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2-[4-(Dimethylamino)benzylidene]indan-1-one is an organic chemical compound characterized by its molecular formula C20H21NO. It presents as a yellow crystalline powder that is insoluble in water but readily soluble in organic solvents. 2-[4-(Dimethylamino)benzylidene]indan-1-one is recognized for its potential applications in various fields, including pharmaceutical synthesis, chemical research, and as a fluorescent probe for detecting substances in biological and environmental samples. Moreover, it has been investigated for its antimicrobial and anticancer properties, although its use requires careful handling due to potential health and environmental risks.

5706-20-7

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5706-20-7 Usage

Uses

Used in Pharmaceutical Synthesis:
2-[4-(Dimethylamino)benzylidene]indan-1-one is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a valuable component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Chemical Research:
As a reagent, 2-[4-(Dimethylamino)benzylidene]indan-1-one plays a significant role in chemical research. It aids scientists in conducting experiments and understanding various chemical reactions and processes, thereby enhancing the knowledge base in the field of chemistry.
Used as a Fluorescent Probe in Detection Applications:
2-[4-(Dimethylamino)benzylidene]indan-1-one is employed as a fluorescent probe for detecting a range of substances within biological and environmental samples. Its fluorescent properties make it an effective tool for researchers to track and identify specific compounds, facilitating studies in areas such as biochemistry and environmental science.
Used in Antimicrobial Applications:
2-[4-(Dimethylamino)benzylidene]indan-1-one has been studied for its potential antimicrobial properties, making it a candidate for use in applications aimed at combating microbial infections. Its ability to target and inhibit the growth of microorganisms could be harnessed in the development of new antimicrobial agents.
Used in Anticancer Research:
2-[4-(Dimethylamino)benzylidene]indan-1-one is also being investigated for its potential anticancer properties. If its anticancer activity is confirmed, it could be further developed and utilized in cancer treatment strategies, offering new therapeutic options for patients.

Check Digit Verification of cas no

The CAS Registry Mumber 5706-20-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,0 and 6 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5706-20:
(6*5)+(5*7)+(4*0)+(3*6)+(2*2)+(1*0)=87
87 % 10 = 7
So 5706-20-7 is a valid CAS Registry Number.
InChI:InChI=1/C18H17NO/c1-19(2)16-9-7-13(8-10-16)11-15-12-14-5-3-4-6-17(14)18(15)20/h3-11H,12H2,1-2H3/b15-11+

5706-20-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2E)-2-[[4-(dimethylamino)phenyl]methylidene]-3H-inden-1-one

1.2 Other means of identification

Product number -
Other names 2-[(E)-4-dimethylaminophenylmethylidene]-1-indanone

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:5706-20-7 SDS

5706-20-7Relevant academic research and scientific papers

Diversified Photo/Electronic Functions Based on a Simple Chalcone Skeleton: Effects of Substitution Pattern and Molecular Packing

Cheng, Xiao,Wang, Zhaoyang,Tang, Baolei,Zhang, Hongyu,Qin, Anjun,Sun, Jing Zhi,Tang, Ben Zhong

, (2018)

Structurally simple chalcone derivatives 1–2 are prepared and their diversified emission behaviors are deeply investigated. Two polymorphs (1G: λem = 536 nm, Φf = 0.08, τ = 1.81 ns; 1O: λem = 573 nm, Φf = 0.19,

Iron-catalyzed chemoselective hydride transfer reactions

Coufourier, Sébastien,Ndiaye, Daouda,Gaillard, Quentin Gaignard,Bettoni, Léo,Joly, Nicolas,Mbaye, Mbaye Diagne,Poater, Albert,Gaillard, Sylvain,Renaud, Jean-Luc

supporting information, (2021/06/07)

A Diaminocyclopentadienone iron tricarbonyl complex has been applied in chemoselective hydrogen transfer reductions. This bifunctional iron complex demonstrated a broad applicability in mild conditions in various reactions, such as reduction of aldehydes over ketones, reductive alkylation of various functionalized amines with functionalized aldehydes and reduction of α,β-unsaturated ketones into the corresponding saturated ketones. A broad range of functionalized substrates has been isolated in excellent yields with this practical procedure.

In vitro Anti-Trypanosomal Activities of Indanone-Based Chalcones

Beteck, Richard M.,Legoabe, Lesetje J.,Isaacs, Michelle,Hoppe, Heinrich C.

, p. 337 - 341 (2019/06/10)

Human African trypanosomiasis is a neglected infectious disease that affects mostly people living in the rural areas of Africa. Current treatment options are limited to just four drugs that have been in use of four to nine decades. The life-threatening to

Enhancing the Anti-Solvatochromic Two-Photon Fluorescence for Cirrhosis Imaging by Forming a Hydrogen-Bond Network

Ren, Tian-Bing,Xu, Wang,Zhang, Qian-Ling,Zhang, Xing-Xing,Wen, Si-Yu,Yi, Hai-Bo,Yuan, Lin,Zhang, Xiao-Bing

supporting information, p. 7473 - 7477 (2018/06/18)

Two-photon imaging is an emerging tool for biomedical research and clinical diagnostics. Electron donor–acceptor (D–A) type molecules are the most widely employed two-photon scaffolds. However, current D–A type fluorophores suffer from solvatochromic quenching in aqueous biological samples. To address this issue, we devised a novel class of D–A type green fluorescent protein (GFP) chromophore analogues that form a hydrogen-bond network in water to improve the two-photon efficiency. Our design results in two-photon chalcone (TPC) dyes with 0.80 quantum yield and large two-photon action cross section (210 GM) in water. This strategy to form hydrogen bonds can be generalized to design two-photon materials with anti-solvatochromic fluorescence. To demonstrate the improved in vivo imaging, we designed a sulfide probe based on TPC dyes and monitored endogenous H2S generation and scavenging in the cirrhotic rat liver for the first time.

2-Benzylidene-1-indanone derivatives as inhibitors of monoamine oxidase

Nel, Magdalena S.,Petzer, Anél,Petzer, Jacobus P.,Legoabe, Lesetja J.

supporting information, p. 4599 - 4605 (2016/09/13)

In the present study, a series of twenty-two 2-benzylidene-1-indanone derivatives were synthesised and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. The 2-benzylidene-1-indanone derivatives are structurally related to a series of benzylideneindanone derivatives which has previously been found to be MAO-B inhibitors. This study finds that the 2-benzylidene-1-indanones are MAO-B specific inhibitors with IC50values 50?50?=?0.131?μM). An analysis of the structure–activity relationships for MAO-B inhibition show that substitution on the A-ring with a 5-hydroxy group and on the B-ring with halogens and the methyl group yield high potency inhibition. It may therefore be concluded that 2-benzylidene-1-indanone analogues are promising leads for design of therapies for disorders such as Parkinson's disease.

Synthesis of highly functionalised dispiropyrrolidine derivatives as novel acetylcholinesterase inhibitors

We, Ang Chee,Ali, Mohamed Ashraf,Yoon, Yeong Keng,Ismail, Rusli,Choon, Tan Soo,Khaw, Kooi-Yeong,Murugaiyah, Vikneswaran,Lakshmipathi, Venu Sanjeevi

, p. 156 - 161 (2014/03/21)

In the effort of finding novel acetyl cholinesterase (AChE) inhibitors to improve the efficacy of Alzheimer's disease (AD) treatment, series of substituted aryl-1′-methyldispiro[indan-2,2′ pyrrolidine-3′, 2"-indan]-1,3,1′-trione and substituted 7′-aryl-5′, 6′,7′,7a′-tetrahydrodispiro-[indane-2,5′-pyrrolo[1,2-c] [1,3]thiazole-6′,2"-indan]-1,3,1"-trione analogues were synthesized using [3+2]-cycloaddition reactions. These newly synthesized pyrrolidine compounds were assayed for their biological activity using Ellman's method. The structural elucidation of the compounds was performed by using 1H-NMR, 13C-NMR, ESI-MS spectra and elemental analyses. Eight out of twenty synthesized compounds showed more than 50% inhibition at concentration of 10 μM. Compound 2e, 2i and 3e were among the most active one, giving IC50 value as 3.3 μM for 2e, 3.7 μM for 2i and 5.5 μM for 3e, respectively. Lineweaver-Burk plot indicated that 2i inhibits AChE in a competitive manner. Molecular modelling study was performed to disclose the binding interaction of these compounds with the active site of AChE.

A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines acting as antimycobacterial agents

Wei, Ang Chee,Ali, Mohamed Ashraf,Yoon, Yeong Keng,Ismail, Rusli,Choon, Tan Soo,Kumar, Raju Suresh

supporting information, p. 1383 - 1386 (2013/03/14)

A series of fourteen dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions and were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv in HTS (High Throughput Screen). Most of the compounds showed moderate to good activity with MIC of less than 20 μM. Compound 4′-(4-bromophenyl)-1′- methyldispiro[acenaphthylene-1,2′-pyrrolidine-3′,2″-indane]-2, 1″(1H)-dione (4c) was found to be the most active with MIC of 12.50 μM.

Evaluation of silica-H2SO4 as an efficient heterogeneous catalyst for the synthesis of chalcones

Sultan, Aeysha,Raza, Abdul Rauf,Abbas, Muhammad,Khan, Khalid Mohammed,Tahir, Muhammad Nawaz,Saari, Nazamid

, p. 10081 - 10094 (2013/09/23)

We report an efficient silica-H2SO4 mediated synthesis of a variety of chalcones that afforded the targeted compounds in very good yield compared to base catalyzed solvent free conditions as well as acid or base catalyzed refluxing conditions.

Antimycobacterial activity: A facile three-component [3+2]-cycloaddition for the regioselective synthesis of highly functionalised dispiropyrrolidines

Wei, Ang Chee,Ali, Mohamed Ashraf,Yoon, Yeong Keng,Ismail, Rusli,Choon, Tan Soo,Kumar, Raju Suresh,Arumugam, Natarajan,Almansour, Abdulrahman I.,Osman, Hasnah

scheme or table, p. 4930 - 4933 (2012/09/07)

A series of twelve dispiropyrrolidines were synthesized using [3+2]-cycloaddition reactions. The synthesized compounds were screened for their antimycobacterial activity against M. tuberculosis H37Rv and INH resistant M. tuberculosis strains using agar dilution method, four of them showed good activity with MIC of less than 1 μM. Compound 4′-[5-(4-fluorophenyl)pyridin-3-yl]-1′-methyldispiro[indan-2, 2′ pyrrolidine-3′,2″-indan]-1,3,1″-trione (4b) was found to be the most active with MIC of 0.1215 and 5.121 μM, respectively.

Synthesis of some imidazolyl-substituted 2-benzylidene indanone derivatives as potent aromatase inhibitors for breast cancer therapy

Bansal, Ranju,Narang, Gaurav,Zimmer, Christina,Hartmann, Rolf W.

experimental part, p. 661 - 669 (2012/05/20)

The synthesis and aromatase inhibitory activity of a new series of 2-benzylidene indanones is presented. The imidazolyl-substituted indanones displayed potent aromatase inhibitory activity. The vanilloid-based derivative 2-[4-(3-imidazol-1-ylpropoxy)-3-me

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