Showing papers on "Benzopyran published in 1978"

Hexa- and octahydro-4,7-epoxyisobenzofuran-1-ol and hexa- and octahydro-5,8-epoxy-1H-2-benzopyran-3-ol

Abstract: New compounds having the general formula ##STR1## are useful as cardiovascular agents, and as intermediates for the preparation of compounds having the general formula ##STR2## wherein R 1 is hydrogen or lower alkyl; R 2 is --CHO--, CH 2 OH or --CH═CH--R 3 --lower alkylene--CH 3 ; and R 3 is keto or hydroxymethyl.

The chemistry of N-substituted 3-amino-1H-2-benzopyran-1-ones and 5-amino-2,3-dihydrofuran-2-ones. Ene-type reactions involving transfer of acyl groups. X-Ray crystal structure of cis-3,4-dihydro-4-morpholinocarbonyl-3-p-nitrophenyl-1H-2-benzopyran-1-one

Abstract: The (secondary amino)-1H-2-benzopyran-1-ones (1) add numerous aromatic aldehydes to yield geometrically isomeric lactones (7) in a manner that constitutes an ene reaction in which an acyl group is transferred. Analogous dihydrobenzopyranones (14) and (15) were obtained from cyclohexanone and diphenylketen. Addition to imines gave dihydroisoquinolones (16) and (17), phenyl isocyanate yielded the tetrahydroisoquinolinedione (18), and nitrosobenzene and carbon disulphide afforded the adducts (19) and (25), respectively. The morpholinobenzopyran-1-one (1a) added to the azo-group of 4-phenyl-1,2,4-triazoline-3,5-dione to yield compound (20); a similar reaction with arenediazonium salts resulted in the phthalazinone derivatives (23). Addition to dimethyl acetylenedicarboxylate produced the naphthol (26); trans-β-nitrostyrene afforded a mixture of two geometrically isomeric tetralones (27) and (28) with retained configuration. The unisolable morpholinobutenolide (30a) was intercepted by reaction with aromatic aldehydes and with dimethyl acetylenedicarboxylate to yield the adducts cis- and trans-(31), and (32), respectively. N-t-Butylsuccinisoimide reacts as the enamine tautomer (30b) with p-nitrobenzaldehyde, forming the γ-lactones (31d). X-Ray diffraction of the cis-isomer of 3,4-dihydro-4-morpholinocarbonyl-3-p-nitrophenyl-1H-2-benzopyran-1-one (7a) shows that the p-nitrophenyl group is equatorial and the morpholinocarbonyl substituent axial.

17-Alkylthio (and arylthio) androsteno[17α,16α-b]benzopyran-3-ones and [16α,17α]naphthopyran-3-ones

Abstract: Steroids having the formula ##STR1## wherein X is -S-, ##STR2## R1 is alkyl, aryl or acyloxyalkyl; R2 is carbonyl or β-hydroxymethylene; R3 is hydrogen or halogen; R4 is hydrogen, fluorine or methyl; R5 is hydrogen or alkyl; and R6 and R7 are the same or different and are hydrogen, halogen, alkyl or alkoxy, or R6 and R7 together with the benzene ring to which they are attached form a naphthalene group; can be used as antiinflammatory agents.

Halogen substituted benzopyran- and benzothiopyran-4-carboxylic acids

Abstract: Novel halogen-substituted benzopyran-4-carboxylic acids, benzothiopyran-4-carboxylic acids and derivatives thereof useful as aldose reductase inhibitors and as therapeutic agents for the treatment of chronic diabetic complications are disclosed. Specific compounds disclosed include 6-phenyl-8-chloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6,7-dichloro-3,4-dihydrobenzothiopyran-4-carboxylic acid, 6-chloro-8-methyl-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6,8-dichloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-fluoro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro-dihydro-2H-naphtho[1,2-b]pyran-4-carboxylic acid, 6-chloro-3,4-dihydro-2H-1-benzothiopyran-4-carboxylic acid and 6-chloro-3,4-dihydro-2H-1-benzopyran-4-acetic acid. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of using the novel compounds for the treatment of chronic diabetic complications.

Benzopyran glycoside acetals and ketals

Abstract: Acetals and ketals of benzopyran glycosides, prepared by condensing a benzopyran glycoside with a carbonyl compound using a chloroformate ester as condensing agent, show enhanced activity in treating capillary fragility and related pathologies, as well as effectiveness in modifying the evolution of diabetic cataracts.

Synthesis of Some Benzopyran Derivatives Related to the Seed Germination Stimulant of Orobanche crenata Forsk. II. 3,4,4a,10b-Tetrahydro-2H,5H-pyrano[3,2-C][1]benzopyrans

Abstract: The pyranobenzopyran derivatives (1a) and (1b) have been prepared by a simple route from m-methoxyphenol.

Heterocyclic system. iii. conversion of semicarbazones, n‐benzoylhydrazones and p‐nitrophenylhydrazones of 4‐oxo‐4h‐(1)benzopyran‐3‐carboxaldehydes to the pyrazole system

Abstract: Durch Erhitzen der Semicarbazone (Ia), der Benzoylhydrazone (Ib) und der p-Nitrophenylhydrazone (Ic) in Ethylenglykol unter Ruckflus erhalt man unter Umlagerung die Pyrazole (II) in guten Ausbeuten.

Synthesis of some benzopyran derivatives related to the seed germination stimulant of orobanche crenata forsk. ii. 3,4,4a,10b-tetrahydro-2h,5h-pyrano(3,2-c)(1)benzopyrans

Abstract: The pyranobenzopyran derivatives (1a) and (1b) have been prepared by a simple route from m-methoxyphenol.

N-methacryloylhydroxyethyl derivatives of indolinospiropyrans containing electron-accepting and electron-donating substituents

Abstract: 1. 1-(β-Hydroxyrethyl)-3,3-dimethyl-6'-nitrospiro(indoline-2,2'-[2H-1]benzopyran)s (II) substituted by an electron-accepting group (Br, NO2) in position 8' exist in solution mainly in the ring-opened merocyanine form. The equilibrium constant (Ke) is two orders of magnitude greater than that of unsubstituted (II). 2. Compound (II) with an OCH3 group exists as two isomers in solution; Ke is solvent-dependent. 3. We have developed a procedure for the synthesis of 1-(β-methacryloylhydroxyethyl)-3,3-dimethyl-6'-nitro-8'-bromo(8'-methoxy)spiro (indoline-2,2'-[2H-1]benzopyran).

Synthesis of some benzopyran derivatives related to the seed germination stimulant of orobanche crenata. i. 3,3a,4,9b-tetrahydro-2h-furo(3,2-c)(1)benzopyrans

Abstract: Die durch Kondensation von m-Methoxyphenol mit Bernsteinsaureanhydrid/AlCl3 in Nitrobenzol bzw. mit 4-Chlor-buttersaure in Gegenwart von BF3- atherat erhaltlichen Ketone (Ia) bzw. (Ib) werden unter C-Insertion (aus DMF) zu den Benzopyranonen (II) cyclisiert.