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Showing papers on "Benzopyrans published in 1976"


Journal ArticleDOI
TL;DR: A secobiflavonoid, (2S)-8-trans-[2-(6-benzoyloxy-4-hydroxy-2-methoxy-3-methylphenyl)ethenyl]-5-mETHoxyflavan-7-ol (1) has been isolated from the resin dragon's blood, and identified by spectra and degradative experiments.
Abstract: A novel secobiflavonoid, (2S)-8-trans-[2-(6-benzoyloxy-4-hydroxy-2-methoxy-3-methylphenyl)ethenyl]-5-methoxyflavan-7-ol (1a) has been isolated from the resin dragon's blood, and identified by spectra and degradative experiments. Oxidation of (1a) or its derivatives with dichlorodicyanobenzoquinone or silver oxide occurs with ring closure to give new substituted arylfuro[2,3-h]benzopyrans or 8-(benzofuran-2-yl)flavans. Oxidation of the furobenzopyran (9b) with hydrogen peroxide–alkali converts the 2-methylphloroglucinol unit into a cyclopent-4-ene-1,3-dione ring.

14 citations



Book ChapterDOI
01 Jan 1976
TL;DR: In this article, chemical and pharmacological data on a series of nitrogen-and sulfur-containing benzopyrans structurally and historically related to the cannabinoids are presented. But these new classes of compounds are classified into four classes: benzoprinopyranopyridines, thiopyranobenzopyrins, thienobenzopsopyrin, and their water-soluble ester derivatives.
Abstract: This paper presents chemical and pharmacological data on a series of nitrogen- and sulfur-containing benzopyrans structurally and historically related to the cannabinoids. These new classes of compounds are benzopyranopyridines, thiopyranobenzopyrans, thienobenzopyrans, and their water-soluble ester derivatives. Representatives of these agents are currently under investigation in animals and man to determine their therapeutic potential.

4 citations


Patent
07 Jan 1976
TL;DR: The Disclosure Benzopyrans of the formula wherein n represents 0 or 1, R is an alkyl group having 1 to 20 carbon atoms, an aryl-lower-alkyl groups or a cycloalkyl-lower alkyls group, R 1 is hydrogen, R 2 is a lower alkyler, R 3 is a hydrogen, and R 4 is one or two lower groups as mentioned in this paper.
Abstract: ??8675 Abstract of the Disclosure Benzopyrans of the formula wherein n represents 0 or 1, R is an alkyl group having 1 to 20 carbon atoms, an aryl-lower alkyl group or a cycloalkyl-lower alkyl group, R1 is hydrogen or wherein R4 is lower alkyl, phenyl, cycloalkyl-lower alkyl or aryl-lower alkyl, R2 is a lower alkyl and R3 is hydrogen or one or two lower alkyl groups, pharmaceutical compositions containing the compounds, and uses of the compounds as tranquilizers and analgesics.

3 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.

1 citations


Patent
Gabriel Saucy1
02 Nov 1976
TL;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.