Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors

Jagabandhu Das; Chunjian Liu; Robert V. Moquin; James Lin; Joseph A. Furch; Steven H. Spergel; Kim W. McIntyre; David J. Shuster; Kathleen D. O'Day; Becky Penhallow; Chen Yi Hung; Steven B. Kanner; Tai An Lin; John H. Dodd; Joel C. Barrish; John Wityak

doi:10.1016/j.bmcl.2006.01.115

Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors

Jagabandhu Das, Chunjian Liu, Robert V. Moquin, James Lin, Joseph A. Furch, Steven H. Spergel, Kim W. McIntyre, David J. Shuster, Kathleen D. O'Day, Becky Penhallow, Chen Yi Hung, Steven B. Kanner, Tai An Lin, John H. Dodd, Joel C. Barrish, John Wityak

Chemistry

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

31 Scopus citations

Abstract

A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 2 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo.

Original language	English (US)
Pages (from-to)	2411-2415
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2006.01.115
State	Published - May 1 2006

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Das, J., Liu, C., Moquin, R. V., Lin, J., Furch, J. A., Spergel, S. H., McIntyre, K. W., Shuster, D. J., O'Day, K. D., Penhallow, B., Hung, C. Y., Kanner, S. B., Lin, T. A., Dodd, J. H., Barrish, J. C., & Wityak, J. (2006). Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors. Bioorganic and Medicinal Chemistry Letters, 16(9), 2411-2415. https://doi.org/10.1016/j.bmcl.2006.01.115

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title = "Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors",

abstract = "A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 2 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo.",

author = "Jagabandhu Das and Chunjian Liu and Moquin, {Robert V.} and James Lin and Furch, {Joseph A.} and Spergel, {Steven H.} and McIntyre, {Kim W.} and Shuster, {David J.} and O'Day, {Kathleen D.} and Becky Penhallow and Hung, {Chen Yi} and Kanner, {Steven B.} and Lin, {Tai An} and Dodd, {John H.} and Barrish, {Joel C.} and John Wityak",

year = "2006",

month = may,

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doi = "10.1016/j.bmcl.2006.01.115",

language = "English (US)",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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Das, J, Liu, C, Moquin, RV, Lin, J, Furch, JA, Spergel, SH, McIntyre, KW, Shuster, DJ, O'Day, KD, Penhallow, B, Hung, CY, Kanner, SB, Lin, TA, Dodd, JH, Barrish, JC & Wityak, J 2006, 'Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors', Bioorganic and Medicinal Chemistry Letters, vol. 16, no. 9, pp. 2411-2415. https://doi.org/10.1016/j.bmcl.2006.01.115

TY - JOUR

T1 - Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors

AU - Das, Jagabandhu

AU - Liu, Chunjian

AU - Moquin, Robert V.

AU - Lin, James

AU - Furch, Joseph A.

AU - Spergel, Steven H.

AU - McIntyre, Kim W.

AU - Shuster, David J.

AU - O'Day, Kathleen D.

AU - Penhallow, Becky

AU - Hung, Chen Yi

AU - Kanner, Steven B.

AU - Lin, Tai An

AU - Dodd, John H.

AU - Barrish, Joel C.

AU - Wityak, John

PY - 2006/5/1

Y1 - 2006/5/1

N2 - A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 2 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo.

AB - A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 2 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo.

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DO - 10.1016/j.bmcl.2006.01.115

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AN - SCOPUS:33644987935

SN - 0960-894X

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SP - 2411

EP - 2415

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors

Abstract

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