Cyclopentane-1,3-dione: A Novel Isostere for the Carboxylic Acid Functional Group. Application to the Design of Potent Thromboxane (A2) Receptor Antagonists

Carlo Ballatore; James H. Soper; Francesco Piscitelli; Michael James; Longchuan Huang; Onur Atasoylu; Donna M. Huryn; John Q. Trojanowski; Virginia M.-Y. Lee; Kurt R. Brunden; Amos B. Smith

doi:10.1021/jm200980u

Cyclopentane-1,3-dione: A Novel Isostere for the Carboxylic Acid Functional Group. Application to the Design of Potent Thromboxane (A2) Receptor Antagonists

Journal of Medicinal Chemistry ◽

10.1021/jm200980u ◽

2011 ◽

Vol 54 (19) ◽

pp. 6969-6983 ◽

Cited By ~ 24

Author(s):

Carlo Ballatore ◽

James H. Soper ◽

Francesco Piscitelli ◽

Michael James ◽

Longchuan Huang ◽

...

Keyword(s):

Carboxylic Acid ◽

Functional Group ◽

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor ◽

Acid Functional Group

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Thromboxane A2 receptor antagonists

Medicinal Research Reviews ◽

10.1002/med.2610110504 ◽

1991 ◽

Vol 11 (5) ◽

pp. 503-579 ◽

Cited By ~ 60

Author(s):

Steven E. Hall

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor

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Heterogeneity of the roles of leukotriene and thromboxane A2 receptor antagonists in the treatment of moderate to severe asthma

Clinical & Experimental Allergy Reviews ◽

10.1046/j.1472-9725.2001.t01-1-00015.x ◽

2001 ◽

Vol 1 (3) ◽

pp. 280-286

Author(s):

J. Tamaoki ◽

K. Isono ◽

Y. Nagano ◽

E. Tagaya ◽

M. Taira ◽

...

Keyword(s):

Severe Asthma ◽

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor

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Synthesis and pharmacological evaluation of novel Amino-prostanoids: potent and orally effective thromboxane A2 receptor antagonists

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(01)81049-0 ◽

1991 ◽

Vol 1 (12) ◽

pp. 689-694 ◽

Cited By ~ 2

Author(s):

I.B. Campbell ◽

E.W. Collington ◽

H. Finch ◽

P. Hallett ◽

R. Hayes ◽

...

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor ◽

Pharmacological Evaluation

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ChemInform Abstract: Thromboxane A2 Receptor Antagonists. Synthesis and Activities of Phenylsulfonamido Derivatives.

ChemInform ◽

10.1002/chin.199211127 ◽

2010 ◽

Vol 23 (11) ◽

pp. no-no

Author(s):

D. E. MAIS ◽

F. MOHAMADI ◽

G. P. DUBE ◽

W. L. KURTZ ◽

K. A. BRUNE ◽

...

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor

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ChemInform Abstract: Synthesis and Evaluation of Novel Fluorinated Sulotroban-Related Sulfonamide Derivatives as Thromboxane A2 Receptor Antagonists.

ChemInform ◽

10.1002/chin.199539116 ◽

2010 ◽

Vol 26 (39) ◽

pp. no-no

Author(s):

M. SATO ◽

Y. KAWASHIMA ◽

J. GOTO ◽

Y. YAMANE ◽

Y. CHIBA ◽

...

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor

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synthesis and biological activity of 4-methyl-3,5-dioxane derivatives as thromboxane a2 receptor antagonists

Bioorganic & Medicinal Chemistry ◽

10.1016/s0968-0896(99)00204-7 ◽

1999 ◽

Vol 7 (11) ◽

pp. 2635-2645 ◽

Cited By ~ 9

Author(s):

Hiroshi Marusawa ◽

Hiroyuki Setoi ◽

Akio Kuroda ◽

Akihiko Sawada ◽

Jiro Seki ◽

...

Keyword(s):

Biological Activity ◽

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor

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Evaluation of the cyclopentane-1,2-dione as a potential bio-isostere of the carboxylic acid functional group

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2014.07.047 ◽

2014 ◽

Vol 24 (17) ◽

pp. 4171-4175 ◽

Cited By ~ 6

Author(s):

Carlo Ballatore ◽

Bryant Gay ◽

Longchuan Huang ◽

Katie Herbst Robinson ◽

Michael J. James ◽

...

Keyword(s):

Carboxylic Acid ◽

Functional Group ◽

Acid Functional Group

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Non-prostanoid thromboxane A2 receptor antagonists with a dibenzoxepin ring system. 1

Journal of Medicinal Chemistry ◽

10.1021/jm00096a016 ◽

1992 ◽

Vol 35 (18) ◽

pp. 3394-3402 ◽

Cited By ~ 3

Author(s):

Etsuo Ohshima ◽

Hitoshi Takami ◽

Hideyuki Sato ◽

Hiroyuki Obase ◽

Ichiro Miki ◽

...

Keyword(s):

Thromboxane A2 ◽

Ring System ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor ◽

System 1

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Pharmacological evaluation of both enantiomers of (R,S)-BM-591 as thromboxane A2 receptor antagonists and thromboxane synthase inhibitors

Prostaglandins & Other Lipid Mediators ◽

10.1016/j.prostaglandins.2004.07.007 ◽

2004 ◽

Vol 74 (1-4) ◽

pp. 75-86 ◽

Cited By ~ 1

Author(s):

S. Rolin ◽

J.M. Dogne ◽

C. Vastersaegher ◽

J. Hanson ◽

B. Masereel

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane Synthase ◽

Thromboxane A2 Receptor ◽

Pharmacological Evaluation

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ChemInform Abstract: Synthesis of dl-cis- and (4R,5R)-trans-7-(2,2-Dimethyl-4-( phenylsulfonyl)aminomethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoic Acid Analogues as Platelet Thromboxane A2 Receptor Antagonists.

ChemInform ◽

10.1002/chin.199538286 ◽

2010 ◽

Vol 26 (38) ◽

pp. no-no

Author(s):

D. KOMIOTIS ◽

S. PANANOOKOOLN ◽

K. ZAW ◽

J. P. DIETER ◽

G. C. LE BRETON ◽

...

Keyword(s):

Thromboxane A2 ◽

Receptor Antagonists ◽

Thromboxane A2 Receptor ◽

Platelet Thromboxane

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