621-21-6

Basic information

• Product Name: 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one
• Synonyms: 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one;1,5-Bis(3-nitrophenyl)-1,4-pentadien-3-one;3,3'-Dinitrobenzalacetone;Bis(3-nitrostyryl) ketone;Bis[2-(3-nitrophenyl)ethenyl] ketone;1,4-Pentadien-3-one, 1,5-bis(3-nitrophenyl)-;1,4-Pentadien-3-one, 1,5-bis(m-nitrophenyl)-;1,5-Bis(m-nitrophenyl)-1,4-pentadien-3-one
• CAS NO: 621-21-6
• Molecular Formula: C₁₇H₁₂N₂O₅
• Molecular Weight: 324.28758
• EINECS: 210-672-9
• Mol File: 621-21-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 237 °C
• Boiling Point: 533.8°C at 760 mmHg
• Flash Point: 258.8°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 1.79E-11mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one(621-21-6)
• EPA Substance Registry System: 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one(621-21-6)

Safety Data

• Hazardous Substances Data: 621-21-6(Hazardous Substances Data)

Usage

General Description

1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one is a chemical compound with the molecular formula C17H11N3O4. It consists of a pentadienone backbone with two 3-nitrophenyl groups attached at the 1 and 5 positions. 1,5-bis(3-nitrophenyl)penta-1,4-dien-3-one is often used in organic synthesis and medicinal chemistry as a building block for the synthesis of various biologically active molecules. Its nitro groups make it a strong electron-withdrawing compound, which can be useful in the development of pharmaceuticals and other valuable compounds. Additionally, the conjugated system of the pentadienone backbone makes it a valuable scaffold for the development of molecules with potential biological activity.

InChI:InChI=1/C17H12N2O5/c20-17(9-7-13-3-1-5-15(11-13)18(21)22)10-8-14-4-2-6-16(12-14)19(23)24/h1-12H/b9-7-,10-8+

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 67-64-1 acetone 
• 162467-43-8 2,3,5,6-Tetrahydro-2,6-di(3-nitrophenyl)thiopyran-4-one 1,1-dioxide 
• 162467-33-6 2,3,5,6-Tetrahydro-2,6-di(3-nitrophenyl)thiopyran-4-one 
• 946-68-9 4-(3-nitrophenyl)but-3-en-2-one 
• 542-05-2 acetonedicarboxylic acid 

Downstream Products

• 882-26-8 3-nitro-β-nitrostyrene 
• 80396-67-4 1,5-bis-(3-amino-phenyl)-penta-1,4-dien-3-one 
• 24523-01-1 1,5-Bis-<3-amino-phenyl>-pentanol-(3) 
• 162467-33-6 2,3,5,6-Tetrahydro-2,6-di(3-nitrophenyl)thiopyran-4-one 
• 162467-43-8 2,3,5,6-Tetrahydro-2,6-di(3-nitrophenyl)thiopyran-4-one 1,1-dioxide 
• 24522-97-2 3,3'-Hydrazo-bis-<3-cyan-1,5-bis-(3-benzolazo-phenyl)-pentan> 
• 24522-99-4 1,5-Bis-<3-benzolazo-phenyl>-pentan-3-on 
• 24522-95-0 Tetrakis-(3-benzolazo-phenaethyl)-succinodinitril 
• 24522-94-9 3-Chlor-3'-cyan-3,3'-azo-bis-<1,5-bis-(3-benzolazo-phenyl)-pentan> 
• 24522-93-8 3-Brom-3'-cyan-3,3'-azo-bis-<1,5-bis-(3-benzolazo-phenyl)-pentan> 
• 24019-07-6 3,3'-Azo-bis-<3-cyan-1,5-bis-(3-benzolazo-phenyl)-pentan> 
• 24522-92-7 3-Cyan-3'-acetoxy-3,3'-azo-bis-<1,5-bis-(3-benzolazo-phenyl)-pentan> 
• 24522-91-6 2-{1-Nitrooxy-3-(3-phenylazo-phenyl)-1-[2-(3-phenylazo-phenyl)-ethyl]-propylazo}-4-(3-phenylazo-phenyl)-2-[2-(3-phenylazo-phenyl)-ethyl]-butyronitrile 
• 24522-98-3 1,5-Bis-<3-benzolazo-phenyl>-pentan-3-on-azin 

Relevant articles and documents

Significance of the analysis reaction of isopropanol with 3-nitrobenzaldehyde

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Sulfamic acid: An efficient, cost-effective and green catalyst for crossed-aldol condensation of ketones with aromatic aldehydes under solvent-free

Aromatic aldehydes undergo crossed-aldol condensation with ketones in the presence of catalytic amount of sulfamic acid (SA) to afford the corresponding α, β-unsaturated aldol products under solvent-free conditions in good to high yields at 45-80 °C.

BIS(ARYLMETHYLIDENE)ACETONE COMPOUND, ANTI-CANCER AGENT, CARCINOGENESIS-PREVENTIVE AGENT, INHIBITOR OF EXPRESSION OF Ki-Ras, ErbB2, c-Myc AND CYCLINE D1, BETA-CATENIN-DEGRADING AGENT, AND p53 EXPRESSION ENHANCER

It has been demanded to improve the poor solubility of curcumin to develop an anti-tumor compound capable of inhibiting the growth of various cancer cells at a low concentration. Thus, disclosed is a novel synthetic compound, a bis(arylmethylidene)acetone, which has both of an excellent anti-tumor activity and a chemo-preventive activity. A bis(arylmethylidene)acetone (i.e., a derivative having a curcumin skeleton) which is an anti-tumor compound and has a chemo-preventive activity is synthesized and screened. A derivative having enhanced anti-tumor activity and chemo-preventive activity can be synthesized.