kim reagent (N-chlorosuccinimide-dimethyl sulfide) afforded the stable dimethylsulfonium methylides, which on reductive desulfurization by zinc-acetic acid furnished the 1,3-dicarbonyl derivatives.On the other hand, the same treatment of 2-mono-, or 2,2-disubstituted 3-hydroxy-carbonyl compounds gave directly the corresponding 1,3-dicarbonyl analogous, respectively.