Orally active factor Xa inhibitors: 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine derivatives

Noriyasu Haginoya; Syozo Kobayashi; Satoshi Komoriya; Yumiko Hirokawa; Taketoshi Furugori; Takayasu Nagahara

doi:10.1016/j.bmcl.2004.03.036

Orally active factor Xa inhibitors: 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine derivatives

Bioorg Med Chem Lett. 2004 Jun 7;14(11):2935-9. doi: 10.1016/j.bmcl.2004.03.036.

Authors

Noriyasu Haginoya¹, Syozo Kobayashi, Satoshi Komoriya, Yumiko Hirokawa, Taketoshi Furugori, Takayasu Nagahara

Affiliation

¹ Medicinal Chemistry Research Laboratory, Daiichi Pharmaceutical Co. Ltd, 1-16-13, Kita-Kasai, Edogawa-ku, Tokyo 134-8630, Japan. hagin9kg@daiichipharm.co.jp

PMID: 15125963
DOI: 10.1016/j.bmcl.2004.03.036

Abstract

In our investigation of factor Xa inhibitors, a series of 1-(6-chloronaphthalen-2-yl)sulfonyl-4-(4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carbonyl)piperazines 3a-i were synthesized. In vitro inhibitory activities of the compounds against factor Xa and coagulation are summarized. Among the compounds, 3c and 3d, possessing a carbamoyl or N-methylcarbamoyl moiety, showed potent inhibitory activities when administered orally to rats.

MeSH terms

Administration, Oral
Animals
Anticoagulants / administration & dosage
Anticoagulants / chemical synthesis*
Anticoagulants / pharmacology
Blood Coagulation Tests
Factor Xa Inhibitors*
Humans
Inhibitory Concentration 50
Protease Inhibitors / administration & dosage
Protease Inhibitors / chemical synthesis*
Protease Inhibitors / pharmacology
Pyridines / chemical synthesis
Pyridines / pharmacology*
Rats
Structure-Activity Relationship
Thiazoles / chemical synthesis
Thiazoles / pharmacology

Substances

Anticoagulants
Factor Xa Inhibitors
Protease Inhibitors
Pyridines
Thiazoles