专利号:US-2022048879-A1 优先权日:2020-08-13 标 题:Synthesis of small molecules inspired by Phomoxanthone A 发明人:ALI RAMEEZ; MATTSON ANITA 权利人:WORCESTER POLYTECH INST 摘要:Methods, compositions, and kits are provided for synthesizing bioactive chromane, the method including: constructing a tertiary ether stereocenter enantioselectively by catalyzed alkynylation of a substituted chromenone to obtain a chromanone; reducing alkyne and ketone in the chromanone to obtain a chroman; and converting ester to methyl group thereby obtaining chromane.
专利号:US-3953604-A 优先权日:1972-01-14 标 题:1-(2-Substituted-chromonyloxy)-2-hydroxy-3-(substituted phenoxy)propanes 发明人:WARREN BRIAN THOMAS; SPICER JOHN WILLIAM 权利人:MILES LAB 摘要:Definitions: in the following Formulae I, II and IV, R 1 represents hydrogen, alkyl of 1 to 4 carbon atoms, or a nontoxic cation, while each of R 2 , R 3 , R 4 , R 5 , and R 6 symbolizes hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, carbalkoxy of 1 to 4 carbon atoms, trihalomethyl, halogen, nitro or cyano. n Certain 1-(2-substituted-chromon-yloxy)-2-hydroxy-3-(substituted-phenoxy)propanes (Formula I), ##SPC1## n can be synthesized from intermediate bis-(substituted-phenoxy)propanes (Formula II), ##SPC2## n by condensation with diethyl oxalate in the presence of sodium ethoxide followed by cyclization with a mixture of glacial acetic acid and concentrated sulfuric or a mixture of concentrated hydrochloric acid and a lower alcohol containing up to 4 carbon atoms. n The bis-(substituted-phenoxy)propane intermediates (Formula II) are prepared by reacting a dihydroxyacetophenone (Formula III), ##SPC3## n with a (substituted-phenyl)glycidyl ether (Formula IV), ##SPC4## n in an organic solvent in the presence of a catalyst. n The 1-(2-substituted-chromon-yloxy)-2-hydroxy-3-(substituted-phenoxy)propanes (Formula I) are useful in the treatment of allergic conditions in mammals. The bis-(substituted-phenoxy)propanes (Formula II) are useful as intermediates in the synthesis of the latter compounds. Methods of preparing compounds having Formulae I and II are described. Methods of treating allergic conditions in mammals utilizing compounds of Formula I are also disclosed.
专利号:US-3899513-A 优先权日:1972-01-14 标 题 :1-(2-substituted-chromonyloxy)-2-hydroxy-3-(substituted-phenoxy)propanes 发明人:WARREN BRIAN THOMAS; SPICER JOHN WILLIAM 权利人:MILES LAB 摘要:Definitions: in the following Formulae I, II and IV, R1 represents hydrogen, alkyl of 1 to 4 carbon atoms, or a nontoxic cation, while each of R2, R3, R4, R5, and R6 symbolizes hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, carbalkoxy of 1 to 4 carbon atoms, trihalomethyl, halogen, nitro or cyano. Certain 1-(2-substituted-chromon-yloxy)-2-hydroxy-3(substituted-phenoxy)propanes (Formula I), can be synthesized from intermediate bis-(substitutedphenoxy)propanes (Formula II), by condensation with diethyl oxalate in the presence of sodium ethoxide followed by cyclization with a mixture of glacial acetic acid and concentrated sulfuric or a mixture of concentrated hydrochloric acid and a lower alcohol containing up to 4 carbon atoms. The bis-(substituted-phenoxy)propane intermediates (Formula II) are prepared by reacting a dihydroxyacetophenone (Formula III), with a (substituted-phenyl)glycidyl ether (Formula IV), in an organic solvent in the presence of a catalyst. The 1-(2-substituted-chromon-yloxy)-2-hydroxy-3-(substitutedphenoxy)propanes (Formula I) are useful in the treatment of allergic conditions in mammals. The bis-(substitutedphenoxy)propanes (Formula II) are useful as intermediates in the synthesis of the latter compounds. Methods of preparing compounds having Formulae I and II are described. Methods of treating allergic conditions in mammals utilizing compounds of Formula I are also disclosed.
专利号:US-12036300-B2 优先权日:2021-03-31 标题:Methods and compositions for improving skin 发明人:LIAO I-CHIEN; BRIEVA PATRICIA; JUCHAUX FRANCK; BOUEZ CHARBEL; ZHENG QIAN; QIAN KUN 权利人:OREAL 摘要:A method for managing skin tone comprising reducing the synthesis of melanin by applying a skin treatment composition to skin. The skin treatment composition may include about 0.1 to about 25 wt. % of acetyl trifluoromethylphenyl valylglycine; about 0.5 to about 30 wt. % of a polyol; about 0.1 to about 30 wt. % of a silicone, fatty compound, or a mixtures thereof, wherein the skin treatment composition is an emulsion, and all weight percentages are based on the total weight of the skin treatment composition.
专利号:US-9168248-B2 优先权日:2009-02-17 标 题:Spiro compounds useful as inhibitors of stearoyl-coenzyme A delta-9 desaturase 发明人:LACHANCE NICOLAS; LECLERC JEAN-PHILIPPE; LI CHUN SING; MORADEI OSCAR MIGUEL 权利人:LACHANCE NICOLAS; LECLERC JEAN-PHILIPPE; LI CHUN SING; MORADEI OSCAR MIGUEL; MERCK CANADA INC 摘要:Heteroaromatic compounds of structural formula (I) are selective inhibitors of stearoyl-coenzyme A delta-9 desaturase (SCD1) relative to other known stearoyl-coenzyme A desaturases. The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease, such as atherosclerosis; obesity; diabetes; neurological disease; metabolic syndrome; insulin resistance; and liver steatosis.
专利号:US-7060809-B2 优先权日:2001-09-04 标题:LNA compositions and uses thereof 发明人:WENGEL JESPER; KAUPPINEN SAKARI 权利人:EXIQON AS 摘要:Modified LNA units are provided that comprises unique base groups. Desirable nucleobase and nucleosidic base substitutions can mediate universal hybridization when incorporated into nucleic acid strands. The novel LNA compounds may be used in a wide variety of applications, such as PCR primers, sequencing, synthesis of antisense oligonucleotides, diagnostics and the like.
参考标题:Organocatalyzed Kabbe Condensation Reaction For Mild And Expeditious Synthesis Of 2,2‐dialkyl And 2‐spiro‐4‐chromanones 作者:Naval P. Kapuriya,Jasmin J. Bhalodia,Mrunal A. Ambasana,Rashmi B. Patel,Atul H. Bapodra 摘要:An Expeditious Kabbe Condensation Reaction For The Synthesis Of 2,2‐dialkyl And 2‐spiro‐chroman‐4(1H)‐ones Has Been Developed Using Pyrrolidine‐butanoic Acid In Dmso As Bifunctional Organocatalyst. Unlike Existing Methods, This Reaction Proceeds At Room Temperature With High Yields, Rendering It An Attractive Method To Synthesize A Vast Variety Of Privileged 4‐chromones.
合成参考文献
参考文献:10.1016/j.saa.2011.05.080 摘要:Saheb V, Sheikhshoaie I. A new Schiff base compound N,N′-(2,2-dimetylpropane)-bis(dihydroxylacetophenone): Synthesis, experimental and theoretical studies on its crystal structure, FTIR, UV–visible, 1H NMR and 13C NMR spectra. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2011 Oct;81(1):144–50. doi: 10.1016/j.saa.2011.05.080.