3466-09-9

Basic information

• Product Name: (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one
• Synonyms: (2R)-1,2-Dihydro-2α-isopropenyl-8,9-dimethoxy-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one;(2R)-1,2-Dihydro-2α-isopropenyl-8,9-dimethoxy[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one;(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one;(R)-1,2-Dihydro-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one;7,8-Didehydrorotenone;Dehydrorotenone
• CAS NO: 3466-09-9
• Molecular Formula: C₂₃H₂₀O₆
• Molecular Weight: 0
• Mol File: 3466-09-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 580.8°C at 760 mmHg
• Flash Point: 254.2°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.76E-13mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one(3466-09-9)
• EPA Substance Registry System: (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one(3466-09-9)

Safety Data

• Hazardous Substances Data: 3466-09-9(Hazardous Substances Data)

Usage

General Description

(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one is a complex chemical compound that belongs to the family of benzopyran. It is a derivative of 1,2-dihydro[1]benzopyran-6(12H)-one and isopropenyl. (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one has a unique molecular structure with two benzopyran rings fused together and isopropenyl group attached to one of the rings. Its properties and potential applications may vary depending on its specific structure, but it is likely to have biological activities and potential pharmacological uses due to its complex structure. Further research and experimentation are needed to fully understand the properties and potential uses of this chemical.

InChI:InChI=1/C23H20O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16H,1,8,10H2,2-4H3/t16-/m1/s1

Upstream product

• 3276-13-9 Derritol 
• 105-36-2 ethyl bromoacetate 
• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 83-79-4 rotenone 
• 127-08-2 potassium acetate 
• 7664-41-7 ammonia 
• 64-17-5 ethanol 
• 7553-56-2 iodine 
• 67-64-1 acetone 
• 67-56-1 methanol 
• 34487-52-0 (2R,6aS,12aS)-8-hydroxy-9-methoxy-2-(prop-1-en-2-yl)-1,2,12,12a- tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one 

Downstream Products

• 4970-30-3 {2-[2-(4-hydroxy-2-isopropyl-benzofuran-5-yl)-2-oxo-ethyl]-4,5-dimethoxy-phenoxy}-acetic acid 
• 2847-34-9 {2-[2-((R)-4-hydroxy-2-isopropenyl-2,3-dihydro-benzofuran-5-yl)-2-oxo-ethyl]-4,5-dimethoxy-phenoxy}-acetic acid 
• 41630-83-5 {2-[2-((R)-4-hydroxy-2-isopropenyl-2,3-dihydro-benzofuran-5-yl)-2-oxo-ethyl]-4,5-dimethoxy-phenoxy}-acetic acid ethyl ester 
• 2847-34-9 {2-[2-(4-hydroxy-2-isopropenyl-2,3-dihydro-benzofuran-5-yl)-2-oxo-ethyl]-4,5-dimethoxy-phenoxy}-acetic acid 
• 6624-98-2 9-hydroxy-8-isopentyl-2,3-dimethoxy-6H-chromeno[3,4-b]chromen-12-one 
• 3276-13-9 2-(2-hydroxy-4,5-dimethoxy-phenyl)-1-(4-hydroxy-2-isopropenyl-2,3-dihydro-benzofuran-5-yl)-ethanone 
• 549-22-4 (+/-)-cis-isorotenone 
• 83-79-4 rotenone 
• 549-22-4 (+/-)-trans-isorotenone 

Relevant articles and documents

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Continuous flow microchannel synthesis process of flavonoid compounds

The invention provides a continuous flow microchannel synthesis process of flavonoid compounds. According to the process, hesperidin and iodine elementary substance are used as raw materials and react in a continuous flow microchannel reactor in the presence of a reaction solvent to synthesize the flavonoid compound as shown in a formula A. Compared with a traditional kettle-type preparation process, the process disclosed by the invention has the advantages that the preparation time is obviously shortened, and the conversion rate of raw materials and the yield of products are obviously improved; and especially, when the diosmin is prepared under optimal process conditions of continuous flow microchannel synthesis, the conversion rate of the raw material hesperidin is as high as 96.48%, and the yield of the product diosmin is as high as 81.96%. The continuous flow micro-channel synthesis process provided by the invention is beneficial to realizing safe, efficient and rapid industrial production of flavonoid compounds, and has a wide application prospect.

STUDIES ON THE CHEMICAL TRANSFORMATION OF ROTENOIDS. II. REACTIONS OF ROTENONE AND ROTENONONE WITH PRIMARY AMINES

The ring transformations of rotenone and rotenonone by primary amines were investigated.The improved synthetic methods for rotenonone were also developed.Rotenone (1) underwent cleavage of C-12a and O-13 linkage to give alkylamines (2a-b), while rotenonone (5) gave 2-alkylcarbamoyl-4-alkylimino-8-methylethenyl-3-(2-hydroxy-4,5-dimethoxy)phenyl-8,9-dihydro-4H-furobenzopyrans (7a-d) as a result of nucleophilic attack on C-12 carbon.Compound 1 was oxidized bynitrosyl chloride or dimethyl sulfoxide in the presence of iodine and sulfuric acid to provide rotenonone (5) in improved yields respectively.

Evaluation of rotenone and related compounds as antagonists of slow-reacting substance of anaphylaxis

Rotenone, dihydrorotenone, isorotenone, mutarotenone, and deguelin were found to be potent antagonists of slow-reacting substance of anaphylaxis (SRS-A) in vitro. However, these compounds were also shown to inhibit histamine, serotonin, and acetylcholine