1-Indanone

CAS# 83-33-0

1-Indanone

Catalog No. BCN2245----Order now to get a substantial discount!

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Quality Control of 1-Indanone

Number of papers citing our products

Chemical structure

1-Indanone

3D structure

Chemical Properties of 1-Indanone

Cas No. 83-33-0 SDF Download SDF
PubChem ID 6735 Appearance Cryst.
Formula C9H8O M.Wt 132.16
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,3-dihydroinden-1-one
SMILES C1CC(=O)C2=CC=CC=C21
Standard InChIKey QNXSIUBBGPHDDE-UHFFFAOYSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of 1-Indanone

Description1-Indanone thiosemicarbazones coordinated to palladium(II) is more cytotoxic than those complexed with platinum(II); although platinum(II) is more selective for leukemic cells and has potential to treat hematological malignancies.
In vitro

Antiviral activity against the hepatitis C virus (HCV) of 1-indanone thiosemicarbazones and their inclusion complexes with hydroxypropyl-β-cyclodextrin.[Pubmed: 22885176 ]

Eur J Pharm Sci. 2012 Oct 9;47(3):596-603.

The hepatitis C virus (HCV) is a major cause of acute and chronic hepatitis in humans. Approximately 5% of the infected people die from cirrhosis or hepatocellular carcinoma. The current standard therapy comprises a combination of pegylated-interferon alpha and ribavirin. Due to the relatively low effectiveness, the prohibitive costs and the extensive side effects of the treatment, an intense research for new direct-acting anti-HCV agents is taking place. Furthermore, NS3 protease inhibitors recently introduced into the market are not effective against all HCV subgenotypes. Thiosemicarbazones (TSCs) have shown antiviral activity against a wide range of DNA and RNA viruses. However, their extremely low aqueous solubility and high self-aggregation tendency often preclude their reliable biological evaluation in vitro.
METHODS AND RESULTS:
In this work, we investigated and compared for the first time the anti-HCV activity of two 1-Indanone TSCs, namely 5,6-dimethoxy-1-Indanone TSC and 5,6-dimethoxy-1-Indanone N4-allyl TSC, and their inclusion complexes with hydroxypropyl-β-cyclodextrin (HPβ-CD) in Huh-7.5 cells containing the full-length and the subgenomic subgenotype 1b HCV replicon system. Studies of physical stability in culture medium showed that free TSCs precipitated rapidly and formed submicron aggregates. Conversely, TSC complexation with HPβ-CD led to more stable systems with minimal size growth and drug concentration loss. More importantly, both TSCs and their inclusion complexes displayed a potent suppression of the HCV replication in both cell lines with no cytotoxic effects.
CONCLUSIONS:
The mechanism likely involves the inhibition of non-structural proteins of the virus. In addition, findings suggested that the cyclodextrin released the drug to the culture medium over time. This platform could be exploited for the study of the drug toxicity and pharmacokinetics animal models.

Oxidative potential of some endophytic fungi using 1-indanone as a substrate.[Pubmed: 22573162]

J Microbiol Biotechnol. 2012 Jun;22(6):832-7.


METHODS AND RESULTS:
The oxidative potential of the fungus Penicillium brasilianum, a strain isolated as an endophyte from a Meliaceae plant (Melia azedarach), was investigated using 1-Indanone as a substrate to track the production of monooxygenases. The fungus produced the dihydrocoumarin from 1-Indanone with the classical Baeyer-Villiger reaction regiochemistry, and (-)-(R)-3-hydroxy-1-Indanone with 78% ee. Minor compounds resulting from lipase and SAM activities were also detected. The biotransformation procedures were also applied to a collection of Penicillium and Aspergillus fungi obtained from M. azedarach and Murraya paniculata.
CONCLUSIONS:
The results showed that Baeyer-Villiger were mostly active in fungi isolated from M. azedarach. Almost all of the fungi tested produced 3-hydroxy-1-Indanone.

Protocol of 1-Indanone

Structure Identification
ChemMedChem. 2011 Aug 1;6(8):1485-94.

Synthesis, structural characterization, and pro-apoptotic activity of 1-indanone thiosemicarbazone platinum(II) and palladium(II) complexes: potential as antileukemic agents.[Pubmed: 21608131]

In the search for alternative chemotherapeutic strategies against leukemia, various 1-Indanone thiosemicarbazones, as well as eight novel platinum(II) and palladium(II) complexes, with the formula [MCl₂(HL)] and [M(HL)(L)]Cl, derived from two 1-Indanone thiosemicarbazones were synthesized and tested for antiproliferative activity against the human leukemia U937 cell line.
METHODS AND RESULTS:
The crystal structure of [Pt(HL1)(L1)]Cl·2MeOH, where L1=1-Indanone thiosemicarbazone, was solved by X-ray diffraction. Free thiosemicarbazone ligands showed no antiproliferative effect, but the corresponding platinum(II) and palladium(II) complexes inhibited cell proliferation and induced apoptosis. Platinum(II) complexes also displayed selective apoptotic activity in U937 cells but not in peripheral blood monocytes or the human hepatocellular carcinoma HepG2 cell line used to screen for potential hepatotoxicity.
CONCLUSIONS:
Present findings show that, in U937 cells, 1-Indanone thiosemicarbazones coordinated to palladium(II) were more cytotoxic than those complexed with platinum(II), although the latter were found to be more selective for leukemic cells suggesting that they are promising compounds with potential therapeutic application against hematological malignancies.

1-Indanone Dilution Calculator

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1-Indanone Molarity Calculator

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Preparing Stock Solutions of 1-Indanone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.5666 mL 37.8329 mL 75.6659 mL 151.3317 mL 189.1646 mL
5 mM 1.5133 mL 7.5666 mL 15.1332 mL 30.2663 mL 37.8329 mL
10 mM 0.7567 mL 3.7833 mL 7.5666 mL 15.1332 mL 18.9165 mL
50 mM 0.1513 mL 0.7567 mL 1.5133 mL 3.0266 mL 3.7833 mL
100 mM 0.0757 mL 0.3783 mL 0.7567 mL 1.5133 mL 1.8916 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 1-Indanone

Antiviral activity against the hepatitis C virus (HCV) of 1-indanone thiosemicarbazones and their inclusion complexes with hydroxypropyl-beta-cyclodextrin.[Pubmed:22885176]

Eur J Pharm Sci. 2012 Oct 9;47(3):596-603.

The hepatitis C virus (HCV) is a major cause of acute and chronic hepatitis in humans. Approximately 5% of the infected people die from cirrhosis or hepatocellular carcinoma. The current standard therapy comprises a combination of pegylated-interferon alpha and ribavirin. Due to the relatively low effectiveness, the prohibitive costs and the extensive side effects of the treatment, an intense research for new direct-acting anti-HCV agents is taking place. Furthermore, NS3 protease inhibitors recently introduced into the market are not effective against all HCV subgenotypes. Thiosemicarbazones (TSCs) have shown antiviral activity against a wide range of DNA and RNA viruses. However, their extremely low aqueous solubility and high self-aggregation tendency often preclude their reliable biological evaluation in vitro. In this work, we investigated and compared for the first time the anti-HCV activity of two 1-Indanone TSCs, namely 5,6-dimethoxy-1-Indanone TSC and 5,6-dimethoxy-1-Indanone N4-allyl TSC, and their inclusion complexes with hydroxypropyl-beta-cyclodextrin (HPbeta-CD) in Huh-7.5 cells containing the full-length and the subgenomic subgenotype 1b HCV replicon system. Studies of physical stability in culture medium showed that free TSCs precipitated rapidly and formed submicron aggregates. Conversely, TSC complexation with HPbeta-CD led to more stable systems with minimal size growth and drug concentration loss. More importantly, both TSCs and their inclusion complexes displayed a potent suppression of the HCV replication in both cell lines with no cytotoxic effects. The mechanism likely involves the inhibition of non-structural proteins of the virus. In addition, findings suggested that the cyclodextrin released the drug to the culture medium over time. This platform could be exploited for the study of the drug toxicity and pharmacokinetics animal models.

Oxidative potential of some endophytic fungi using 1-indanone as a substrate.[Pubmed:22573162]

J Microbiol Biotechnol. 2012 Jun;22(6):832-7.

The oxidative potential of the fungus Penicillium brasilianum, a strain isolated as an endophyte from a Meliaceae plant (Melia azedarach), was investigated using 1-Indanone as a substrate to track the production of monooxygenases. The fungus produced the dihydrocoumarin from 1-Indanone with the classical Baeyer-Villiger reaction regiochemistry, and (-)-(R)-3-hydroxy-1-Indanone with 78% ee. Minor compounds resulting from lipase and SAM activities were also detected. The biotransformation procedures were also applied to a collection of Penicillium and Aspergillus fungi obtained from M. azedarach and Murraya paniculata. The results showed that Baeyer-Villiger were mostly active in fungi isolated from M. azedarach. Almost all of the fungi tested produced 3-hydroxy-1-Indanone..

Synthesis, structural characterization, and pro-apoptotic activity of 1-indanone thiosemicarbazone platinum(II) and palladium(II) complexes: potential as antileukemic agents.[Pubmed:21608131]

ChemMedChem. 2011 Aug 1;6(8):1485-94.

In the search for alternative chemotherapeutic strategies against leukemia, various 1-Indanone thiosemicarbazones, as well as eight novel platinum(II) and palladium(II) complexes, with the formula [MCl(2)(HL)] and [M(HL)(L)]Cl, derived from two 1-Indanone thiosemicarbazones were synthesized and tested for antiproliferative activity against the human leukemia U937 cell line. The crystal structure of [Pt(HL1)(L1)]Cl.2MeOH, where L1=1-Indanone thiosemicarbazone, was solved by X-ray diffraction. Free thiosemicarbazone ligands showed no antiproliferative effect, but the corresponding platinum(II) and palladium(II) complexes inhibited cell proliferation and induced apoptosis. Platinum(II) complexes also displayed selective apoptotic activity in U937 cells but not in peripheral blood monocytes or the human hepatocellular carcinoma HepG2 cell line used to screen for potential hepatotoxicity. Present findings show that, in U937 cells, 1-Indanone thiosemicarbazones coordinated to palladium(II) were more cytotoxic than those complexed with platinum(II), although the latter were found to be more selective for leukemic cells suggesting that they are promising compounds with potential therapeutic application against hematological malignancies.

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