108439-88-9

Basic information

• Product Name: 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE
• Synonyms: (1E,4E)-1,5-Bis(1,3-benzodioxol-5-yl)-1,4-pentadien-3-one;1,5-DI(1,3-BENZODIOXOL-5-YL)PENTA-1,4-DIEN-3-ONE;1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE
• CAS NO: 108439-88-9
• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.31
• Product Categories: Aromatics Compounds;Aromatics;Heterocycles
• Mol File: 108439-88-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 198-200°C
• Boiling Point: 517.8±39.0 °C(Predicted)
• Appearance: /
• Density: 1.370±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE(108439-88-9)
• EPA Substance Registry System: 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE(108439-88-9)

Safety Data

• Hazardous Substances Data: 108439-88-9(Hazardous Substances Data)

Usage

General Description

1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE, also known as Bis(eugenylidene)acetone, is a chemical compound with the molecular formula C22H18O4. It is a yellow crystalline solid, and its chemical structure contains two 1,3-benzodioxole groups and a pentadienone group. 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE is mainly used as a fragrance ingredient in perfumes and personal care products. Additionally, it has potential applications in the field of organic chemistry, particularly as a building block for the synthesis of more complex molecules. However, due to its chemical properties and potential health hazards, it should be handled and used with caution in a controlled laboratory or industrial setting.

Upstream product

• 120-57-0 piperonal 
• 67-64-1 acetone 
• 3160-37-0 4-(benzo[d][1,3]dioxol-5-yl)but-3-en-2-one 

Downstream Products

• 41186-48-5 2,5-bis-benzo[1,3]dioxol-5-yl-1-phenyl-1,2,3,5,6,7-hexahydro-pyrazolo[1,5-a]pyridine-6,7-dicarboxylic acid anhydride 
• 41296-80-4 5-benzo[1,3]dioxol-5-yl-3-(2-benzo[1,3]dioxol-5-yl-vinyl)-1-phenyl-4,5-dihydro-1H-pyrazole 

Relevant articles and documents

TERMITE ANTIFEEDANT ACTIVITY IN AFRAMOMUM MELEGUETA

n-Hexane and methanolic seed extracts of Aframomum melegueta were studied for termite antifeedant activity against workers of Reticulitermes speratus.Strong antifeedant activity was observed when the termite workers were tested in a choice filter paper di

Synthesis of 2-(1,5-diaryl-1,4-pentadien-3-ylidene)- hydrazinecarboximidamide hydrochloride catalyzed by p-dodecylbenzenesulfonic acid in aqueous media under ultrasound irradiation

Amidinohydrazone compounds are very important synthetic intermediates and can serve as versatile precursors in synthesis of many natural products and drug molecules. The use of ultrasound, p-dodecylbenzenesulfonic acid (DBSA) and water as solvent improved the synthesis of different 2-(1,5-diaryl-1,4- pentadien-3-ylidene)-hydrazinecarboximidamide hydrochlorides. The best reaction conditions for the condensation of 1,5-diphenyl-1,4-pentadien-3-one with aminoguanidine hydrochloride were as follows: 1,5-diphenyl-1,4-pentadiene-3-one (1, 1 mmol), aminoguanidine hydrochloride (1.1 mmol), DBSA (0.5 mmol), water 10 mL, reaction temperature 25-27°C, irradiation frequency 25 kHz. 2a was achieved in 94% yield within 2 h. The other seven amidinohydrazones were obtained in 84-94% yield within 2-3 h under the same conditions. Compared to the method involving catalysis by hydrochloric acid in refluxing EtOH, the advantages of present procedure are milder conditions, shorter reaction times, higher yields, and environmental friendly conditions, which make it a useful strategy for the synthesis of analogues.

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.