Canna~Fangled Abstracts

Benzimidazole CB2 agonists: Design, synthesis and SAR

By December 24, 2013 No Comments
Cover image

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:

Full-size image (10 K)
Figure 1.

Imidazopyridine CB2 agonists.

Full-size image (12 K)
Figure 2.

Design of benzimidazole core from imidazopyridine scaffold.

Full-size image (18 K)
Figure 3.

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

Full-size image (12 K)
Figure 4.

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

Full-size image (11 K)
Scheme 1.
Full-size image (29 K)
Scheme 2.
Table 1.SAR: arylmethyl amides

 

View Within Article
Table 2.SAR: aliphatic amides

 

View Within Article
Corresponding author contact information
Corresponding author. Tel.: +1 2156520371.

Copyright © 2013 Elsevier Ltd. All rights reserved.

Note to users: Corrected proofs are Articles in Press that contain the authors’ corrections. Final citation details, e.g., volume/issue number, publication year and page numbers, still need to be added and the text might change before final publication.
Although corrected proofs do not have all bibliographic details available yet, they can already be cited using the year of online publication and the DOI , as follows: author(s), article title, journal (year), DOI. Please consult the journal’s reference style for the exact appearance of these elements, abbreviation of journal names and use of punctuation.
When the final article is assigned to an issue of the journal, the Article in Press version will be removed and the final version will appear in the associated published issue of the journal. The date the article was first made available online will be carried over.
potp font 1
en English