The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor
Тип публикации: Journal Article
Дата публикации: 2007-08-01
SCImago Q2
WOS Q2
БС2
SJR: 0.666
CiteScore: 5.6
Impact factor: 3.3
ISSN: 17470277, 17470285
PubMed ID:
17683371
Organic Chemistry
Drug Discovery
Biochemistry
Pharmacology
Molecular Medicine
Краткое описание
Herein, we report the discovery of novel, proline-based factor Xa inhibitors containing a neutral P1 chlorophenyl pharmacophore. Through the additional incorporation of 1-(4-amino-3-fluoro-phenyl)-1H-pyridin-2-one 22, as a P4 pharmacophore, we discovered compound 7 (PD 0348292). This compound is a selective, orally bioavailable, efficacious FXa inhibitor that is currently in phase II clinical trials for the treatment and prevention of thrombotic disorders.
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Kohrt J. T. et al. The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor // Chemical Biology and Drug Design. 2007. Vol. 70. No. 2. pp. 100-112.
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Kohrt J. T., Bigge C. F., BRYANT J. W., Casimiro-Garcia A., Chi L., Cody W. L., Dahring T., Dudley D. A., Filipski K. J., Haarer S., Heemstra R., Janiczek N., Narasimhan L., Mcclanahan T., Peterson J. T., Sahasrabudhe V., Schaum R., Van Huis C. A., Welch K. M., Zhang E., Leadley R. J., Edmunds J. J. The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor // Chemical Biology and Drug Design. 2007. Vol. 70. No. 2. pp. 100-112.
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TY - JOUR
DO - 10.1111/j.1747-0285.2007.00539.x
UR - https://doi.org/10.1111/j.1747-0285.2007.00539.x
TI - The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor
T2 - Chemical Biology and Drug Design
AU - Kohrt, Jeffrey T
AU - Bigge, Christopher F.
AU - BRYANT, JOHN W.
AU - Casimiro-Garcia, Agustin
AU - Chi, Liguo
AU - Cody, Wayne L.
AU - Dahring, Tawny
AU - Dudley, Danette A
AU - Filipski, Kevin J
AU - Haarer, Staci
AU - Heemstra, Ron
AU - Janiczek, Nancy
AU - Narasimhan, Lakshmi
AU - Mcclanahan, Thomas
AU - Peterson, J. Thomas
AU - Sahasrabudhe, Vaisheli
AU - Schaum, Robert
AU - Van Huis, Chad A
AU - Welch, Kathleen M.
AU - Zhang, Erli
AU - Leadley, Robert J.
AU - Edmunds, Jeremy J
PY - 2007
DA - 2007/08/01
PB - Wiley
SP - 100-112
IS - 2
VL - 70
PMID - 17683371
SN - 1747-0277
SN - 1747-0285
ER -
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@article{2007_Kohrt,
author = {Jeffrey T Kohrt and Christopher F. Bigge and JOHN W. BRYANT and Agustin Casimiro-Garcia and Liguo Chi and Wayne L. Cody and Tawny Dahring and Danette A Dudley and Kevin J Filipski and Staci Haarer and Ron Heemstra and Nancy Janiczek and Lakshmi Narasimhan and Thomas Mcclanahan and J. Thomas Peterson and Vaisheli Sahasrabudhe and Robert Schaum and Chad A Van Huis and Kathleen M. Welch and Erli Zhang and Robert J. Leadley and Jeremy J Edmunds},
title = {The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor},
journal = {Chemical Biology and Drug Design},
year = {2007},
volume = {70},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1111/j.1747-0285.2007.00539.x},
number = {2},
pages = {100--112},
doi = {10.1111/j.1747-0285.2007.00539.x}
}
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Kohrt, Jeffrey T., et al. “The Discovery of (2R,4R)-N-(4-chlorophenyl)-N- (2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-4-methoxypyrrolidine-1,2-dicarboxamide (PD 0348292), an Orally Efficacious Factor Xa Inhibitor.” Chemical Biology and Drug Design, vol. 70, no. 2, Aug. 2007, pp. 100-112. https://doi.org/10.1111/j.1747-0285.2007.00539.x.
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