Showing papers on "Benzopyran published in 1976"
37 citations
TL;DR: The reaction of a 5-substituted 4-oxo-1-benzopyran-2-carbonyl chloride with diethyl ethoxymagnesiomalonate gave the required acylmalonate as discussed by the authors.
Abstract: The reaction of a 5-substituted 4-oxo-1-benzopyran-2-carbonyl chloride with diethyl ethoxymagnesiomalonate gave the required acylmalonate. However, the reaction of the acid chloride with the ethoxymagnesio-derivatives of ethyl acetoacetate and acetylacetone gave spiro[benzopyran-2,2′-furan] derivatives which were identified by n.m.r. and mass spectroscopy. Treatment of these spiro-compounds with either ethanol–concentrated hydrochloric acid or propionic acid–concentrated sulphuric acid gave benzopyrones having 1,3-dicarbonyl substituents at the 2-position.
12 citations
TL;DR: In this article, the authors studied the variation of absorption spectrum (at 20°C) and luminescence characteristics (at 77 K) of the 6-nitro-8-methoxy-2H-chromene, with the nature of solvent.
11 citations
Patent•
09 Aug 1976
TL;DR: In this article, 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, Provided that when Rx is hydrogen, Ry and Rz together represent a carbonyl oxygen atom and R 5 , R 7 and R 8 are all hydrogen then Ra is other than methyl or phenyl, And pharmaceutically acceptable derivatives thereof. There are also described methods for making the compounds and pharmaceutical, e.g. anti-inflammatory, compositions containing the compounds.
8 citations
TL;DR: Salicylidenes prepared from 5-ethyl-4-thiolen-2-one undergo base-catalyzed rearrangement to 4H-thieno[3,2-c][1]benzopyran-4.
4 citations
4 citations
TL;DR: In this paper, a study of the nature of reactions producing paramagnetic centres (PMCs) at room temperature in poly-1-(β-methacrylyloxyethyl)-3,3-dimethyl-6′-nitrospiro-(indolino-2,2′-[2H-1]benzopyran).
Abstract: A study has been made of the nature of the reactions producing paramagnetic centres (PMCs) at room temperature in poly-1-(β-methacrylyloxyethyl)-3,3-dimethyl-6′-nitrospiro-(indolino-2,2′-[2H-1]benzopyran). It was found that under the action of UV light, which converts some of the spiropyran fragments from the colourless A form (λmax=350 nm) to the coloured B form (λmax=580 nm), charge transfer complexes of the (A-B+) type giving an absorption band with λmax≌480 nm are produced in the system. It is shown that irradiation of the system with longwwave light (λmax≌480 nm) brings about a considerable increase in the concentration of PMCs. From an analysis of the EPR spectra the conclution is drawn that an anion-radical (A−1) formed by transfer of an electron from a coloured fragment to the benzopyran part of the uncoloured material is responsible for the spectra. When the illumination is applied the excess anion-radical decay by a reaction of the first order, at a constant rate k∼0·1 sec−1 in evacuated samples and k=8 × 10−4 sec −1 in samples that have not been evacuated. The strong interaction between the spiropyran side groups is a result of their high density and this is an exclusive characteristic of the homopolymer.
3 citations
TL;DR: On reaction of dihydro-4,4,6-trimethyl-2(1H)-pyrimidinone1 with o-hydroxybenzaldehydes, dihydroid- and tetrahydrospiro([1]-benzopyran-2,4′(1′H)pyrimidsin)-2′(3′H)-ones resp.5, 6, 7 are formed as mentioned in this paper.
Abstract: On reaction of dihydro-4,4,6-trimethyl-2(1H)-pyrimidinone1 with o-hydroxybenzaldehydes, dihydro- and tetrahydrospiro([1]-benzopyran-2,4′(1′H)-pyrimidin)-2′(3′H)-ones resp.5, 6, 7 are formed.
3 citations
2 citations
Patent•
02 Aug 1976
TL;DR: In this article, the present invention relates to compounds of the formula: ''STR1'' wherein R 1 is hydrogen, halogen, hydroxy, lower alkoxy or lower alkyl, R 2 is hydrogen or lower higher alkoxy; R 3 is hydrogen/lower alkoxide.
Abstract: The present invention relates to compounds of the formula: ##STR1## wherein R 1 is hydrogen, halogen, hydroxy, lower alkoxy or lower alkyl, R 2 is hydrogen or lower alkyl; R 3 is hydrogen or lower alkyl. These compounds, including their corresponding pharmaceutically acceptable salts, are useful in the management of allergic conditions such as hay fever and as a prophylactic in the treatment of bronchial asthma.
1 citations
Patent•
03 Dec 1976
TL;DR: The benzopyrans of formula (I) are new cpds. as mentioned in this paper have anti-depressant and tranquillizing activity and are useful as anti-anxiety agents at doses of 0.01-20 mg/kg/day.
Abstract: Benzopyrans of formula (I) are new cpds. (m and n = 0-3, m + n = 2-3, R1 i 1-6C alkyl, R2 = alkyl or 3-8C cycloalkyl-1-6C alkyl, R3 = H, 1-6C alkyl, 1-6C alkanoyl, carbamyl, N-16C alkyl-carbamyl, N,N-di(1-6C alkyl)carbamyl, phosphonyl, hemisuccinate, phosphate, -(CH2)xNR4R5 or -CO(CH2)xNR4R5, x = 1-6, R4 and R5 = 1-6C alkyl). Specif. claimed are 1,2-dihydro-4,4-di-methyl-9-hydroxy-7-(3-methyl-2-octyl)- H-thieno 2,3c 1 benzopyran or 1,3-dihydro-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-4H-thieno- 3,4-c 1 benzopyran. Cpds. (I) are useful as anti-anxiety agents at doses of 0.01-20 mg/kg/day. (I) have anti-depressant and tranquillizing activity.
Patent•
08 Jan 1976
TL;DR: In this paper, a benzopyran derivative of the formula was proposed, where R is a loweralkyl group and R1 is H or an alkyl group of up to 20 carbon atoms.
Abstract: TRI-CYCLIC COMPOUNDS DERIVED FROM PHLOROGLUCINOL Abstract of the Disclosure This invention provides novel benzopyran derivatives of the formula wherein R is a loweralkyl group and R1 is H or an alkyl group of up to 20 carbon atoms. The compounds of this invention are useful as antihypertensive agents.
Patent•
31 Aug 1976
TL;DR: For example, benzothiopyrano-benzopyranes and the sulfur analogs thereof are useful as medicinal agents as discussed by the authors, and derivatives thereof including acid addition salts.
Abstract: Benzopyrano-benzopyranes and the sulfur analogs thereof, benzothiopyranobenzothiopyranes, useful as medicinal agents. Compositions of matter including 11H,12H-[1]benzopyrano[2,3-b][1]benzopyran-11,12-dione or 11H,12H-[1]benzothiopyrano[2,3-b][1]benzothiopyran-11,12-dione, and derivatives thereof including acid addition salts.
TL;DR: In this paper, the conformation of the dihydropyran ring and the chemical shift differences in the pairs of isomeric adducts are discussed, as well as the properties of these products and related compounds.
Abstract: Reaction of 1′,3′,3′-trimethylspiro[2H-1-benzopyran-2,2′-indolines] with 1,1-bis[4-(dimethylamino)phenyl]ethylene can give two types of isomeric products, 2,2-bis[4-(dimethylamino)-phenyl]-4-{2-methylidene-1,3,3-trimethylindoline}chromans (2a–e) and 1′,3′,3′-trimethyl-4-{2,2-bis[4-(dimethylamino)phenyl]vinyl}-spiro[chroman-2,2′-indolines] (3a–d).
These products and related compounds have been analysed by spectroscopic methods. The conformation of the dihydropyran ring and the chemical shift differences in the pairs of isomeric adducts are discussed.
Patent•
31 Aug 1976
TL;DR: For example, benzothiopyrano-benzopyranes and the sulfur analogs thereof are useful as medicinal agents as mentioned in this paper, and derivatives thereof including acid addition salts.
Abstract: Benzopyrano-benzopyranes and the sulfur analogs thereof, benzothiopyranobenzothiopyranes, useful as medicinal agents. Compositions of matter including 11H,12H-[1]benzopyrano[2,3-b][1]benzopyran-11,12-dione or 11H,12H-[1]benzothiopyrano[2,3-b][1]benzothiopyran-11,12-dione, and derivatives thereof including acid addition salts.
TL;DR: The Micheal addition of ethyl 2-methoxy-, 2,4-dimethoxy- and 2,5-dimethylbenzoylacetates with benzoquinone leads to ethyl2-(rnethoxy or dimethoxy phenyl)-5-hydroxybenzofuran 3-carboxylates.
Abstract: The Micheal addition of ethyl 2-methoxy-, 2,4-dimethoxy- and 2,5-dimethoxybenzoylacetates with benzoquinone leads to ethyl 2-(rnethoxy or dimethoxy phenyl)-5-hydroxybenzofuran 3-carboxylates. Treatment of the henzofuran derivatives with anhydrous pyridine hydrochloride at 190–195° leads to hydroxy-6H-henzofuro[3,2-c] [1]benzopyran-6-ones.
Patent•
02 Nov 1976TL;DR: In this article, 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, 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] [1] 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 ,4a-hydroxy, alkoxy or acyloxy perhydrocyclopenta [f] [1] 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.
TL;DR: In this paper, the Cumarins (I) mit den Pyridinen (II) werden die Pyridiniumsalze (III) gewonnen.
Abstract: Durch Reaktion des Cumarins (I) mit den Pyridinen (II) werden die Pyridiniumsalze (III) gewonnen.
TL;DR: In this paper, a new compound, 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-butyric acid (DBA), was proposed for the treatment of sickle cell disease.
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.
Patent•
05 Mar 1976
TL;DR: In this paper, the benzopyran derivatives of the formula "STR1" were introduced, where R1 and R3 each are lower alkyl, n is the integer 1 or 2, B--A--B-- is >CH--CH2 -- or >CH═CH--; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are ═O; and W is --(CH2)3 --Z--R4, ##STR2##, where V is hal
Abstract: Novel benzopyran derivatives of the formula ##STR1## wherein R1 and R3 each are lower alkyl; n is the integer 1 or 2; --A--B-- is >CH--CH2 -- or >CH═CH--; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are ═O; and W is --(CH2)3 --Z--R4, ##STR2## --(CH2)3 --COOR6 or --(CH2)3 CN, wherein V is halogen, Z is a ketalized carbonyl group or a free, esterified or etherified hydroxymethylene group, R4 and R5 each are lower alkyl and R6 is alkyl, aryl or aralkyl, are valuable intermediates in the synthesis of steroids.