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1-(4-Nitrophenyl)-5-phenylpenta-2,4-dien-1-one is a complex organic compound characterized by a pentadienone core, which features a conjugated diene system with alternating double and single bonds. The molecule is further distinguished by the presence of a 4-nitrophenyl group, which introduces a nitro functional group at the para position of the phenyl ring, and a phenyl group attached to the pentadienone backbone. 1-(4-nitrophenyl)-5-phenylpenta-2,4-dien-1-one is known for its potential applications in the synthesis of various pharmaceuticals and other organic compounds due to its reactive nature and the presence of multiple functional groups. The nitro group can participate in reduction reactions, while the conjugated diene system can undergo cycloadditions and other types of reactions, making it a versatile building block in organic chemistry.

3587-96-0

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3587-96-0 Usage

Color

Yellow

Family

Pentadienone

Functional Groups

Nitrophenyl and Phenyl groups

Usage

Pharmaceutical research

Potential Properties

Anti-inflammatory and antioxidant

Significance

Valuable addition to medicinal chemistry due to unique structure and properties

Check Digit Verification of cas no

The CAS Registry Mumber 3587-96-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,8 and 7 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3587-96:
(6*3)+(5*5)+(4*8)+(3*7)+(2*9)+(1*6)=120
120 % 10 = 0
So 3587-96-0 is a valid CAS Registry Number.

3587-96-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (2Z,4E)-1-(4-nitrophenyl)-5-phenylpenta-2,4-dien-1-one

1.2 Other means of identification

Product number -
Other names 5-Phenyl-1-<4-nitro-phenyl>-1-oxo-pentadien-(2,4)

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:3587-96-0 SDS

3587-96-0Relevant academic research and scientific papers

Design, synthesis and SARs of novel telomerase inhibitors based on BIBR1532

Chen, Fei Hu,Liu, Chao,Liu, Xin Hua,Sheng, Xiao Bao,Zhou, Hua

supporting information, (2020/07/21)

Telomerase has become one of the new popular targets for the development of anti-tumor drugs. Based on the structural characteristics of the BIBR1532 which has entered the stage of clinical research, six series total of 64 new compounds with diverse struc

Relay Catalysis to Synthesize β-Substituted Enones: Organocatalytic Substitution of Vinylogous Esters and Amides with Organoboronates

Sundstrom, Sasha,Nguyen, Thien S.,May, Jeremy A.

, p. 1355 - 1359 (2020/02/13)

Organocatalysis was shown to facilitate conjugate additions to vinylogous esters and amides for the first time. Subsequent elimination of a β-alcohol or amine provided π-conjugated β-substituted enones. Remarkably, nucleophile addition to the electron-rich vinylogous substrates is more rapid than classical enones, forming monosubstituted products. A doubly organocatalytic (organic diol and methyl aniline) conjugate addition synthesized the products directly from alkynyl ketones. Both of these catalytic transformations are orthogonal to transition metal catalysis, allowing for good yields, easily accessible or commercially available reagents, high selectivity, reagent recovery and recyclability, facile scalability, and exceptional functional group tolerance.

Antibacterial & antitubercular activities of cinnamylideneacetophenones

Polaquini, Carlos R.,Torrezan, Guilherme S.,Santos, Vanessa R.,Nazaré, Ana C.,Campos, Débora L.,Almeida, Laíza A.,Silva, Isabel C.,Ferreira, Henrique,Pavan, Fernando R.,Duque, Cristiane,Regasini, Luis O.

supporting information, (2017/11/07)

Cinnamaldehyde is a natural product with broad spectrum of antibacterial activity. In this work, it was used as a template for design and synthesis of a series of 17 cinnamylideneacetophenones. Phenolic compounds 3 and 4 exhibited MIC (minimum inhibitory

Diarylpentadienone derivatives (curcumin analogues): Synthesis and anti-inflammatory activity

Wang, Zhi Sen,Chen, Liu Zeng,Liu, Xin Hua,Chen, Fei Hu

, p. 1803 - 1807 (2017/04/04)

A series of new (2E,4E)-1-(substitutedphenyl)-5-(substitutedphenyl)penta-2,4-dien-1-one derivatives were designed and synthesized. Compounds 3i, 3k were determined by X-ray. All of the compounds have been screened for their anti-inflammatory activity characterized by evaluating their inhibition against LPS-induced IL-6 and TNF-α release in cell RAW 264.7 stimulated with LPS. Compound 3i showed the highest anti-inflammatory activity on decreasing IL-6 and TNF-α. The further study showed that title compound 3i inhibited expression of proteins p-p65, iNOS, COX-2 LPS-induced. Immunofluorescence also revealed compound 3i could lightly reduce activation p65 in nuclei. These results indicate that compound 3i anti-inflammatory role may partly due to its inhibitory effect on the NF-κB signaling pathway.

Synthesis, antimicrobial and cytotoxic activity of novel 1,5 benzodiazepine derivatives

Bhat, K. Ishwar,Kumar, Abhishek,Prathyusha

, p. 161 - 164 (2019/01/16)

In the present study, a series of novel 2-(substituted phenyl)-3-styryl-2,3-dihydro- 1H-benzo [b] [1,4] diazepines (1-12) has been synthesized from 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones (1a-12a). 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones were prepared by condensing cinnamaldehyde with various aromatic ketones in the presence of 20% NaOH as base. Different 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones on cyclisation with o-phenylene diamine in the presence of NaOH as base resulted in 2-(substituted phenyl)-3-styryl-2,3-dihydro-1H-benzo [b] [1,4] diazepine derivatives. The structures of the newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR and mass spectroscopic studies. All titled compounds were screened for their antimicrobial and cytotoxic activities. Most of the compounds showed promising cytotoxic, antibacterial and antifungal activities.

Further studies on anti-invasive chemotypes: An excursion from chalcones to curcuminoids

Roman, Bart I.,De Ryck, Tine,Verhasselt, Sigrid,Bracke, Marc E.,Stevens, Christian V.

, p. 1027 - 1031 (2015/02/19)

In our ongoing search for new anti-invasive chemotypes, we have made an excursion from previously reported potent 1,3-diarylpropenones (chalcones) to congeners bearing longer linkers between the aromatic moieties. Nine 1,ω-diarylalkenones, including curcumin and bisdemethoxycurcumin, were evaluated in the chick heart invasion assay. Unfortunately, these compounds proved less potent and more toxic than earlier evaluated chemotypes. In the 1,3-diarylpenta-2,4-dien-1-one series, fluoro and/or trimethoxy substitution caused an increase in potency. This agrees with observations made earlier for the chalcone class.

Iron-catalyzed aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines

Ananthnag, Guddekoppa S.,Adhikari, Adithya,Balakrishna, Maravanji S.

, p. 240 - 243 (2013/12/04)

A simple and high yielding method for the synthesis of tri-substituted pyrazoles via iron(III) catalyzed aerobic oxidative aromatization of pyrazolines has been reported. The process demonstrates a variety of functional group tolerance.

Synthesis, characterization and biological activity studies of some substituted pyrimidine derivatives

Ishwar Bhat,Kumar, Abhishek,Thara,Kumar, Pankaj

, p. 271 - 276 (2019/01/21)

A new series of substituted 1-phenyl-3-styryl-4,5-dihydo-1H-pyrazoles (TP1-TP9) has been synthesized by the cyclisation of chalcones with phenyl hydrazine and glacial acetic acid and substituted 4-styryl-pyrimidin-2-ols (LP1-LP9) have been synthesized by the condensation of chalcones with urea in the presence of 40% NaOH as a base. The intermediate substituted 1,5-diphenylpenta-2,4-dien-1-ones were synthesized by condensing cinnamaldehyde with various substituted aromatic ketones in presence of 20% NaOH. The title compounds obtained were characterized by IR, 1H NMR, mass spectral data and were screened for antimicrobial, anticancer and antitubercular activity.

One-pot synthesis of cinnamylideneacetophenones and their in vitro cytotoxicity in breast cancer cells

Weldon, David J.,Saulsbury, Marilyn D.,Goh, Joshua,Rowland, Leah,Campbell, Petreena,Robinson, Laijia,Miller, Calvin,Christian, Joshua,Amis, Louisa,Taylor, Nia,Dill, Cassandra,Davis Jr., Willie,Evans, Stanley L.,Brantley, Eileen

, p. 3381 - 3384 (2014/07/22)

A series of cinnamylideneacetophenones were synthesized via a modified Claisen-Schmidt condensation reaction and evaluated for cytotoxicity against breast cancer cells using the Alamar Blue assay. Derivatives 17 and 18 bearing a 2-nitro group on the B rin

Biological and structure-activity evaluation of chalcone derivatives against bacteria and fungi

Silva, Wender A.,Andrade, Carlos Kleber Z.,Napolitano, Hamilton B.,Vencato, Ivo,Lariucci, Carlito,De Castro, Miria M. R. C.,Camargo, Ademir J.

, p. 133 - 144 (2013/04/24)

The present work describes the antibacterial and antifungal activities of several chalcones obtained by a straight Claisen-Schmidt aldol condensation determined by the minimal inhibitory concentration against different microorganisms (Gram-positive and Gram-negative bacteria and fungi). Solid state crystal structures of seven chalcones were determined by X-ray diffraction (XRD) analysis. Chemometric studies were carried out in order to identify a potential structureactivity relationship.

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