Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis

Peter G. Ruminski; Mark Massa; Joseph Strohbach; Cathleen E. Hanau; Michelle Schmidt; Jeffrey A. Scholten; Theresa R. Fletcher; Bruce C. Hamper; Jeffery N. Carroll; Huey S. Shieh; Nicole Caspers; Brandon Collins; Margaret Grapperhaus; Katherine E. Palmquist; Joe Collins; John E. Baldus; Jeffrey Hitchcock; H. Peter Kleine; Michael D. Rogers; Joseph McDonald; Grace E. Munie; Dean M. Messing; Silvia Portolan; Laurence O. Whiteley; Teresa Sunyer; Mark E. Schnute

doi:10.1021/acs.jmedchem.5b01434

Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis

Peter G. Ruminski
, Mark Massa
, Joseph Strohbach
, Cathleen E. Hanau
, Michelle Schmidt
, Jeffrey A. Scholten
, Theresa R. Fletcher
, Bruce C. Hamper
, Jeffery N. Carroll
, Huey S. Shieh
, Nicole Caspers
, Brandon Collins
, Margaret Grapperhaus
, Katherine E. Palmquist
, Joe Collins
, John E. Baldus
, Jeffrey Hitchcock
, H. Peter Kleine
, Michael D. Rogers
, Joseph McDonald

Grace E. Munie, Dean M. Messing, Silvia Portolan, Laurence O. Whiteley, Teresa Sunyer, Mark E. Schnute

University of Missouri-St. Louis

Research output: Contribution to journal › Article › peer-review

Original language	American English
Journal	Journal of Medicinal Chemistry
Volume	59
DOIs	https://doi.org/10.1021/acs.jmedchem.5b01434
State	Published - Jan 14 2016

Disciplines

Biochemistry
Organic Chemistry

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Ruminski, P. G., Massa, M., Strohbach, J., Hanau, C. E., Schmidt, M., Scholten, J. A., Fletcher, T. R., Hamper, B. C., Carroll, J. N., Shieh, H. S., Caspers, N., Collins, B., Grapperhaus, M., Palmquist, K. E., Collins, J., Baldus, J. E., Hitchcock, J., Kleine, H. P., Rogers, M. D., ... Schnute, M. E. (2016). Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis. Journal of Medicinal Chemistry, 59. https://doi.org/10.1021/acs.jmedchem.5b01434

Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis. / Ruminski, Peter G.; Massa, Mark; Strohbach, Joseph et al.
In: Journal of Medicinal Chemistry, Vol. 59, 14.01.2016.

Research output: Contribution to journal › Article › peer-review

Ruminski, PG, Massa, M, Strohbach, J, Hanau, CE, Schmidt, M, Scholten, JA, Fletcher, TR, Hamper, BC, Carroll, JN, Shieh, HS, Caspers, N, Collins, B, Grapperhaus, M, Palmquist, KE, Collins, J, Baldus, JE, Hitchcock, J, Kleine, HP, Rogers, MD, McDonald, J, Munie, GE, Messing, DM, Portolan, S, Whiteley, LO, Sunyer, T & Schnute, ME 2016, 'Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis', Journal of Medicinal Chemistry, vol. 59. https://doi.org/10.1021/acs.jmedchem.5b01434

Ruminski PG, Massa M, Strohbach J, Hanau CE, Schmidt M, Scholten JA et al. Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis. Journal of Medicinal Chemistry. 2016 Jan 14;59. doi: 10.1021/acs.jmedchem.5b01434

Ruminski, Peter G. ; Massa, Mark ; Strohbach, Joseph et al. / Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis. In: Journal of Medicinal Chemistry. 2016 ; Vol. 59.

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title = "Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis",

author = "Ruminski, \{Peter G.\} and Mark Massa and Joseph Strohbach and Hanau, \{Cathleen E.\} and Michelle Schmidt and Scholten, \{Jeffrey A.\} and Fletcher, \{Theresa R.\} and Hamper, \{Bruce C.\} and Carroll, \{Jeffery N.\} and Shieh, \{Huey S.\} and Nicole Caspers and Brandon Collins and Margaret Grapperhaus and Palmquist, \{Katherine E.\} and Joe Collins and Baldus, \{John E.\} and Jeffrey Hitchcock and Kleine, \{H. Peter\} and Rogers, \{Michael D.\} and Joseph McDonald and Munie, \{Grace E.\} and Messing, \{Dean M.\} and Silvia Portolan and Whiteley, \{Laurence O.\} and Teresa Sunyer and Schnute, \{Mark E.\}",

note = "J Med Chem. 2016 Jan 14;59(1):313-27. doi: 10.1021/acs.jmedchem.5b01434. Epub 2015 Dec 24.",

year = "2016",

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doi = "10.1021/acs.jmedchem.5b01434",

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T1 - Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis

AU - Ruminski, Peter G.

AU - Massa, Mark

AU - Strohbach, Joseph

AU - Hanau, Cathleen E.

AU - Schmidt, Michelle

AU - Scholten, Jeffrey A.

AU - Fletcher, Theresa R.

AU - Hamper, Bruce C.

AU - Carroll, Jeffery N.

AU - Shieh, Huey S.

AU - Caspers, Nicole

AU - Collins, Brandon

AU - Grapperhaus, Margaret

AU - Palmquist, Katherine E.

AU - Collins, Joe

AU - Baldus, John E.

AU - Hitchcock, Jeffrey

AU - Kleine, H. Peter

AU - Rogers, Michael D.

AU - McDonald, Joseph

AU - Munie, Grace E.

AU - Messing, Dean M.

AU - Portolan, Silvia

AU - Whiteley, Laurence O.

AU - Sunyer, Teresa

AU - Schnute, Mark E.

N1 - J Med Chem. 2016 Jan 14;59(1):313-27. doi: 10.1021/acs.jmedchem.5b01434. Epub 2015 Dec 24.

PY - 2016/1/14

Y1 - 2016/1/14

UR - https://www.ncbi.nlm.nih.gov/pubmed/26653735

U2 - 10.1021/acs.jmedchem.5b01434

DO - 10.1021/acs.jmedchem.5b01434

M3 - Article

VL - 59

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

ER -

Discovery of N-(4-Fluoro-3-methoxybenzyl)-6-(2-(((2S,5R)-5-(hydroxymethyl)-1,4-dioxan-2-yl)methyl)-2H-tetrazol-5-yl)-2-methylpyrimidine-4-carboxamide. A Highly Selective and Orally Bioavailable Matrix Metalloproteinase-13 Inhibitor for the Potential Treatment of Osteoarthritis

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