621-98-7

Basic information

• Product Name: Nsc97301
• Synonyms: Nsc97301;(1E,4E)-1,5-Di-p-tolylpenta-1,4-dien-3-one;1,4-Pentadien-3-one, 1,5-bis(4-Methylphenyl)-
• CAS NO: 621-98-7
• Molecular Formula: C₁₉H₁₈O
• Molecular Weight: 262.34562
• Mol File: 621-98-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 430.4°Cat760mmHg
• Flash Point: 188.6°C
• Appearance: /
• Density: 1.068g/cm³
• Vapor Pressure: 1.3E-07mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Nsc97301(CAS DataBase Reference)
• NIST Chemistry Reference: Nsc97301(621-98-7)
• EPA Substance Registry System: Nsc97301(621-98-7)

Safety Data

• Hazardous Substances Data: 621-98-7(Hazardous Substances Data)

Usage

General Description

Nsc97301, also known as pyridaben, is a broad-spectrum, contact pesticide and acaricide used to control a wide range of pests, particularly mites, in various agricultural and horticultural crops. It works by disrupting the function of the mitochondria in the target pests, leading to their eventual death. Nsc97301 has shown effectiveness in controlling both adult and immature stages of mites, and has a relatively low toxicity to mammals, making it an attractive option for pest management. However, there are concerns about its potential impact on non-target organisms and its potential to develop resistance in pest populations, highlighting the importance of using this chemical in a responsible and sustainable manner.

InChI:InChI=1/C19H18O/c1-15-3-7-17(8-4-15)11-13-19(20)14-12-18-9-5-16(2)6-10-18/h3-14H,1-2H3

Upstream product

• 58168-99-3 1,2,4,5-Tetrabromo-1,5-di-p-tolyl-pentan-3-one 
• 104-87-0 4-methyl-benzaldehyde 
• 67-64-1 acetone 
• 4023-84-1 4-(p-tolyl)-3-buten-2-one 

Downstream Products

• 122228-62-0 bis (4-p-tolyl-2-pyrazolin-3-yl) ketone 
• 115846-76-9 3-Methyl-1-phenyl-7-p-tolyl-5-((E)-2-p-tolyl-vinyl)-1,6,7,8-tetrahydro-pyrazolo[3,4-b][1,4]diazepine 
• 1354948-28-9 [(1,2-bis(diisopropylphosphino)ethane)Ni(η2-Cα,Cβ-bis(4-methyl styryl)ketone)] 
• 1422437-22-6 1,5-di(4-methylphenyl)-1,5-bis(phenylsulfenyl)pentan-3-one 
• 1422437-28-2 C₃₁H₃₀O₅S₂ 
• 57641-44-8 1,5-bis(4-methylphenyl)pentan-3-one 
• 61892-26-0 3-hydroxy-1.5-di-p-tolyl-pentane 

Relevant articles and documents

Synthesis of lithium/cesium-Zagronas from zagrosian natural asphalt and study of their activity as novel, green, heterogeneous and homogeneous nanocatalysts in the Claisen–Schmidt and Knoevenagel condensations

A novel, heterogeneous and homogeneous basic nanocatalysts were synthesized by grafting of lithium and cesium on zagrosian natural asphalt sulfonate (Li/Cs-Zagronas). The activity of these catalysts was examined in the Claisen–Schmidt and Knoevenagel condensations under mild reaction conditions. Li/Cs-Zagronas were characterized by FT-IR spectroscopy, scanning electron microscopy, X-ray diffraction, energy-dispersive spectroscopy, inductively coupled plasma and thermogravimetric analysis techniques. These nanocatalysts were removed by simple filtration and reused several times without any deterioration of activity.

Electrospray ionization tandem mass spectrometry of monoketone curcuminoids

Rationale: Although monoketone curcuminoids (MKCs) have been largely investigated due to their biological activities, data on the gas-phase fragmentation reactions of protonated MKCs under collision-induced dissociation (CID) conditions are still scarce. Here, we combined electrospray ionization tandem mass spectrometry (ESI-MS/MS) data, multiple-stage mass spectrometry (MSn), deuterium exchange experiments, accurate-mass data, and thermochemical data estimated by computational chemistry to elucidate and to rationalize the fragmentation pathways of eleven synthetic MKCs. Methods: The MKCs were synthesized by Claisen-Schmidt condensation under basic (1–9) or acidic (10–11) conditions. ESI-CID-MS/MS analyses and deuterium-exchange experiments were carried out on a triple quadrupole mass spectrometer. MSn analyses on an ion trap mass spectrometer helped to elucidate the fragmentation pathways. Accurate-mass data and thermochemical data, obtained at the B3LYP/6–31+G(d,p) level of theory, were used to support the ion structures. Results: The most intense product ions were the benzyl ions ([C7H2R1R2R3R4R5]+) and the acylium ions ([M + H ? C8H3R1R2R3R4R5]+), which originated directly from the precursor ion as a result of two competitive hydrogen rearrangements. Product ions [M + H – H2O]+ and [M + H ? C6HR1R2R3R4R5]+, which are formed after Nazarov cyclization, were also common to all the analyzed compounds. In addition, ?Br and ?Cl eliminations were diagnostic for the presence of these halogen atoms at the aromatic ring, whereas ?CH3 eliminations were useful to identify the methyl and methoxy groups attached to this same ring. Nazarov cyclization in the gas phase occurred for all the investigated MKCs and did not depend on the presence of the hydroxyl group at the aromatic ring. However, the presence and the position of a hydroxyl group at the aromatic rings played a key role in the Nazarov cyclization mechanism. Conclusions: Our results reinforce some aspects of the fragmentation pathways previously published for 1,5-bis-(2-methoxyphenyl)-1,4-pentadien-3-one and 1,5-bis-(2-hydroxyphenyl)-1,4-pentadien-3-one. The alternative fragmentation mechanism proposed herein can explain the fragmentation of a wider diversity of monoketone curcuminoids.

Antimicrobial Activity of Monoketone Curcuminoids Against Cariogenic Bacteria

We evaluated the antimicrobial activity of 25 monoketone curcuminoids (MKCs) against a representative panel of cariogenic bacteria in terms of their minimum inhibitory concentration (MIC) values. Curcumin A (10) displayed promising activity against Streptococcus mutans (MIC?=?50?μg/ml) and Streptococcus mitis (MIC?=?50?μg/ml) as well as moderate activity against S.?sanguinis (MIC?=?100?μg/ml), Lactobacillus casei (MIC?=?100?μg/ml), and Streptococcus salivarius (MIC?=?200?μg/ml). Results indicated higher activity of compound 10 than that of its bis-β-diketone analog. Additionally, compounds 3a (1,5-bis(4-methylphenyl)pentan-3-one) and 7b (1,5-bis(4-bromophenyl)pentan-3-ol) were moderately active against S.?mitis (MIC?=?100?μg/ml) and S.?salivarus (MIC?=?200?μg/ml).