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Related Concept Videos

Physical Properties of Amines01:26

Physical Properties of Amines

3.0K
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
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Basicity of Heterocyclic Aromatic Amines01:25

Basicity of Heterocyclic Aromatic Amines

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Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
5.8K
Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

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Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
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Preparation of Amides01:29

Preparation of Amides

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Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
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Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

2.9K
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
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Structure of Amines01:19

Structure of Amines

2.5K
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’...
2.5K

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Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
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Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

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Design, Synthesis, and Insecticidal Activities of Imidazo[4,5-b]Pyridine Compounds Containing Amino Fragment.

Yunfeng Yao1, Xinlin Li2,3, Liqi Zhou2

  • 1School of Hunan Normal University, Changsha, China.

Chemistry & Biodiversity
|June 13, 2025
PubMed
Summary

New imidazo[4,5-b]pyridine compounds show potent insecticidal activity against key agricultural pests like Nilaparvata lugens and Mythimna separata. These novel compounds offer promising leads for developing next-generation pest control solutions.

Keywords:
amino fragmentimidazo[4,5‐b]pyridine compoundsinsecticideoxazosulfylstructure‐activity relationship

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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Area of Science:

  • Organic Chemistry
  • Agricultural Science
  • Entomology

Background:

  • Pest resistance necessitates the development of novel insecticides.
  • Imidazo[4,5-b]pyridine scaffolds are explored for their potential bioactivity.

Purpose of the Study:

  • Synthesize and characterize novel imidazo[4,5-b]pyridine derivatives containing amino fragments.
  • Evaluate the insecticidal efficacy of these compounds against agricultural pests.

Main Methods:

  • Chemical synthesis of imidazo[4,5-b]pyridine compounds.
  • Characterization using proton nuclear magnetic resonance (1H NMR), carbon-13 NMR (13C NMR), and high-resolution mass spectrometry.
  • Preliminary bioassays to determine insecticidal activity against Nilaparvata lugens, Mythimna separata, and Plutella xylostella.

Main Results:

  • Most synthesized compounds demonstrated significant insecticidal activity.
  • Compound 8n showed 46.85% mortality against N. lugens, outperforming Oxazosulfyl.
  • Compound 10a achieved 100% mortality against M. separata and P. xylostella, surpassing Oxazosulfyl.

Conclusions:

  • The synthesized amino-imidazo[4,5-b]pyridine derivatives exhibit promising insecticidal properties.
  • These compounds provide valuable structural insights for the development of new, effective insecticides.
  • Further structure-activity relationship studies can optimize lead compounds for pest management.