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Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-, also known as a chalcone derivative, is a chemical compound with the molecular formula C16H13FO2. It is a ketone compound that features a fluorine-substituted phenyl group and a methoxy-substituted phenyl group. As a member of the chalcone family, which are precursors to flavonoids, it possesses a range of chemical properties and potential for biological activity, making it a candidate for various applications in fields such as pharmaceuticals, agrochemicals, and materials science.

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  • 2729-19-3 Structure
  • Basic information

    1. Product Name: Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-
    2. Synonyms: 2-(4-Fluoro-phenyl)-1-(4-methoxy-phenyl)-ethanone;2-(4-fluorophenyl)-1-(4-methoxyphenyl)ethanone;(p-fluorobenzyl)(p-methoxyphenyl)ketone;4'-fluoro-4-methoxy-deoxybenzoin;4'-Fluor-4-methoxy-desoxybenzoin;
    3. CAS NO:2729-19-3
    4. Molecular Formula: C15H13FO2
    5. Molecular Weight: 244.265
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2729-19-3.mol
  • Chemical Properties

    1. Melting Point: 106 - 108 °C (cyclohexane)
    2. Boiling Point: 197-202 °C(Press: 7 Torr)
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: 1.163±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-(2729-19-3)
    11. EPA Substance Registry System: Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-(2729-19-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2729-19-3(Hazardous Substances Data)

2729-19-3 Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)is used as a chemical intermediate for the synthesis of new drugs and therapeutic agents. Its unique structure and potential biological activity make it a valuable compound in the development of pharmaceuticals, particularly in the context of drug discovery and medicinal chemistry.
Used in Agrochemical Industry:
Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)is used as a starting material in the synthesis of agrochemicals, such as pesticides and herbicides. Its chemical properties and potential for biological activity can contribute to the creation of novel and effective agrochemical products.
Used in Materials Science:
Ethanone, 2-(4-fluorophenyl)-1-(4-methoxyphenyl)is used as a component in the development of new materials with specific properties. Its chemical structure and potential interactions with other compounds make it a candidate for use in materials science research and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 2729-19-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,2 and 9 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2729-19:
(6*2)+(5*7)+(4*2)+(3*9)+(2*1)+(1*9)=93
93 % 10 = 3
So 2729-19-3 is a valid CAS Registry Number.

2729-19-3Relevant articles and documents

An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles

Hou, Rong,Kang, Yang,Liang, Yong,Min, Xiaoyan,Wang, Tao,Zhang, Zunting

, (2021/12/13)

An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.

Synthesis of new 2,2-dimethyl-2H-chromen derivatives as potential anticancer agents

Noolvi, M. N.,Patel, Meghna,Patel, Zinal

, p. 874 - 880 (2021/09/28)

The synthesis of some new heterocyclic derivatives comprising imidazothaidiazole, diaryl ketone and chromen as starting compound has been reported. The new series of chromen analogues have been synthesized. The reaction has been monitored by Thin Layer Chromatography (TLC) using suitable mobile phase. The Rf values have been compared and the melting points of derivatives determined. Further, these derivatives have been characterized and confirmed by IR,1H NMR and mass spectral (MS) studies. All the selected compounds submitted to National Cancer Institute (NCI) for in vitro anticancer assay have been evaluated for their anticancer activity.

Synthesis and antiseizure activity of (E)-1,2-diarylethylidenehydrazine carboximidamides against tonic-clonic seizures: an intracerebroventricular and electrophysiological study

Firouzjaei, Fariba Abedi,Heidarli, Elmira,Ravan, Shabnam,Hosseini, Sayed Masoud,Naderi, Nima,Almasyan, Kiarash,Sarvary, Afshin,Irannejad, Hamid

, p. 1520 - 1535 (2020/06/17)

A series of (E)-1,2-diarylethylidenehydrazine carboximidamides 2a–j were synthesized and characterized by NOESY experiment as anticonvulsant agents and their antiseizure activity was evaluated by intracerebroventricular administration of compounds. Most of the compounds had significant protection against tonic-clonic seizures and 2a was found to be as equipotent as carbamazepine in seizures control. In order to find their anticonvulsant mechanism of action, 2a was subjected to further electrophysiological studies using patch-clamp technique. The results confirmed that this compound is neither a voltage-gated sodium channel blocker nor a NMDA/AMPA antagonist. Although 2a did not show any direct GABA agonistic activity, it could decrease EPSP and increase IPSP frequency without any change in amplitude. Finally, the results indicated most likely a presynaptic GABA-mediated mechanism of 2a for its antiseizure activity such as inhibition of the GABA-T which was validated by molecular docking.

Synthesis and neuroprotective activity of novel 1,2,4-triazine derivatives with ethyl acetate moiety against H2O2 and Aβ-induced neurotoxicity

Tuylu Kucukkilinc, Tuba,Safari Yanghagh, Kamaledin,Ayazgok, Beyza,Ali Roknipour, Mohammad,Homayouni Moghadam, Farshad,Moradi, Alireza,Emami, Saeed,Amini, Mohsen,Irannejad, Hamid

, p. 3057 - 3071 (2017/10/06)

A series of 5,6-diaryl-1,2,4-triazine-3-thioacetate derivatives 3a–f, 8a–d and their regioisomer 8e were synthesized. Neuroprotective activity of compounds was assessed against H2O2 and β-amyloid-induced toxicity in PC12 and SH-SY5Y cells respectively. Surprisingly, ethyl 2-(5-(4-chlorophenyl)-6-(4-methoxyphenyl)-3-thioxo-1,2,4-triazin-2(3H)-yl)acetate (8e) was the most potent compound in both tests with EC50 of 14 μM in H2O2 induced apoptosis and also could increase 40% of cell viability revealed by cytometric analysis with Annexin V/PI staining. It was also shown that regioisomer 8e has more neuroprotective activity than Quercetin in β-amyloid induced toxicity. Morphologic evaluation of cells by DAPI staining and TUNEL assay showed the effectiveness of this compound to improve neurite outgrowth in neuronal cells.

Synthesis of substituted phenanthrofurans

Chan, Chieh-Kai,Chen, Yi-Chia,Chen, Yeh-Long,Chang, Meng-Yang

, p. 9187 - 9195 (2015/11/27)

A three-step protocol toward phenanthrofurans 1 starting with deoxybenzoins 3 is developed with moderate to good yield. A facile process is carried out for the (1) α-propargylation of 3 with NaH and propargyl bromide 2 in refluxing THF, (2) Bi(OTf)3-mediated cycloisomerization of γ-ynones 4 with 4 ? molecular sieves in MeNO2 at rt, and (3) photolytic Scholl annulation of 2,3-diarylfurans 5 with I2 in EtOAc at rt. The key structures of 1 are confirmed by X-ray crystallographic analysis.

Synthesis, cytotoxic evaluation, and molecular docking study of 4,5-diaryl-thiazole-2-thione analogs of combretastatin A-4 as microtubule-binding agents

Salehi, Marjan,Ostad, Seyed Nasser,Riazi, Gholam Hossein,Assadieskandar, Amir,Cheraghi-Shavi, Tayebeh,Shafiee, Abbas,Amini, Mohsen

, p. 1465 - 1473 (2014/03/21)

A series of combretastatin A-4 analogs in which cis-olefinic bond replaced by thiazole ring were prepared by reaction of α-bromo-1,2-(p-substituted) diaryl-1-ethanones and dithiocarbamate derivatives. The cytotoxicity of these compounds was determined against three cancer cell lines (HT-29), (MCF-7), (AGS) as well as fibroblastic cell line (NIH-3T3) using MTT assay. Inhibition of tubulin polymerization for some potent compounds was evaluated. These biological studies proved that 6j and 6o were the most potent compounds in this series. Furthermore 2-(methylthio)-substituted compounds show moderate or no activity. Docking studies involving 6j and 6o demonstrated that this analogs could be successfully docked in the colchicine binding site of α,β-tubulin.

Convenient and regiospecific method for synthesis of 4,5-diaryl-1-methyl-2- (methylthio)-1H-imidazole

Assadieskandar, Amir,Salehi, Marjan,Vosooghi, Mohsen,Shafiee, Abbas,Amini, Mohsen

, p. 2501 - 2507 (2013/07/25)

A convenient, high-yielding, regiospecific synthesis of 1H-imidazole-2-thiones ring has been developed. In addition, a series of 4,5-diaryl-1-methyl-2-(methylthio)-1H-imidazoles 8 were synthesized and characterized. The structure of regioisomers was confirmed through nuclear Overhauser effect spectroscopy and NMR spectroscopy. Copyright

UREIDE DERIVATIVE AND USE THEREOF FOR MEDICAL PURPOSES

-

Page/Page column 42, (2009/01/24)

This invention relates to a pharmaceutical comprising, as an active ingredient, a ureide derivative represented by formula: or a pharmaceutically acceptable salt thereof. The ureide derivative or a pharmaceutically acceptable salt thereof according to the present invention is useful for relieving pain and treating or preventing neuropathic pain.

Application of the catalytic friedel-crafts acylation reaction and regioselectivity correlations

Wilkinson, Mark C.,Saez, Fabienne,Wei, Lee Hon

, p. 1063 - 1066 (2007/10/03)

A correlation was found between electronic properties and regioselectivity in the Friedel-Crafts reaction of substituted phenylacetic and benzoic acids with anisole, utilising substoichiometric (down to 1 mol%) amounts of catalyst. Relative reactivities of selected catalysts for this reaction were also studied. Georg Thieme Verlag Stuttgart.

Triphenylalkene derivatives and their use as selective estrogen receptor modulators

-

, (2008/06/13)

The invention provides novel selective estrogen receptor modulator compounds of the general formula: wherein R1 and R2, which are the same or different are a) H, halogen, OCH3, OH; or ?where X is O, NH or S; and n is an integer from 1 to 4; and R4 and R5, which are the same or different, are a 1 to 4 carbon alkyl, H, —CH2C≡CH or —CH2CH2OH; or R4 and R5 form an N-containing five- or six-membered ring or heteroaromatic ring; or c) —Y—(CH2)nCH2—O—R6 where Y is O, NH or S and n is an integer from 1 to 4; and R6 is H, —CH2CH2OH, or —CH2CH2Cl; or d) 2,3-dihydroxypropoxy, 2-methylsulfamylethoxy, 2-chloroethoxy, 1-ethyl-2-hydroxyethoxy, 2,2-diethyl-2-hydroxyethoxy or carboxymethoxy; and R3 is H, halogen, OH or —OCH3; stereoisomers thereof and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds exhibit valuable pharmacological properties.

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