Showing papers on "Bicyclic molecule published in 1984"
TL;DR: The new benzothiophene antiestrogen was shown to have high affinity for rat uterine cycloplasmic estrogen receptor and to be an inhibitor of the growth of DMBA-induced rat mammary tumors.
Abstract: In an effort to prepare nonsteroidal antiestrogens demonstrating greater antagonism and less intrinsic estrogenicity than those currently available, a series of 3-aroyl-2-arylbenzo[b]thiophene derivatives was synthesized. These compounds were prepared by Friedel-Crafts aroylation of appropriate O-protected 2-arylbenzo[b]thiophene nuclei with basic side-chain-bearing benzoyl chlorides followed by removal of the protective groups to provide the desired compounds containing both hydroxyl and basic side-chain functionality. A particularly useful method for the cleavage of aryl methoxy ethers without removal of (dialkylamino)ethoxy side chain functionality elsewhere in the molecule was found to be AlCl3/EtSH. The benzothiophene derivatives were tested for their ability to inhibit the growth-stimulating action of estradiol on the immature rat uterus. Seemingly minor changes in the side-chain amine moiety were found to have profound effects on the ability of the compounds to antagonize estradiol. Analogues having basic side chains containing cyclic (pyrrolidine, piperidine, and hexamethyleneamine) moieties were found to have less intrinsic estrogenicity and to antagonize estradiol action more completely than their noncyclic counterparts. The most effective antiestrogen in the series, compound 44, [6-hydroxy-2-(4-hydroxyphenyl)benzo[b] thien-3-yl]-[4-[2-(1-piperidinyl)ethoxy]phenyl]methanone, elicited a modest uterotropic activity that did not increase with increasing dose. In antagonism of estradiol, 44 exhibited a degree of inhibition surpassing that of tamoxifen at any dose tested. The new benzothiophene antiestrogen was also shown to have high affinity for rat uterine cycloplasmic estrogen receptor and to be an inhibitor of the growth of DMBA-induced rat mammary tumors.
361 citations
TL;DR: In this article, a methode fournit les acyloines avec des rendements eleves and une excellente stereoselectivite, a methodine fournit le acyloencoder.
Abstract: Cette methode fournit les acyloines avec des rendements eleves et une excellente stereoselectivite
209 citations
196 citations
157 citations
TL;DR: In this paper, a two-stage, one-flask operation using NaBH4/2-propanol, then acetic acid was used to convert phthalimides to primary amines.
144 citations
143 citations
TL;DR: In this article, the dialkyl amidures de lithium sur des aldehydes aromatiques (naphtalenecarbaldehydes, benzene substitues) dans le THF ou le benzene, conduit a des hemiaminals qui sont lithies en position ortho par le butyl-lithium L'alkylation suivie de l'hydrolyse, des produits lithies fournit les arenals substitues en ortho
Abstract: L'addition de dialkyl amidures de lithium sur des aldehydes aromatiques (naphtalenecarbaldehydes, benzaldehydes substitues) dans le THF ou le benzene, conduit a des hemiaminals qui sont lithies en position ortho par le butyl-lithium L'alkylation suivie de l'hydrolyse, des produits lithies fournit les arenals substitues en ortho
137 citations
129 citations
TL;DR: In this article, Wittig de la tetrahydro-1,2,3,4 quinoleinetrione avec des α-triphenylphosphoranylidene alcanoates: obtention d'α-methylene hydroxy-4 carbostyrileacetates-3 (A) and de triphenyl-2,2.2, 2 oxo-5 tetrahedro-3, 4, 5, 6 oxaphosphorinno-1.
126 citations
TL;DR: The activities of 2 against bacteria in vitro and in vivo (Escherichia coli) were determined and structure-activity relationships are discussed and the nature of the active species is briefly discussed.
Abstract: 1,2-Dihydro-1-hydroxy-2-(organosulfonyl)areno[d] [1,2,3]diazaborines 2 (arene = benzene, naphthalene, thiophene, furan, pyrrole) were synthesized by reaction of (organosulfonyl)hydrazones of arene aldehydes or ketones with tribromoborane in the presence of ferric chloride. The activities of 2 against bacteria in vitro and in vivo (Escherichia coli) were determined and structure-activity relationships are discussed. Included in this study are 2,3-dihydro-1-hydroxy-2-(p-tolylsulfonyl)-1H-2,1-benzazaborole+ ++ (3) and 1-hydroxy-1,2,3,4-tetrahydro-2-(p-tolylsulfonyl)-2,1-benzazabor ine (4) as well as the carbacyclic benzodiazaborine analogue 4-hydroxy-3-(p-tolylsulfonyl)isoquinoline (7). The nature of the active species is briefly discussed.
121 citations
TL;DR: In this paper, the cyclisation par l'acetate de manganese III de cetoacides ou d'alcoxycarbonylacides en γ-lactones is described.
Abstract: Etude de la cyclisation par l'acetate de manganese III de cetoacides ou d'alcoxycarbonylacides en γ-lactones: par exemple cyclisation de l'acide cyclohexene-2 acetylacetique en perhydro cyclopenta [cd] benzofurannone-2; application au malonate de cyclohexene-2yle a l'acide methyl-7 oxo-3 octene-6oique, a l'acide β-oxo cyclohexene-3 propionique et a l'acide cyclopentene-2 acetylacetique (obtention de perhydro furo [4,3,2-cd] benzofurannedione, d'oxatricyclododecanedione, de perhydro cyclopenta [c] furannedione-1,6, de perhydro indeno [1,6-bc] furannedione-2,3 et de perhydro indeno [2,1-b:6,1-b'-c'] difurannedione
TL;DR: Stereochimie de la cyclisation autooxydante de 2 hydroperoxydes d'acides gras polyinsatures, les hydroperoxy-13 undecatriene-9,11,15 oate de methyle and hydroperoxide-9 undecanticene-6,10,12 oate of methyle as mentioned in this paper.
Abstract: Stereochimie de la cyclisation autooxydante de 2 hydroperoxydes d'acides gras polyinsatures, les hydroperoxy-13 undecatriene-9,11,15 oate de methyle et hydroperoxy-9 undecatriene-6,10,12 oate de methyle
TL;DR: Par thallation de l'acide benzoique puis alcenylation en presence de PdCl 2 du carboxy-2 phenyl bis-trifluoroacetoxy thallium obtenu as discussed by the authors.
Abstract: Par thallation de l'acide benzoique puis alcenylation en presence de PdCl 2 du carboxy-2 phenyl bis-trifluoroacetoxy thallium obtenu, on prepare diverses isocoumarines et dihydro-3,4 isocoumarines
TL;DR: The thionation properties of 2,4-bismethylthio-1,3,2,4dithiadiphosphetane 2, 4-disulfide, 1, 2-bis(4-phen-oxyphenyl)-1, 3,2-4-dithIaphosphetan is that 2, 3 and thionate most amides and lactams In THF at room temperature (reaction time 5 min) to give the corresponding thionated compounds as mentioned in this paper.
TL;DR: In this paper, a partir du derive t-butyldimethylsiloxymethyl-4, synthese du tetrahydro-3,6,7,8 benzo [1,2-b: 4,3-b] dipyrroledicarboxylates-2,6
Abstract: Additions intramoleculaires de N-alcyne-3yl chloro-6 pyridazinecarbamates-3 de methyle: obtention d'indolinecarboxylates-1 de methyle; a partir du derive t-butyldimethylsiloxymethyl-4, synthese du tetrahydro-3,6,7,8 benzo [1,2-b: 4,3-b'] dipyrroledicarboxylates-2,6
TL;DR: Synthese d'une serie de methyl-, ethyl-, propyl-, butyl indanes et tetralines par la methode de Kumada impliquant la reaction d'halogenures d'aryle ou de vinyle avec des reactifs de Grignard en presence du chlorure de [bis(diphenylphospino)-1,3 propyl] nickel II. On etudie ces composes par spectrometrie RMN du 13 C
Abstract: Synthese d'une serie de methyl-, ethyl-, propyl-, butyl indanes et tetralines par la methode de Kumada impliquant la reaction d'halogenures d'aryle ou de vinyle avec des reactifs de Grignard en presence du chlorure de [bis(diphenylphospino)-1,3 propyl] nickel II. On etudie ces composes par spectrometrie RMN du 13 C
TL;DR: Application a la synthese du rose oxyde et de perhydro furannes, -pyrannes et -chromannes substitues in 2 as mentioned in this paper, and
Abstract: Application a la synthese du rose oxyde et de perhydro furannes, -pyrannes et -chromannes substitues en 2
TL;DR: Agelasine-A, -B, -C and -D, a bicyclic diterpenoid having inhibitory effects on enzymic reactions of Na, K-ATPase, have been isolated from the orange colored Okinawan sea sponge Agelas sp..
TL;DR: Les lactames bicycliques chiraux derives de l'oxa-4 aza-1 bicyclo [3.3] octanone-8 sont des precurseurs tres utiles de centres carbones quaternaires generes avec une enantioselectivite elevee as mentioned in this paper.
Abstract: Les lactames bicycliques chiraux derives de l'oxa-4 aza-1 bicyclo [3.3.0] octanone-8 sont des precurseurs tres utiles de centres carbones quaternaires generes avec une enantioselectivite elevee
TL;DR: Dimethyl diazomalonate smoothly deoxygenates epoxides to alkenes with rhodium(II) acetate catalysis as mentioned in this paper, but it is not suitable for the use of polyethylene.