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2,5-Disubstituted pyrrolidine carboxylates as potent, orally active sphingosine-1-phosphate (S1P) receptor agonists

Colandrea, Vincent J ; Legiec, Irene E ; Huo, Pei ; Yan, Lin ; Hale, Jeffrey J ; Mills, Sander G ; Bergstrom, James ; Card, Deborah ; Chebret, Gary ; Hajdu, Richard ; Keohane, Carol Ann ; Milligan, James A ; Rosenbach, Mark J ; Shei, Gan-Ju ; Mandala, Suzanne M

Bioorganic & Medicinal Chemistry Letters, 2006, Vol.16(11), pp.2905-2908 [Peer Reviewed Journal]

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  • Title:
    2,5-Disubstituted pyrrolidine carboxylates as potent, orally active sphingosine-1-phosphate (S1P) receptor agonists
  • Author: Colandrea, Vincent J ; Legiec, Irene E ; Huo, Pei ; Yan, Lin ; Hale, Jeffrey J ; Mills, Sander G ; Bergstrom, James ; Card, Deborah ; Chebret, Gary ; Hajdu, Richard ; Keohane, Carol Ann ; Milligan, James A ; Rosenbach, Mark J ; Shei, Gan-Ju ; Mandala, Suzanne M
  • Description: To link to full-text access for this article, visit this link: http://dx.doi.org/10.1016/j.bmcl.2006.03.038 Byline: Vincent J. Colandrea (a), Irene E. Legiec (a), Pei Huo (a), Lin Yan (a), Jeffrey J. Hale (a), Sander G. Mills (a), James Bergstrom (b), Deborah Card (b), Gary Chebret (b), Richard Hajdu (b), Carol Ann Keohane (b), James A. Milligan (b), Mark J. Rosenbach (b), Gan-Ju Shei (b), Suzanne M. Mandala (b) Keywords: Pyrrolidines; Oxadiazole; S1P receptor; Immunosuppressants Abstract: A series of 2-aryl(pyrrolidine-5-yl)acetic acids (e.g., 21) were synthesized and evaluated as S1P receptor agonists. Compounds 15-21 were identified with good selectivity over S1P.sub.3 and found to lower peripheral lymphocytes after oral administration in mice. Author Affiliation: (a) Department of Medical Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA (b) Department of Immunology and Rheumatology Research, Merck Research Laboratories, Rahway, NJ 07065, USA Article History: Received 3 February 2006; Revised 28 February 2006; Accepted 1 March 2006
  • Is Part Of: Bioorganic & Medicinal Chemistry Letters, 2006, Vol.16(11), pp.2905-2908
  • Identifier: ISSN: 0960-894X ; E-ISSN: 1464-3405 ; DOI: 10.1016/j.bmcl.2006.03.038
  • Subjects: Pyrrolidines ; Oxadiazole ; S1p Receptor ; Immunosuppressants ; Medicine ; Chemistry ; Anatomy & Physiology
  • Language: English

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