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Showing papers on "Benzopyran published in 1975"


Journal ArticleDOI
TL;DR: The syntheses of trans-3-(4-oxo-4H-1-benzypyran-3)acrylic acid and a number of analogs shown to be highly active in antiallergic bioassays are described and are of possible value in the treatment of asthma.
Abstract: The syntheses of trans-3-(4-oxo-4H-1-benzypyran-3)acrylic acid and a number of analogs shown to be highly active in antiallergic bioassays are described. These compounds are of possible value in the treatment of asthma. The structural requirements for biological activity are discussed with reference to the type of the substituents on the chromone ring or positions of linkage of the acrylic acid on the pyrone ring.

50 citations


Journal ArticleDOI
TL;DR: The photochromism of 1-(β-carboxyethyl)-3,3-dimethyl-6′-nitrospiro[indoline-2,2′-2H-benzopyran] (I) was studied in water-dioxane as discussed by the authors.
Abstract: The photochromism of 1-(β-carboxyethyl)-3,3-dimethyl-6′-nitrospiro[indoline-2,2′-2H-benzopyran] (I) was studied in water-dioxane. It was found that (I) exhibits normal photochromism in dioxane and reverse photochromism on addition of water to the solution.

47 citations


Journal ArticleDOI
25 Dec 1975-Nature
TL;DR: A new antisickling agent is reported, 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-butyric acid (DBA), which efficiently prevents and reverses sickling, and has no acute toxicity in male mice.
Abstract: RECENT efforts to develop therapeutic agents for the treatment of sickle cell disease have led to the discovery of several antisickling agents1. We now report a new such agent, 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-butyric acid (DBA) (Compound 1). This compound efficiently prevents and reverses sickling, and has no acute toxicity in male mice.

26 citations



Patent
06 Jan 1975
TL;DR: In this paper, anti-allergic agents present the following structural formula: ##SPC1## In which R is --H, lower alkyl or an alkali metal cation.
Abstract: Anti-allergic agents present the following structural formula: ##SPC1## In which R is --H, lower alkyl or an alkali metal cation. R2 is alkyl of 1 to 6 carbon atoms or hydroxyalkyl of 2 to 6 carbon atoms.

7 citations


Patent
20 Nov 1975
TL;DR: In this paper, the authors present an anti-allergy properties of benzonitrile and benzoic acids, which are indicated in the management of allergic manifestations such as bronchial asthma.
Abstract: The present invention relates to [2-(4-oxo-4H-1-benzopyran-2-yl)ethenyl]benzonitrile and benzoic acids having the following structural formula: ##STR1## in which R1, R2, R3, R4, R5, R6, R7 and R8 are hydrogen, lower alkyl, halogen or lower alkoxy, and A is COOH or CN. The compounds of this invention exhibit anti-allergy properties and are indicated in the management of allergic manifestations such as bronchial asthma.

7 citations


Journal ArticleDOI
TL;DR: Trans-2-(3-hydroxyphenyl)cyclohexanol (1b) was converted into 6-methyl-6-phenylbenzopyran (11a) and 6-spirocyclochenylhexanobenzopyrans (11b) by phenolic cyclization or under acidic condition as discussed by the authors.

6 citations


Journal ArticleDOI
TL;DR: For example, this article gave 3,4-dihydro-3-hydroxy-3methoxyspiro[2H-1-benzopyran-2,1'(3'H)-isobenzofuran]-4-one.
Abstract: Oxidation of 2?-hydroxymethylfiavonol with periodic acid in methanol gives 3,4-dihydro-3-hydroxy-3-methoxyspiro[2H-1-benzopyran-2,1'(3'H)- isobenzofuran]-4-one.

5 citations


Patent
05 Sep 1975
TL;DR: In this article, a benzopyran derivative of the formula STR1 was proposed, where R is an alkyl group of 3-10 carbon atoms and is useful as antihypertensive agents.
Abstract: This invention provides novel benzopyran derivatives of the formula ##STR1## wherein R is an alkyl group of 3-10 carbon atoms. The compounds of this invention are useful as antihypertensive agents.

5 citations


Patent
20 Nov 1975
TL;DR: In this article, the authors proposed substituted [4-oxo-4H-1-benzopyran-2-yl]cyclopropane carboxylic acids and esters having the following structural formula: ##STR1## wherein R 1, R 2, R 3 and R 4 are hydrogen, alkyl, lower alkoxy, phenyl or when R 1 and R 2 are hydrogen and R 3 form an additional aromatic ring and A is hydrogen or ethyl.
Abstract: The present invention relates to substituted [4-oxo-4H-1-benzopyran-2-yl]cyclopropane carboxylic acids and esters having the following structural formula: ##STR1## wherein R1, R2, R3 and R4 are hydrogen, alkyl, lower alkoxy, phenyl or when R1 and R2 are hydrogen, R3 and R4 taken together form an additional aromatic ring and A is hydrogen or ethyl. The compounds of this invention exhibit anti-allergy properties and are indicated in the management of allergic manifestations such as bronchial asthma.

3 citations


Patent
12 Mar 1975
TL;DR: In this paper, the authors describe compounds of formula I,STR1## in which Ra is hydrogen, alkyl, alkenyl or phenyl, R 3, r 5, r 7 and R 8, which may be the same or different.
Abstract: There are described compounds of formula I, ##STR1## in which Ra is hydrogen, alkyl, alkenyl or phenyl, R 3 , r 5 , r 7 and R 8 , which may be the same or different, are each hydrogen, alkyl, alkoxy, halogen, hydroxy, alkenyl or phenyl, Rx is hydrogen or alkyl, Ry and Rz are both hydrogen, or together represent a carbonyl oxygen atom, Rb and Rc are both hydrogen or together represent a carbon-carbon bond, And pharmaceutically acceptable derivatives thereof. There are also described processes for making the compounds and pharmaceutical, e.g. anti-inflammatory compositions, containing the compounds.

Patent
09 Sep 1975
TL;DR: A new class of cephalosporin compounds having benzopyran, benzothiopyran and derivatives thereof, in the side chain portion of the CSP molecule was proposed in this article.
Abstract: A new class of cephalosporin compounds having benzopyran, benzothiopyran, and derivatives thereof, in the side chain portion of the cephalosporin molecule.

Journal ArticleDOI
TL;DR: In this article, photodecarboxylation of 2-benzopyran-3-one-trimethylmaleimide adducts (10; R = H, Me, or Ph) gives the non-isolable o-quinodimethanes (2), (4), and (3), respectively; these are air-sensitive and undergo further photoreactions including conversion into cyclobuta[3,4]cyclobuta [1,2]benzenes of types (21) and (31) and cycloprop
Abstract: Photodecarboxylation of the 2-benzopyran-3-one–trimethylmaleimide adducts (10; R = H, Me, or Ph) gives the non-isolable o-quinodimethanes (2), (4), and (3), respectively; these are air-sensitive and undergo further photoreactions including conversion into cyclobuta[3,4]cyclobuta[1,2]benzenes of types (21) and (31) and cycloprop[a]indenes (23). The cyclobutacyclobutabenzenes revert to the o-quinodimethanes on heating or on heating or on irradiation.


Journal ArticleDOI
TL;DR: In this article, the method for the synthesis of 1-(β-methacryloyloxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran) was improved.
Abstract: 1. 1-(β-Hydroxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran) (I) exists in solution as two isomeric forms. The value of the equilibrium constant varies as a function of the solvent polarity and is (513 ± 154) · 10−4 for the ethanol solution. 2. The mechanism proposed for the acylation of compound (I) includes the reaction of the acid chloride with both isomeric forms. 3. Based on the obtained data, the method for the synthesis of 1-(β-methacryloyloxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran) was improved, which made it possible to increase the yield of the product up to 60%.

Journal ArticleDOI
01 Jan 1975
TL;DR: In this paper, the synthesis of 1, 2-diphenyl-6-methyl-8-oxo-8H-furo and 1, 3-g-methyltimidyl-5-methyl-(7-oxoxo)-7-7-mixture (7H)-furo were reported to have no anti-implantation activity.
Abstract: The syntheses of 1, 2-diphenyl-6-methyl-8-oxo-8H-furo-[2, 3-h] (1) benzopyran, 2, 3-diphenyl-5-methyl-7-oxo-7H-furo [2, 3-g] (1) benzopyran and 1, 2-diphenyl-4-methyl-6-oxo-6H-furo [2, 3-f] (1) benzopyran are described, and uv and ir data of the compounds reported. The compounds were found to be devoid of anti-implantation activity when tested on albino rats.



Patent
18 Feb 1975
TL;DR: A method of reducing blood pressure in a hypertensive mammalian patient by administering 1,2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno[2,3-c][1]benzopyran or 1, 2-didro-5,5-dimethyltimethyl-10-hydroxyno-8-(3methyl- 2-Octyl)-3H,5H-ortho-thiopyrano[
Abstract: A method of reducing blood pressure in a hypertensive mammalian patient by administering 1,2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno[2,3-c][1]benzopyran or 1,2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-3H,5H-thiopyrano-8 2,3-c][1]benzopyran. Pharmaceutical compositions containing 1,2-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno[2,3-c][1]benzopyran or 1,2-dihydro-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-3H,5H-thiopyrano[2,3-c][1]benzopyran dispersed in a pharmaceutical carrier.


Patent
Saucy Gabriel1
29 Jul 1975
TL;DR: In this paper, a stereo-specific total synthesis of steroidal materials is described, where 7-Substituted 3-oxo-1-heptenes or variants thereof are reacted with 2-alkylcycloalkane-1,3-diones yielding 3-substitized 6a beta -alkyl-cyclopenta[f] [l] benzopyrans or naphtho [2,1-b] pyrans.
Abstract: Stereo-specific total synthesis of steroidal materials. 7-Substituted 3-oxo-1-heptenes or variants thereof are reacted with 2-alkylcycloalkane-1,3-diones yielding 3-substituted 6a beta -alkyl-cyclopenta[f] [l] benzopyrans or naphtho [2,1-b] pyrans. These are then subjected to a selective catalytic hydrogenation followed by an introduction of a hydroxy, alkoxy or acyloxy group at the 4a-position to produce a 3-substituted 6a beta ,6a-hydroxy, alkoxy or acyloxy perhydrocyclopenta [f] [l] benzopyran or perhydro-naphtho [2,1-b] pyran. These latter compounds are then converted into 4- or 5-(3-oxoalkyl)perhydroindene-5-ones or perhydronaphthalene-6-ones which in turn can be converted to known steroidal materials by known methods.

Journal ArticleDOI
TL;DR: For example, the authors gave 3,4-dihydro-3-hydroxy-3methoxyspiro[2H-1-benzopyran-2,1'(3'H)-isobenzofuran]-4-one.
Abstract: Oxidation of 2?-hydroxymethylfiavonol with periodic acid in methanol gives 3,4-dihydro-3-hydroxy-3-methoxyspiro[2H-1-benzopyran-2,1'(3'H)- isobenzofuran]-4-one.