Synthesis and characterization of a potent and selective protein tyrosine phosphatase inhibitor, 2

T Hamaguchi; A Takahashi; T Kagamizono; A Manaka; M Sato; H Osada

doi:10.1016/s0960-894x(00)00539-4

Synthesis and characterization of a potent and selective protein tyrosine phosphatase inhibitor, 2

Bioorg Med Chem Lett. 2000 Dec 4;10(23):2657-60. doi: 10.1016/s0960-894x(00)00539-4.

Authors

T Hamaguchi¹, A Takahashi, T Kagamizono, A Manaka, M Sato, H Osada

Affiliation

¹ Medical Research Laboratories, Taisho Pharmaceutical Co., Ltd, Saitama, Japan. [email protected]

PMID: 11128645
DOI: 10.1016/s0960-894x(00)00539-4

Abstract

The synthesis and biological activity of a series of 2-[(4-methylthiopyridin-2-yl)methylsulfinyl]benzimidazoles are described. These compounds have potent inhibitory effects against the protein tyrosine phosphatase activity of CD45. Enzymatic analysis with several phosphatases revealed that compound 5a had high specificity for CD45 compared with serine/threonine phosphatases (PP1, PP2A), tyrosine phosphatases (LAR, PTP1B and PTP-S2) and dual phosphatase (VHR).

MeSH terms

Benzimidazoles / chemical synthesis*
Benzimidazoles / chemistry
Benzimidazoles / pharmacology
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology
Leukocyte Common Antigens / metabolism
Protein Tyrosine Phosphatases / antagonists & inhibitors*
Protein Tyrosine Phosphatases / metabolism
Structure-Activity Relationship
Sulfoxides / chemical synthesis*
Sulfoxides / chemistry
Sulfoxides / pharmacology

Substances

2-((4-methylthiopyridin-2-yl)methylsulfinyl)benzimidazole
Benzimidazoles
Enzyme Inhibitors
Sulfoxides
Leukocyte Common Antigens
Protein Tyrosine Phosphatases