Showing papers on "Benzopyrans published in 1991"
TL;DR: In this article, the synthesis of methoxy and hydroxy derivatives of 3,4-dihydro-3-(di-n-propylamino)-2H-1-benzopyran from readily available or commercial o-hydroxybenzaldehydes is described in six steps.
22 citations
TL;DR: Chromones bearing electron-withdrawing substituents at C-3 react with 2-haloethanols and potassium carbonate in acetone to produce tetrahydrofuro[2,3-b][1]benzopyran-4-ones, the heteroannulation proceeding via the conjugate addition of the haloethanol to the chromone, followed by intramolecular alkylation.
21 citations
Patent•
06 Sep 1991TL;DR: In this article, the authors proposed a method of treating a viral infection using compounds represented by Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates, which are useful as antihypertensive agents and useful as antiviral agents against DNA-containing viruses.
Abstract: Compounds useful as antihypertensive agents and useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are represented by Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by Formula 1.0 are disclosed. Methods of treating a viral infection using compounds represented by Formula 1.0 are disclosed. Also disclosed are methods of treating hypertension using compounds of Formula 1.0 wherein R is selected from the group consisting of H, halogen and --C(O)OR6 ; and R1 is selected from the group consisting of --OR14, --O(CH2)a C(H)3-i Zi and --O(CH2)h N(R15)2.
20 citations
TL;DR: A series of 3-substituted 1-(aminomethyl)-3,4-dihydro-5-hydroxy-1H-2- benzopyrans were prepared as potential D1 selective antagonists and behave as potent in vivo agonists.
Abstract: A series of 3-substituted 1-(aminomethyl)-3,4-dihydro-5-hydroxy-1H-2- benzopyrans were prepared as potential D1 selective antagonists. The compounds were evaluated for their affinity and selectivity for the D1 receptor as well as for their functional antagonism of D1-mediated pharmacological events. The compounds show potent D1 antagonist properties in vitro. The optimum nitrogen substitution was found to be the primary amine and the observed order of potency for substitution at the 6-position is OH greater than Br greater than H greater than OMe. Two representative compounds, the 6-methyl and 6-bromo analogues, were also evaluated in vivo for dopaminergic activity. Interestingly, both compounds behave as potent in vivo agonists.
18 citations
16 citations
TL;DR: A series of 2,3-diaryl-1-benzopyran analogues substituted at position 4 of 2-phenyl with a hydroxy or pyrrolidinoethoxy residue were synthesized as models for (E)-triarylpropenones constrained in the s-trans conformation as mentioned in this paper.
Abstract: A series of 2,3-diaryl-1-benzopyran analogues substituted at position 4 of 2-phenyl with a hydroxy or pyrrolidinoethoxy residue were synthesized as models for (E)-triarylpropenones constrained in the s-trans conformation. The prototypes, belonging to five chemical series, were evaluated for their estrogen receptor affinity and for estrogen agonist-antagonist activities. The 4H-1-benzopyran-4-one, the 2,3-dihydro-4H-1-benzopyran-4-one, the 4H-1-benzopyran, and the 2,3-dihydro-1-benzopyran derivatives were found to be inactive or only marginally activate as receptor ligands or estrogen agonists-antagonists. In the 2H-1-benzopyran category the parent phenol was also inactive whereas the basic ethers 16 and 26 were modest receptor ligands while being quite active as antiestrogens. In a comparative study the benzopyran 16 was found to be more effective antiestrogen than tamoxifen while being as effective as LY-117018. The benzopyrans have thus emerged as a new class of potent antiestrogens.
11 citations
TL;DR: In this paper, a 1,3-dipolar cycloaddition between the carbonyl ylide, generated by ring opening of the oxirane, and the acetylene moiety was proposed.
11 citations
Journal Article•
5 citations
TL;DR: Sesamol and other phenols react with equimolar quantities of cinnamaldehyde and morpholine in methanol to yield epimeric 2-morpholinyl-4-phenylbenzopyran derivatives as discussed by the authors.
5 citations
5 citations
Journal Article•
TL;DR: In this article, the synthesis of methoxy and hydroxy derivatives of 3,4-dihydro-3-(di-n-propylamino)-2H-1-benzopyran from readily available or commercial o-hydroxybenzaldehydes is described in six steps.
Abstract: The synthesis of methoxy and hydroxy derivatives of 3,4-dihydro-3-(di-n-propylamino)-2H-1-benzopyran from readily available or commercial o-hydroxybenzaldehydes is described in six steps. The enantiomers of 8-hydroxy-3,4-dihydro-3-(di-n-propylamino)-2H-1-benzopyran 1b have been resolved. It is shown that the compound (−)-1b is a more selective D-2 agonist, compared to apomorphine.
Patent•
14 Feb 1991
TL;DR: The (3S,4R)-isomer of a compound of formula (I): which is a potassium channel activator antihypertensive and bronchodilator, processes for its preparation and its use as a pharmaceutical as mentioned in this paper.
Abstract: The (3S,4R)-isomer of a compound of formula (I): which is a potassium channel activator antihypertensive and bronchodilator, processes for its preparation and its use as a pharmaceutical.
Patent•
29 Nov 1991
TL;DR: In this article, the pyrido-anellated 4-oxo-4H-benzopyrans (I) and their antidotes are defined as herbicidally active substances.
Abstract: Disclosed are pyrido-anellated 4-oxo-4H-benzopyrans (I) (in which m = 0, 1 or 2; and R?1, R6 and R7? are as defined in the description), as well as salts of compound (I), and herbicides containing the 2-(4-heteroaryloxy)- and 2-(4-aryloxy)phenoxyacetic acid derivatives or cyclohexenone derivatives as herbicidally active substances and pyrido-anellated 4-oxo-4H-benzopyrans (I') as antidotes.
Patent•
29 Nov 1991
TL;DR: In this paper, the 2-amino-4-oxo-4H-benzopyrans (I) were defined as herbicidally active substances.
Abstract: 2097923 9210489 PCTABS00013 Disclosed are 2-amino-4-oxo-4H-benzopyrans (I) (in which m = 0, 1 or 2; and R1 to R4 are as defined in the description), as well as salts of compound (I), and herbicides containing the 2-(4-heteroaryloxy)- and 2-(4-aryloxy) phenoxyacetic acid derivatives and/or cyclohexenone derivatives as herbicidally active substances, and 2-amino-4-oxo-4H-benzopyrans (I') as antidotes.
Patent•
29 Nov 1991TL;DR: In this article, the authors defined 2-amino-4-oxo-4H-benzopyrans (I) as herbicidally active substances.
Abstract: Disclosed are 2-amino-4-oxo-4H-benzopyrans (I) (in which m = 0, 1 or 2; and R1 to R4 are as defined in the description), as well as salts of compound (I), and herbicides containing the 2-(4-heteroaryloxy)- and 2-(4-aryloxy) phenoxyacetic acid derivatives and/or cyclohexenone derivatives as herbicidally active substances, and 2-amino-4-oxo-4H-benzopyrans (I') as antidotes.
Patent•
31 Jan 1991
TL;DR: Novel benzopyrans having pharmacological activity, a process and intermediates for preparing them and their use as pharmaceuticals can be found in this paper, where they are described in detail.
Abstract: Novel benzopyrans having pharmacological activity, a process and intermediates for preparing them and their use as pharmaceuticals.