135682-53-0Relevant academic research and scientific papers
7-oxabicycloheptyl substituted heterocyclic thioamide prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease
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, (2008/06/13)
7-Oxabicycloheptane substituted prostaglandin analogs useful in treating thrombotic and vasospastic disease have the structural formula STR1 wherein m is 1, 2 or 3; n is 1, 2, 3 or 4; Z is --(CH2)2 --, --CH=CH-- or STR2 wherein Y is O, a single bond or vinyl, with the proviso that when n is O, if Z is STR3 then Y cannot be O, and when Z is --CH=CH--, n is 1, 2, 3 or 4; and when Y=vinyl, n=0; R is CO2 H, CO2 lower alkyl, CH2 OH, CO2 alkali metal, CONHSOR3, CONHR3a or --CH2 -5-tetrazolyl, X is O, S or NH; and where R1, R2, R3 and R3a are as defined herein.
Interphenylene 7-Oxabicycloheptane Oxazoles. Highly Potent, Selective, and Long-Acting Thromboxane A2 Receptor Antagonists
Misra, Raj N.,Brown, Baerbel R.,Sher, Philip M.,Patel, Manorama M.,Hall, Steven E.,et al.
, p. 1401 - 1417 (2007/10/02)
A series of interphenylene 7-oxabicycloheptane oxazoles (2) were prepared and evaluated for their thromboxane (TxA2) antagonistic activity in vitro and duration of action in vivo.Examination of the carboxyl side chain indicated that the
Heterocyclic amido prostaglandin analogs
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, (2008/06/13)
Prostaglandin analogs useful in treating thrombotic and vasospastic disease having the structural formula STR1 wherein: m is 1, 2, or 3; n is 0, 1, 2 or 3; R is CO2 R', CH2 OH, CONHSO2 Rhu 3, CONHR4,
7-oxabicycloheptyl substituted heterocyclic amide or ester prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease
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, (2008/06/13)
7-Oxabicycloheptane substituted prostaglandin analogs useful in treating thrombotic and vasopastic disease have the structural formula STR1 wherein m is 1, 2 or 3; n is 1, 2, 3 or 4; Z is --(CH2)2 --, --CH=CH-- or STR2 wherein Y is O, a single bond or vinyl, with the proviso that when n is 0, if Z is STR3 then Y cannot be O, and Z is --CH=CH--, n is 1, 2, 3 or 4; and when Y=vinyl, n=0; R is CO2 H, CO2 lower alkyl, CH2 OH, CO2 alkali metal, CONHSOR3, CONHR3a or --CH2 --5-tetrazolyl, X is O, S or NH; and where R1, R2, R3 and R3a are as defined herein.
Anti-thrombotic heterocyclic amido prostaglandin analogs
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, (2008/06/13)
Prostaglandin analogs useful in treating thrombotic and vasospastic disease having the structural formula STR1 wherein: m is 1, 2 or 3: n is 1, 2 or 3, except that n is O when Y is vinylene; p is 1, 2 or 3; R is CO2 R', CH2 OH, CONHS
Heterocyclic ketone prostaglandin analogs
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, (2008/06/13)
Prostaglandin analogs useful in treating thrombotic and vasospastic disease having the structural formula STR1 wherein: m is 1, 2, or 3; n is 0, 1, 2 or 3; R1 is hydrogen, alkyl, alkenyl, alkynyl, aralkyl, aryl cycloalkyl, cycloalkylalkyl, cycl
Interphenylene 7-oxabicyclo[2.2.1]heptane thromboxane A2 antagonists. Semicarbazone ω-chains
Misra,Brown,Han,Harris,Hedberg,Webb,Hall
, p. 2882 - 2891 (2007/10/02)
A series of chiral interphenylene 7-oxabicyclo[2.2.1]heptane semicarbazones 19-26 were prepared and evaluated for their in vitro thromboxane (TxA2) antagonistic activity and in vivo duration of action. The potency of 19-26 was found to be highly dependent on the substitution pattern of the interphenylene ring and decreased in the order ortho > meta >> para. SQ 35,091 (25), [1S-(1α,2α,3α,4α)]-2-[[3-[[[(phenylamino)carbonyl]hydrazono] methyl]-7-oxabicyclo[2.2.1]hept-2-yl]methyl]benzenepropanoic acid, was identified as a potent and long-acting TxA2 antagonist. In human platelet rich plasma SQ 35,091 inhibited arachidonic acid (800 μM) and U-46,619 (10 μM) induced aggregation with I50 values of 3 and 12 nM, respectively. In contrast, no inhibition of ADP (20 μM) induced aggregation was observed at >1000 μM. Receptor binding studies with [3H]-SQ 29,548 showed SQ 35,091 was a competitive antagonist with a K(d) value of 1.0 ± 0.1 nM in human platelet membranes. In vivo SQ 35,091 (0.2 mg/kg po) showed extended protection (T50 = 16 h) from U-46,619 (2 mg/kg iv) induced death in mice. These compounds have for the first time demonstrated that a metabolically stable interphenylene α-sidechain can be introduced into a prostanoid-like series of TxA2 antagonists with the maintenance of potent antagonistic activity.
7-oxabicycloheptane imidazole prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease
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, (2008/06/13)
7-Oxabicycloheptane imidazole prostaglandin analogs are provided which are useful in treating thrombotic and vasospastic disease and have the structural formula STR1 wherein m is 0, 1, 2, 3 or 4; n is 1, 2 or 3; and p is 1, 2 or 3; Z is --CH=CH--, --CH2 CH2 -- or STR2 wherein Y is 1 or a single bond; R is CO2 H, CO2 lower alkyl, CO2 alkali metal, CONHSO2 R2 (wherein R2 is lower alkyl or aryl) or --CH2 -5-tetrazolyl; A is CHOH, C=O, STR3 (wherein R3 is H or lower alkyl), or a single bond; R1 is lower alkyl, aryl, cycloalkyl or H, R1 can be H only when A is a single bond.
