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Canna~Fangled Abstracts

Benzimidazole CB2 agonists: Design, synthesis and SAR

By December 24, 2013No Comments
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Benzimidazole CB2 agonists: Design, synthesis and SAR

  • a Department of Medicinal Chemistry, Merck Research Laboratories, West Point, PA, United States
  • b Department of Pain Research, Merck Research Laboratories, West Point, PA, United States
  • c Department of Drug Metabolism & Pharmacokinetics, Merck Research Laboratories, West Point, PA, United States
  • d Department of Structure Elucidation, Merck Research Laboratories, West Point, PA, United States
  • e Department of Medicinal Chemistry, Merck Research Laboratories, Boston, MA, United StatesAbstract

A new series of CB2-selective agonists containing a benzimidazole core is reported. Design, synthesis, SAR and pharmacokinetic data for selected compounds are described.


Graphical abstract

Keywords

  • CB2 agonist;
  • Cannabinoid 2 receptor;
  • Benzimidazole

Figures and tables from this article:

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Figure 1.

Imidazopyridine CB2 agonists.

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Figure 2.

Design of benzimidazole core from imidazopyridine scaffold.

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Figure 3.

Overlay of gas phase conformations (within 3 kcal/mol of global minimum) of imidazopyridine 3 and benzimidazole 12.

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Figure 4.

PK (dog cassette) data. amL/min/kg; bh; cL/kg.

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Scheme 1.
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Scheme 2.
Table 1.SAR: arylmethyl amides

 

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Table 2.SAR: aliphatic amides

 

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Corresponding author contact information
Corresponding author. Tel.: +1 2156520371.

Copyright © 2013 Elsevier Ltd. All rights reserved.

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