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(2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one, also known as β-pyridyl-α-phenylacrolein, is a chemical compound with the molecular formula C16H11NO. It is a yellow-brown crystalline solid that exhibits a range of potential applications due to its unique structure and properties.

4452-13-5

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4452-13-5 Usage

Uses

Used in Pharmaceutical Research:
(2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one is used as a potential anti-cancer agent for its medicinal properties, showing promise in inhibiting the growth of certain cancer cells.
Used in Antibacterial and Antifungal Applications:
(2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one is utilized as an inhibitor for the growth of specific bacteria and fungi, making it a candidate for development in the field of antimicrobial agents.
Used in Organic Synthesis:
(2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one serves as a reagent in the synthesis of various organic compounds, highlighting its versatility in chemical reactions.
Used in Flavoring and Scent Industry:
Due to its aromatic properties, (2E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one is used as a flavoring or scent agent in the industry, adding to its diverse applications.

Check Digit Verification of cas no

The CAS Registry Mumber 4452-13-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,5 and 2 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4452-13:
(6*4)+(5*4)+(4*5)+(3*2)+(2*1)+(1*3)=75
75 % 10 = 5
So 4452-13-5 is a valid CAS Registry Number.

4452-13-5SDS

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 (E)-1-phenyl-3-pyridin-3-ylprop-2-en-1-one

1.2 Other means of identification

Product number -
Other names 3-(3-PYRIDYL)-ACRYLOPHENONE

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:4452-13-5 SDS

4452-13-5Relevant academic research and scientific papers

Regiodivergent synthesis of vinyl trifluoromethansulfonates γ/δ lactones: Via 1,6 addition/intramolecular one-pot annulation of 1,4-dihidropyridines derivated from pyridinyl propenones

álvarez-Toledano, Cecilio,Ballinas-Indili, Ricardo,Carmona-Reyes, Genaro,Sánchez-Vergara, María Elena,Toscano, R. Alfredo

supporting information, (2021/12/29)

We report a novel intramolecular 1,6 oxa-Michael addition on substituted dihydropyridines to obtain 5 and 6 member ring lactones in an one-pot reaction starting from activated pyridinyl propenones, without organic catalysis or presence of bulky groups in

TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles

Kolla, Sai Teja,Somanaboina, Ramya,Bhimapaka, China Raju

supporting information, p. 1425 - 1432 (2021/02/27)

An efficient and simple oxidative protocol has been developed for the preparation of pyrazoles from pyrazolines mediated by TBHP/Cu(OAc)2 at room temperature. The present protocol has been successfully applied for the preparation of various pyrazole compounds from heterocyclic pyrazolines.

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

Kurouchi, Hiroaki,Sai, Masahiro

supporting information, p. 3585 - 3591 (2021/06/27)

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Unsaturated ketone compound as well as preparation method and application thereof

-

Paragraph 0219-0222; 0259-0261, (2020/10/30)

The present invention relates to a novel GPR52 antagonist. Specifically, the invention relates to an unsaturated ketone compound, a pharmaceutically acceptable salt, a stereoisomer or a prodrug molecule thereof, and a method for preparing a pharmaceutical composition thereof. The invention further relates to the use of the GPR52 antagonist as an orphan G protein coupled receptor GPR52 antagonist,and further relates to the use of the GPR52 antagonist in the preparation of drugs for preventing and treating Huntington's disease.

Tuning the Product Selectivity of the α-Alkylation of Ketones with Primary Alcohols using Oxidized Titanium Nitride Photocatalysts and Visible Light

Li, Peifeng,Su, Haijia,Xiao, Gang,Zhao, Yilin

, p. 3640 - 3649 (2020/04/09)

The direct α-alkylation of ketones with alcohol to synthesize important α-alkylated ketones and enones is an attractive procedure for C-C bond formation. High reaction temperatures are always needed for heterogeneous catalysis using non-noble metals, and switching product selectivity in one catalysis system remains a great challenge. In the present study, a visible-light-driven procedure for this reaction is proposed, using oxidized TiN photocatalysts under mild conditions, whereby the product selectivity can be well-tuned. Oxidized TiN photocatalysts with tunable surface N/O ratios were successfully synthesized through the facile and flexible thermal oxidation treatment of low-cost TiN nanopowder. The α-alkylation of acetophenone with benzyl alcohol to form the two important compounds chalcone and dihydrochalcone occurred even at room temperature and almost complete conversion was achieved at 100 °C under visible light. The proportion of the two products can be well-tuned by switching the surface N/O ratio of the synthesized photocatalysts. Visible light is demonstrated to affect the surface N/O ratio of the photocatalysts and contribute to tuning the product selectivity. Light intensity and action spectrum study proves that the generation of energetic charge carriers results in the observed activities under visible light, based on interband transitions of TiN or the ligand-to-metal charge transfer (LMCT) effect of the surface complex formed on TiO2. Thermal energy can be coupled with light energy within this photocatalytic system, which will facilitate the full use of solar energy. Different sequential reaction mechanisms on TiN and TiO2 are proposed to be responsible for the tunable product selectivity. The wide reaction scope, the fine conversion at a low light intensity, and the favorable reusability of photocatalysts prove the great application potential of this visible-light-driven procedure for the α-alkylation of ketones with primary alcohols.

Combination of the Claisen-Schmidt reaction, the Michael addition, and the Hantzsch reaction in the synthesis of 2,6′-bis-aryl-3,4′-bipyridines

Gerasimov, O. A.,Gubaidullin, A. T.,Mamedov, V. A.,Mustakimova, L. V.

, p. 517 - 524 (2020/04/17)

Pyridine-3-carbaldehyde reacted with 1-(aryl)ethan-1-ones to give 1,5-diaryl-3-(pyridin-3-yl)pentane-1,5-diones, which were further converted to 2′,6′-bis-aryl-3,4′-bipyridines.

Superelectrophilic nazarov cyclizations with N-heterocycles

Vuong, Hien,Amadou, Harouna,Stentzel, Michael R.,Klumpp, Douglas A.

, (2020/10/23)

A series of Nazarov cyclizations has been studied involving N-heterocyclic-substituted 1-arylprop-2-en-1-one derivatives (aza-chalcones). Superacid catalyzed reactions of these derivatives provide good yields of heterocyclic-substituted 1-indanones. A mec

Mechanistic insights into the role of PC- and PCP-type palladium catalysts in asymmetric hydrophosphination of activated alkenes incorporating potential coordinating heteroatoms

Yang, Xiang-Yuan,Jia, Yu-Xiang,Tay, Wee Shan,Li, Yongxin,Pullarkat, Sumod A.,Leung, Pak-Hing

supporting information, p. 13449 - 13455 (2016/09/04)

The impact of the structural attributes of chiral PC- and PCP-palladium catalysts was investigated in the asymmetric hydrophosphination of various heterocycle-functionalized enone substrates. Due to the architecture of the catalysts, they are confronted w

A magnetic solid sulfonic acid modified with hydrophobic regulators: An efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines

Movassagh, Barahman,Tahershamsi, Leili,Mobaraki, Akbar

, p. 1851 - 1854 (2015/03/30)

Two convenient green protocols for the synthesis of β-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity.

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