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Related Concept Videos

Physical Properties of Amines01:26

Physical Properties of Amines

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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Cope elimination reaction involves the conversion of tertiary amines to alkene using hydrogen peroxide under thermal conditions, as depicted in figure 1.

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Related Experiment Video

Updated: Jun 12, 2026

An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity
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An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity

Published on: November 2, 2016

MMP-13 selective isonipecotamide alpha-sulfone hydroxamates.

Stephen A Kolodziej1, Susan L Hockerman, Gary A DeCrescenzo

  • 1Department of Medicinal Chemistry, Pfizer Research & Development, St. Louis, MO 63198, USA.

Bioorganic & Medicinal Chemistry Letters
|June 10, 2010
PubMed
Summary
This summary is machine-generated.

Researchers developed novel N-aryl isonipecotamide alpha-sulfone hydroxamates. These compounds show high potency and selectivity for matrix metalloproteinase-13 (MMP-13).

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Published on: May 15, 2019

Area of Science:

  • Medicinal Chemistry
  • Organic Synthesis
  • Enzyme Inhibitor Development

Background:

  • Matrix metalloproteinases (MMPs) play crucial roles in physiological and pathological processes.
  • MMP-13 is implicated in osteoarthritis and other connective tissue disorders.
  • Selective inhibition of MMP-13 is a therapeutic goal for various diseases.

Purpose of the Study:

  • To synthesize and characterize novel N-aryl isonipecotamide alpha-sulfone hydroxamate derivatives.
  • To evaluate the potency and selectivity of these derivatives against MMP-13.
  • To explore structure-activity relationships for MMP-13 inhibition.

Main Methods:

  • Utilized a combination of solution-phase and resin-bound library technologies for compound synthesis.
  • Employed established synthetic routes for N-aryl isonipecotamide and alpha-sulfone hydroxamate moieties.
  • Assessed compound potency and selectivity using biochemical assays specific for MMP-13.

Main Results:

  • Successfully prepared a series of N-aryl isonipecotamide alpha-sulfone hydroxamate derivatives.
  • Identified compounds exhibiting potent inhibition of MMP-13.
  • Demonstrated high selectivity for MMP-13 over other matrix metalloproteinases.

Conclusions:

  • The developed N-aryl isonipecotamide alpha-sulfone hydroxamates are promising MMP-13 inhibitors.
  • These compounds represent a valuable scaffold for further drug discovery efforts targeting MMP-13.
  • The synthetic strategies employed are effective for generating focused libraries of enzyme inhibitors.