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6-Hydroxy-1-indanone is a white to light yellow crystal powder that serves as a crucial intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical industry.

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  • 62803-47-8 Structure
  • Basic information

    1. Product Name: 6-Hydroxy-1-indanone
    2. Synonyms: 6-HYDROXY-1-INDANONE;6-HYDROXY-1-INDANONE 99%;6-Hydrocy-2,3-Dihydro-1H-Inden-1-One;6-Hydroxy-1-Indenone;2,3-Dihydro-6-hydroxy-1H-inden-1-one;6-Hydroxyindan-1-one;6-Hydroxy-2,3-dihydro-1H-inden-1-one;6-hydroxy-2,3-dihydroinden-1-one
    3. CAS NO:62803-47-8
    4. Molecular Formula: C9H8O2
    5. Molecular Weight: 148.16
    6. EINECS: N/A
    7. Product Categories: Indanone & Indene;C9;Carbonyl Compounds;Ketones;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
    8. Mol File: 62803-47-8.mol
  • Chemical Properties

    1. Melting Point: 154-158 °C(lit.)
    2. Boiling Point: 329 °C at 760 mmHg
    3. Flash Point: 139.8 °C
    4. Appearance: white to light yellow crystal powder
    5. Density: 1.305 g/cm3
    6. Vapor Pressure: 9.51E-05mmHg at 25°C
    7. Refractive Index: 1.631
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: soluble in Methanol
    10. PKA: 9.45±0.20(Predicted)
    11. CAS DataBase Reference: 6-Hydroxy-1-indanone(CAS DataBase Reference)
    12. NIST Chemistry Reference: 6-Hydroxy-1-indanone(62803-47-8)
    13. EPA Substance Registry System: 6-Hydroxy-1-indanone(62803-47-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22-36/38-43
    3. Safety Statements: 26-36/37
    4. WGK Germany: 2
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 62803-47-8(Hazardous Substances Data)

62803-47-8 Usage

Uses

Used in Pharmaceutical Industry:
6-Hydroxy-1-indanone is used as a key intermediate for the synthesis of tetracyclic ketones in the total syntheses of (±)-frondosin C and (±)-8-epi-frondosin C. These compounds have potential applications in the development of new drugs.
Additionally, 6-Hydroxy-1-indanone is used as a precursor in the synthesis of 1,4-dihydroindeno[1,2-c]pyrazoles, which act as potent CHK-1 inhibitors. These inhibitors play a significant role in the development of cancer treatments by inhibiting the growth of cancer cells.

Check Digit Verification of cas no

The CAS Registry Mumber 62803-47-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,2,8,0 and 3 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 62803-47:
(7*6)+(6*2)+(5*8)+(4*0)+(3*3)+(2*4)+(1*7)=118
118 % 10 = 8
So 62803-47-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H8O2/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5,10H,2,4H2

62803-47-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-Hydroxy-1-indanone

1.2 Other means of identification

Product number -
Other names 6-hydroxy-2,3-dihydroinden-1-one

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:62803-47-8 SDS

62803-47-8Relevant articles and documents

A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde

He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu

supporting information, p. 1036 - 1040 (2021/02/09)

A facile method for the synthesis of indanones was developed under metal- and additive-free conditions, whereinl-proline served as an efficient and environmentally benign catalyst. Compared with previously synthesized indanones, synthesis by the transition-metal-catalyzed intramolecular hydroacylation of 2-vinylbenzaldehyde provided a more green synthetic pathway to indanone scaffolds with good to excellent yields. More importantly, it could be used to synthsize the anti-AD drug donepezil.

FLUOROALLYLAMINE DERIVATIVE AND USE THEREOF

-

Paragraph 0287, (2020/03/17)

The present invention relates to a fluoroallylamine derivative and use thereof. In particular, the present invention relates to a compound as shown in Formula I, a prodrug, an isomer, an isotope-labeled compound, a solvate or a pharmaceutically acceptable salt thereof, which has VAP-1/SSAO inhibitory activity, and can be used for treating a disease associated with VAP-1/SSAO overactivity.

Effect of ring size on photoisomerization properties of stiff stilbene macrocycles

Olsson, Sandra,Pérez, óscar Benito,Blom, Magnus,Gogoll, Adolf

, p. 2408 - 2418 (2019/11/11)

A series of stiff stilbene macrocycles have been studied to investigate the possible impact of the macrocycle ring size on their photodynamic properties. The results show that reducing the ring size counteracts the photoisomerization ability of the macrocycles. However, even the smallest macrocycle studied (stiff stilbene subunits linked by a six carbon chain) showed some degree of isomerization when irradiated. DFT calculations of the energy differences between the E- and Z-isomers show the same trend as the experimental results. Interestingly the DFT study highlights that the energy difference between the E- and Z-isomers of even the largest macrocycle (linked by a twelve carbon chain) is significantly higher than that of the stiff stilbene unit itself. In general, it is indicated that addition of even a flexible chain to the stiff stilbene unit may significantly affect its photochemical properties and increase the photostability of the resulting macrocycle.

Novel indanone derivatives as MAO B/H3R dual-targeting ligands for treatment of Parkinson's disease

Affini, Anna,Hagenow, Stefanie,Zivkovic, Aleksandra,Marco-Contelles, Jose,Stark, Holger

, p. 487 - 497 (2018/02/28)

The design of multi-targeting ligands was developed in the last decades as an innovative therapeutic concept for Parkinson's disease (PD) and other neurodegenerative disorders. As the monoamine oxidase B (MAO B) and the histamine H3 receptor (H3R) are promising targets for dopaminergic regulation, we synthetized dual-targeting ligands (DTLs) as non-dopaminergic receptor approach for the treatment of PD. Three series of compounds were developed by attaching the H3R pharmacophore to indanone-related MAO B motifs, leading to development of MAO B/H3R DTLs. Among synthesized indanone DTLs, compounds bearing the 2-benzylidene-1-indanone core structure showed MAO B preferring inhibition capabilities along with nanomolar hH3R affinity. Substitution of C5 and C6 position of the 2-benzylidene-1-indanones with lipophilic substituents revealed three promising candidates exhibiting inhibitory potencies for MAO B with IC50 values ranging from 1931 nM to 276 nM and high affinities at hH3R (Ki 50 = 276 nM, hH3R Ki = 6.5 nM) showed highest preference for MAO B over MAO A (SI > 36). Interestingly, IC50 determinations after preincubation of enzyme and DTLs revealed also nanomolar MAO B potency for 3e (MAO B IC50 = 232 nM), a structural isomer of 3f, and 3d (MAO B IC50 = 541 nM), suggesting time-dependent inhibition modes. Reversibility of inhibition for all three compounds were confirmed by dilution studies in excess of substrate. Thus, indanone-substituted derivatives are promising lead structures for the design of MAO B/hH3R DTLs as novel therapeutic approach of PD therapy.

Enantioselective bioreduction of benzo-fused cyclic ketones with engineered: Candida glabrata ketoreductase 1-a promising synthetic route to ladostigil (TV3326)

Ou-Yang, Jingping,Zhang, Wenhe,Qin, Fengyu,Zuo, Weiguo,Xu, Shaoyu,Wang, Yan,Qin, Bin,You, Song,Jia, Xian

supporting information, p. 7374 - 7379 (2017/09/25)

Biocatalysis has been recently emerging as a promising alternative to traditional chemical synthesis because of its "green" characteristics and comparable selectivities, which accord with the concept of sustainable development and demand for asymmetric synthesis. In this study, whole-cell biocatalysts containing glucose dehydrogenase (GDH) and Candida glabrata ketoreductase 1 (CgKR1) variants were constructed. These biocatalysts were applied to the reduction of benzo-fused cyclic ketones and showed good to high activities and enantioselectivities. Particularly, CgKR1 variants displayed high activities (90.6%-98.4% conversions) and enantioselectivities (>99.9% ee) towards 5a, a key intermediate of ladostigil (TV3326). Based on these results, a chemoenzymatic synthesis of (S)-5b was developed by using biocatalytic asymmetric reduction as a key step, giving the product with a total yield of 34.0% and 99.9% ee.

Palladium-Catalyzed Directed para C?H Functionalization of Phenols

Patra, Tuhin,Bag, Sukdev,Kancherla, Rajesh,Mondal, Anirban,Dey, Aniruddha,Pimparkar, Sandeep,Agasti, Soumitra,Modak, Atanu,Maiti, Debabrata

, p. 7751 - 7755 (2016/07/07)

Various practical methods for the selective C?H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing-group-assisted para C?H functionalization of toluene derivatives, we herein report the first remote para C?H functionalization of phenol derivatives by using a recyclable silicon-containing biphenyl-based template. The effectiveness of this strategy was illustrated with different synthetic elaborations and by the synthesis of various phenol-based natural products.

Three-chain truxene discotic liquid crystal showing high charged carrier mobility

Zhao, Ke-Qing,Chen, Chao,Monobe, Hirosato,Hu, Ping,Wang, Bin-Qin,Shimizu, Yo

supporting information; experimental part, p. 6290 - 6292 (2011/07/08)

A new truxene discotic liquid crystal possessing only three octyloxy chains (3C8OTRX) was studied on the mesomorphic and semiconducting properties to reveal that it exhibits a high drift mobility of positive carriers in the order of 10-2 cm2 V-1 s-1 in the hexagonal ordered columnar (Colho) mesophase.

Bipolar carrier transport in Tri-Substituted octyloxy-Truxene DLC

Monobe,Chen,Zhao,Hu,Miyake,Fujii,Ozaki,Shimizu

experimental part, p. 149 - 155 (2012/07/14)

In this study, bipolar charge carrier transport of 2,7,12- trioctyloxytruxene has been studied by a time-of-flight method. The substance studied exhibits a hexagonal columnar mesophase of which melting and clearing points are 118C and 133C, respectively. Ambipolar electronic carrier transports were observed in the mesophase. The drift mobility measurements reveal it is in the order of 10-2cm2 V-1 s-1 in the Colh and it increases to 10-1cm2 V-1 s-1 at the columnar mesophase - metastable phase transition, indicating truxene is an interesting molecular core for mesophase semiconductors. Copyright Taylor & Francis Group, LLC.

Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system

Vautravers, Nicolas R.,Regent, Damien D.,Breit, Bernhard

, p. 6635 - 6637 (2011/06/27)

Based on a conceptually innovative bifunctional P,N ligand, an efficient protocol for the rhodium-catalyzed inter- and intramolecular hydroacylation of alkenes has been developed.

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