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(2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one, also known as a chalcone, is an organic compound that features a biphenyl structure. It is a type of flavonoid with potential biological and pharmacological activities. (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one is characterized by the presence of a phenyl and an aminophenyl group attached to a prop-2-en-1-one moiety, which contributes to its diverse range of properties and applications in medicinal chemistry.

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  • 899588-25-1 Structure
  • Basic information

    1. Product Name: (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one
    2. Synonyms: (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one;(E)-1-(4-aminophenyl)-3-(4-phenylphenyl)prop-2-en-1-one
    3. CAS NO:899588-25-1
    4. Molecular Formula: C21H17NO
    5. Molecular Weight: 299.36578
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 899588-25-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one(CAS DataBase Reference)
    10. NIST Chemistry Reference: (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one(899588-25-1)
    11. EPA Substance Registry System: (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one(899588-25-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 899588-25-1(Hazardous Substances Data)

899588-25-1 Usage

Uses

Used in Medicinal Chemistry Research:
(2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one is utilized as a compound of interest in medicinal chemistry research due to its potential anti-inflammatory, antimicrobial, and antioxidant properties. Its unique structure allows it to be a candidate for the development of new drugs targeting various health conditions.
Used in Cancer Treatment Research:
In the field of oncology, (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one is studied for its potential role in cancer treatment. Its structural and chemical properties make it a promising candidate for further investigation into its ability to target cancer cells and contribute to therapeutic strategies.
Used in Therapeutic Applications:
Beyond its potential in cancer treatment, (2E)-1-(4-aminophenyl)-3-biphenyl-4-ylprop-2-en-1-one is also explored for other therapeutic applications. Its diverse properties suggest that it may have utility in treating a range of diseases and conditions, making it a valuable compound for ongoing research and development in the pharmaceutical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 899588-25-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,9,9,5,8 and 8 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 899588-25:
(8*8)+(7*9)+(6*9)+(5*5)+(4*8)+(3*8)+(2*2)+(1*5)=271
271 % 10 = 1
So 899588-25-1 is a valid CAS Registry Number.

899588-25-1SDS

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 (2E)-1-(4-Aminophenyl)-3-biphenyl-4-yl-prop-2-en-1-one

1.2 Other means of identification

Product number -
Other names -

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

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More Details:899588-25-1 SDS

899588-25-1Downstream Products

899588-25-1Relevant articles and documents

Synthesis of Novel Chalcone-Based L-Homoserine Lactones and Their Quorum Sensing Inhibitory Activity Evaluation

Chunying, Luo,Feng, Pengxia,Li, Jieming,Li, Pan,Liu, Haoyue,Wu, Chun-Li,Zhao, Liutao

, p. 139 - 148 (2020/05/04)

Abstract: Two novel series of chalcone-based homoserine lactones were synthesized and their quorum sensing (QS) inhibitory activity was evaluated against Pseudomonas aeruginosa in vitro. Furthermore these compounds’ capacity for modulation of the LasR-dependent quorum sensing system of P. aeruginosa was identified. Among these compounds, (S)-2-((4-(3-(4-bromo-2-fluorophenyl) acryloyl) phenyl) amino)-N-(2-oxotetrahydrofuran-3-yl)acetamide exerted the inhibition of LasR-dependent QS system of P. aeruginosa in contrast to brominated furanone C30. Worthy of particular note, this research has delivered novel potent quorum sensing inhibitors (QSIs), which strongly inhibit the production of virulence factors in a wild type strain of this pathogenic bacterium.

Antiproliferative activity and p53 upregulation effects of chalcones on human breast cancer cells

dos Santos, Mariana Bastos,Bertholin Anselmo, Daiane,de Oliveira, Jéssica Gisleine,Jardim-Perassi, Bruna V.,Alves Monteiro, Diego,Silva, Gabriel,Gomes, Eleni,Lucia Fachin, Ana,Marins, Mozart,de Campos Zuccari, Débora Aparecida Pires,Octavio Regasini, Luis

, p. 1093 - 1099 (2019/06/06)

Chalcones are valuable structures for drug discovery due to their broad bioactivity spectrum. In this study, we evaluated 20 synthetic chalcones against estrogen-receptor-positive breast cancer cells (MCF-7 line) and triple-negative breast cancer (TNBC) cells (MDA-MB-231 line). Antiproliferative screening by MTT assay resulted in two most active compounds: 2-fluoro-4’-aminochalcone (11) and 3-pyridyl-4’-aminochalcone (17). Their IC50 values ranged from 13.2 to 34.7?μM against both cell lines. Selected chalcones are weak basic compounds and maintained their antiproliferative activity under acidosis conditions (pH 6.7), indicating their resistance to ion-trapping effect. The mode of breast cancer cells death was investigated and chalcones 11 and 17 were able to induce apoptosis rather than necrosis in both lines. Antiproliferative target investigations with MCF-7 cells suggested 11 and 17 upregulated p53 protein expression and did not affect Sp1 protein expression. Future studies on chalcones 11 and 17 can define their in vivo therapeutic potential.

Naphthoquinone-based chalcone hybrids and derivatives: Synthesis and potent activity against cancer cell lines

Jardim, Guilherme A. M.,Guimares, Tiago T.,Pinto, Maria Do Carmo F.R.,Cavalcanti, Bruno C.,De Farias, Kaio M.,Pessoa, Claudia,Gatto, Claudia C.,Nair, Divya K.,Namboothiri, Irishi N. N.,Da Silva Jnior, Eufrnio N.

, p. 120 - 150 (2015/02/02)

Novel naphthoquinone-based chalcones were prepared from the reaction between 3-bromo-nor-β-lapachone and amino-chalcones. Lapachone derivatives are also described here. All the substances were evaluated against cancer and normal cell lines and several compounds demonstrated potent antitumor activity. This journal is

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