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5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione, commonly known as acedione, is a white crystalline chemical compound with the molecular formula C6H8O4. It serves as a versatile reagent in organic synthesis and a building block in the production of pharmaceuticals, agrochemicals, and other organic compounds. Acedione also functions as a crosslinking agent in polymer manufacturing and a precursor in the synthesis of heterocycles. Its ability to inhibit the enzyme glucose oxidase, along with its antimicrobial and antioxidant properties, further broadens its applications. However, due to its hazardous nature, acedione requires careful handling to mitigate potential health and environmental risks.

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  • 72324-39-1 Structure
  • Basic information

    1. Product Name: 5-ACETYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE
    2. Synonyms: 5-ACETYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE;1,3-Dioxane-4,6-dione, 5-acetyl-2,2-diMethyl-
    3. CAS NO:72324-39-1
    4. Molecular Formula: C8H10O5
    5. Molecular Weight: 186.16
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 72324-39-1.mol
  • Chemical Properties

    1. Melting Point: 83-85°C
    2. Boiling Point: 417.9 °C at 760 mmHg
    3. Flash Point: 192.5 °C
    4. Appearance: /
    5. Density: 1.231
    6. Vapor Pressure: 3.42E-07mmHg at 25°C
    7. Refractive Index: 1.447
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 8.09±0.40(Predicted)
    11. CAS DataBase Reference: 5-ACETYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-ACETYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE(72324-39-1)
    13. EPA Substance Registry System: 5-ACETYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE(72324-39-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 10
    3. Safety Statements: 16
    4. RIDADR: 1224
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: IRRITANT
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 72324-39-1(Hazardous Substances Data)

72324-39-1 Usage

Uses

Used in Pharmaceutical Industry:
5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Agrochemical Industry:
Acedione is utilized as a key component in the production of agrochemicals, enhancing the performance of pesticides and other agricultural chemicals to protect crops and improve yield.
Used in Polymer Industry:
5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione is used as a crosslinking agent in the manufacturing of polymers, improving their structural integrity and performance in various applications.
Used in Organic Synthesis:
Acedione is employed as a reagent in organic synthesis, facilitating the formation of complex organic compounds and contributing to the advancement of organic chemistry.
Used in Heterocycle Synthesis:
5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione is used as a precursor in the synthesis of heterocycles, which are important structural motifs in many biologically active compounds and materials.
Used in Enzyme Inhibition:
Acedione is used to inhibit the enzyme glucose oxidase, which can be beneficial in various biochemical and medical applications, such as controlling glucose levels or studying enzyme mechanisms.
Used in Antimicrobial Applications:
5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione is utilized for its antimicrobial properties, making it a potential candidate for use in disinfectants, sanitizers, and preservatives.
Used in Antioxidant Applications:
Acedione is employed for its antioxidant properties, which can help protect against oxidative stress and damage in various industrial and biological systems.

Check Digit Verification of cas no

The CAS Registry Mumber 72324-39-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,3,2 and 4 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 72324-39:
(7*7)+(6*2)+(5*3)+(4*2)+(3*4)+(2*3)+(1*9)=111
111 % 10 = 1
So 72324-39-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O5/c1-4(9)5-6(10)12-8(2,3)13-7(5)11/h5H,1-3H3

72324-39-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione

1.2 Other means of identification

Product number -
Other names 5-acetyl-2,2-dimethyl-[1,3]dioxane-4,6-dione

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:72324-39-1 SDS

72324-39-1Relevant articles and documents

Preparation method of tenuazonic Acid and derivative thereof

-

Paragraph 0062-0063, (2021/05/12)

The invention provides a preparation method of tenuazonic Acid and a derivative thereof. The synthesis route comprises the following steps: reacting malonic acid cycloisopropylidene ester with acyl chloride, then reacting with amino acid methyl ester hydr

Amic acid derivative as well as preparation method and application thereof

-

Paragraph 0117; 0146-0148, (2021/09/21)

The invention provides an amine acid derivative as well as a preparation method and application thereof. The amine acid derivative has the structure as follows. Herein, R is selected from methyl, methoxy and the like. R1 Selected from C1 - C4 a

5 - N-propyl -4 -hydroxypyrrole -2 - ketone derivative as well as preparation method and application thereof

-

Paragraph 0052-0054, (2021/11/03)

5 - N-propyl -4 -hydroxypyrro -2 -one derivatives as well as a preparation method and application thereof are disclosed. The 5 -n-propyl -4 -hydroxypyrrole -2 - ketone derivative provided by the invention has a significant improvement in weeding activity

PANTETHEINE DERIVATIVES AND USES THEREOF

-

Paragraph 2121, (2020/06/19)

The present disclosure relates to compounds of Formula (I), (II), or (II'): (I), (II), (II'), and pharmaceutically acceptable salts or solvates thereof. The present disclosure also relates to pharmaceutical compositions comprising the compounds and therapeutic and diagnostic uses of the compounds and pharmaceutical compositions.

Quinolones modulate ghrelin receptor signaling: Potential for a novel small molecule scaffold in the treatment of cachexia

Torres-Fuentes, Cristina,Pastor-Cavada, Elena,Cano, Rafael,Kandil, Dalia,Shanahan, Rachel,Juan, Rocio,Shaban, Hamdy,McGlacken, Gerard P.,Schellekens, Harri?t

, (2018/06/07)

Cachexia is a metabolic wasting disorder characterized by progressive weight loss, muscle atrophy, fatigue, weakness, and appetite loss. Cachexia is associated with almost all major chronic illnesses including cancer, heart failure, obstructive pulmonary disease, and kidney disease and significantly impedes treatment outcome and therapy tolerance, reducing physical function and increasing mortality. Current cachexia treatments are limited and new pharmacological strategies are needed. Agonists for the growth hormone secretagogue (GHS-R1a), or ghrelin receptor, prospectively regulate the central regulation of appetite and growth hormone secretion, and therefore have tremendous potential as cachexia therapeutics. Non-peptide GHS-R1a agonists are of particular interest, especially given the high gastrointestinal degradation of peptide-based structures, including that of the endogenous ligand, ghrelin, which has a half-life of only 30 min. However, few compounds have been reported in the literature as non-peptide GHS-R1a agonists. In this paper, we investigate the in vitro potential of quinolone compounds to modulate the GHS-R1a in both transfected human cells and mouse hypothalamic cells. These chemically synthesized compounds demonstrate a promising potential as GHS-R1a agonists, shown by an increased intracellular calcium influx. Further studies are now warranted to substantiate and exploit the potential of these novel quinolone-based compounds as orexigenic therapeutics in conditions of cachexia and other metabolic and eating disorders.

Screening, synthesis, crystal structure, and molecular basis of 6-amino-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles as novel AKR1C3 inhibitors

Zheng, Xuehua,Jiang, Zan,Li, Xiaolin,Zhang, Chen,Li, Zhe,Wu, Yinuo,Wang, Xinhua,Zhang, Chao,Luo, Hai-bin,Xu, Jun,Wu, Deyan

supporting information, p. 5934 - 5943 (2018/11/23)

AKR1C3 is a promising therapeutic target for castration-resistant prostate cancer. Herein, an evaluation of in-house library discovered substituted pyranopyrazole as a novel scaffold for AKR1C3 inhibitors. Preliminary SAR exploration identified its derivative 19d as the most promising compound with an IC50 of 0.160 μM among the 23 synthesized molecules. Crystal structure studies revealed that the binding mode of the pyranopyrazole scaffold is different from the current inhibitors. Hydroxyl, methoxy and nitro group at the C4-phenyl substituent together anchor the inhibitor to the oxyanion site, while the core of the scaffold dramatically enlarges but partially occupies the SP pockets with abundant hydrogen bond interactions. Strikingly, the inhibitor undergoes a conformational change to fit AKR1C3 and its homologous protein AKR1C1. Our results suggested that conformational changes of the receptor and the inhibitor should both be considered during the rational design of selective AKR1C3 inhibitors. Detailed binding features obtained from molecular dynamics simulations helped to finally elucidate the molecular basis of 6-amino-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles as AKR1C3 inhibitors, which would facilitate the future rational inhibitor design and structural optimization.

MELDRUM 'S ACID, BARBITURIC ACID AND PYRAZOLONE DERIVATIVES SUBSTITUTED WITH HYDROXYLAMINE AS HNO DONORS

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Page/Page column 38; 39, (2013/05/09)

The disclosed subject matter provides certain N-substituted hydroxylamine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating, preventing, or delaying the onset and/or development of a disease or condition. In some embodiments, the disease or condition is selected from cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy.

Employing modular polyketide synthase ketoreductases as biocatalysts in the preparative chemoenzymatic syntheses of diketide chiral building blocks

Piasecki, Shawn K.,Taylor, Clint A.,Detelich, Joshua F.,Liu, June,Zheng, Jianting,Komsoukaniants, Arkady,Siegel, Dionicio R.,Keatinge-Clay, Adrian T.

experimental part, p. 1331 - 1340 (2012/02/01)

Chiral building blocks are valuable intermediates in the syntheses of natural products and pharmaceuticals. A scalable chemoenzymatic route to chiral diketides has been developed that includes the general synthesis of α-substituted, β-ketoacyl N-acetylcysteamine thioesters followed by a biocatalytic cycle in which a glucose-fueled NADPH-regeneration system drives reductions catalyzed by isolated modular polyketide synthase (PKS) ketoreductases (KRs). To identify KRs that operate as active, stereospecific biocatalysts, 11 isolated KRs were incubated with 5 diketides and their products were analyzed by chiral chromatography. KRs that naturally reduce small polyketide intermediates were the most active and stereospecific toward the panel of diketides. Several biocatalytic reactions were scaled up to yield more than 100 mg of product. These syntheses demonstrate the ability of PKS enzymes to economically and greenly generate diverse chiral building blocks on a preparative scale.

Facile and efficient aromatization of 1,4-dihydropyridines with M(NO 3)2·XH2O, TNCB, TBAP and HMTAI and preparation of deuterium labeled dehydronifedipine from nifedipine-d3

Shaikh, Ajam C.,Chen, Chinpiao

supporting information; experimental part, p. 3664 - 3668 (2010/09/04)

The easy and efficient aromatization of various 1,4-dihydropyridines was investigated using various metal nitrates, trinitratocerium(IV) bromate (TNCB), and tetrabutyl ammonium periodate (TBAP) as oxidant in acetic acid at 100 °C, as well as hexamethylenetetramine-iodine (HMTAI) reflux in methanol. The efficient conversion of nifedipine-d3 to dehydronifedipine-d 3 as an internal standard can be used in the measurement of nifedipine concentration in a body.

Microwave assisted rapid and efficient synthesis of aryl methyl ketones and β-keto esters using Meldrum's acid

More,Mahulikar

, p. 823 - 825 (2007/10/03)

Microwave mediated rapid and efficient synthesis of aryl methyl ketones and β-keto esters from acyl Meldrum's acid by hydrolysis and alcoholysis, respectively, has been reported.

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