81077-29-4Relevant academic research and scientific papers
Convenient approach for the synthesis of ONO-LB-457, a potent leukotriene B4 receptor antagonist
Hamri, Salha,Jouha, Jabrane,Oumessaoud, Asmaa,Pujol,Khouili, Mostafa,Guillaumet, Gérald
, (2020/12/07)
This study reports a new approach for the synthesis of 5-[2-(2-carboxyethyl)-3-[6-(4-methoxyphenyl)-(5E)-hexen-1-yloxy]phenoxy]pentanoic acid V (ONO-LB-457), previously described by Konno and col. and which is considered a highly potent and orally active
Trisubstituted benzene leukotriene B4 receptor antagonists: Synthesis and structure-activity relationships
Konno, Mitoshi,Nakae, Takahiko,Sakuyama, Shigeru,Odagaki, Yoshihiko,Nakai, Hisao,Hamanaka, Nobuyuki
, p. 1649 - 1674 (2007/10/03)
A series of trisubstituted benzenes which demonstrate leukotriene B4 (LTB4, 1) receptor affinity was prepared. Previous trisubstituted benzenes from our laboratory showed high affinity to the LTB4 receptor but demonstrated
4-(oxygen, sulfur or nitrogen substituted)-methyl 5-hydroxy-2(5H)-furanones as anti-inflammatory agents
-
, (2008/06/13)
Compounds of the formula STR1 in which R1 is H or alkyl of 1 to 20 carbons, CO--R1* CO--O--R1* CO--NH--R1* or PO(OR1*)2 or PO(OR1*)R1* where R1* independently is H, alkyl of 1 to 20 carbons, phenyl, or substituted phenyl; X is O, S, SO--, SO2, NH--, or NR2 where R2 is phenyl, substituted phenyl or alkyl of 1 to 20 carbons, and Y is alkyl having at least 6 carbon atoms, arylalkyl, aryl, substituted aryl, substituted arylalkyl, alkenyl containing one or more olephinic bonds and at least 6 carbon atoms, CO--R3, CO--OR3, CONHR3, SO2 R3, SO2 NHR3 where R3 is aryl, substituted aryl, substituted arylalkyl, alkyl, alkenyl containing one or more olephinic bonds, further Y is (CH2)n --O--R4, or (CH2)n --O--(CH2)m --O--R4, where n, and m, are integers and are independently 1 to 25 and R4 is phenyl, substituted phenyl or alkyl of one to 20 carbons, still further Y is PO(OH)2, PO(OH)OR5, PO(OH)R5 PO(OR5)2, where R5 is independently phenyl, substituted phenyl, alkyl or 1 to 20 carbons or R5 is (CH2)n --N(R5*)3 where R5* is alkyl of 1 to 20 carbons, or Y is NH--R6 where R6 is phenyl, substituted phenyl or alkyl of at least 6 carbon atoms with the proviso that when X is O, S, then Y is not NH--R6, and with the further proviso that when X is SO or SO2 then Y is not SO2 R3 or SO2 NHR3, are disclosed. The compounds possess anti-inflammatory activity.
Benzophenone Dicarboxylic Acid Antagonists of Leukotriene B4. 2. Structure-Activity Relationships of the Lipophilic Side Chain
Gapinski, D. Mark,Mallett, Barbara E.,Froelich, Larry L.,Jackson, William T.
, p. 2807 - 2813 (2007/10/02)
A series of lipophilic benzophenone dicarboxylic acid derivatives were found to inhibit the binding of the potent chemotoxin leukotriene B4 (LTB4) to its receptor on intact human neutrophils.Activity at the LTB4 receptor was determined by using a 3H>LTB4-binding assay.The structure-activity relationship for the lipophilic side chain was systematically investigated.Compounds with n-alkyl side chains of varying lengths were prepared and tested.Best inhibition of 3H>LTB4 binding was observed with the n-decyl derivative.Analogues with alkyl chains terminated with an aromatic ring showed improved activity.The 6-phenylhexyl side chain was optimal.Substitution on the terminal aromatic ring was also evaluated.Methoxyl, methylsulfinyl, and methyl substituents greatly enhanced the activity of the compound.For a given substituent, the para isomer had the best activity.Thus the nature of the lipophilic side chain can greatly influence the ability of the compounds to inhibit the binding of LTB4 to its receptor on intact human neutrophils.The most active compound from this series, 84 (LY223982), bound to the LTB4 receptor with the affinity approaching that of the agonist.
TRANS STEREOSELECTIVITY IN THE REACTION OF (4-CARBOXYBUTYLIDENE)TRIPHENYLPHOSPHORANE WITH AROMATIC ALDEHYDES
Maryanoff, Bruce E.,Duhl-Emswiler, Barbara A.
, p. 4185 - 4188 (2007/10/02)
Aromatic aldehydes react with 1 to give predominantly trans 6-aryl-5-hexenoic acids, under special conditions.A systematic study of the reaction of 1 with aldehydes, in a preliminary attempt to define the cause and scope of the trans stereoselectivity, is reported.
