N-aryl 2,6-dimethoxybiphenylalanine analogues as VLA-4 antagonists

George A Doherty; Theodore Kamenecka; Ermenegilda McCauley; Gail Van Riper; Richard A Mumford; Sharon Tong; William K Hagmann

doi:10.1016/s0960-894x(02)00009-4

N-aryl 2,6-dimethoxybiphenylalanine analogues as VLA-4 antagonists

Bioorg Med Chem Lett. 2002 Mar 11;12(5):729-31. doi: 10.1016/s0960-894x(02)00009-4.

Authors

George A Doherty¹, Theodore Kamenecka, Ermenegilda McCauley, Gail Van Riper, Richard A Mumford, Sharon Tong, William K Hagmann

Affiliation

¹ Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA. [email protected]

PMID: 11858990
DOI: 10.1016/s0960-894x(02)00009-4

Abstract

A series of N-arylated phenylalanine derivatives has been synthesized and has been shown to be potent inhibitors of the integrin VLA-4. N-phenyl and N-heteroaryl derivatives with hydrogen bond acceptors in the meta position demonstrated low nanomolar activity against VLA-4.

MeSH terms

Integrin alpha4beta1
Integrins / antagonists & inhibitors*
Molecular Structure
Phenylalanine / analogs & derivatives
Phenylalanine / chemical synthesis
Phenylalanine / pharmacology*
Receptors, Lymphocyte Homing / antagonists & inhibitors*
Structure-Activity Relationship

Substances

Integrin alpha4beta1
Integrins
Receptors, Lymphocyte Homing
Phenylalanine