76166-59-1

Basic information

• Product Name: Derrone
• Synonyms: 3-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one;Derrone;5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
• CAS NO: 76166-59-1
• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.33804
• Mol File: 76166-59-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 584.1±50.0 °C(Predicted)
• Appearance: /
• Density: 1.368±0.06 g/cm3(Predicted)
• PKA: 6.47±0.40(Predicted)
• CAS DataBase Reference: Derrone(CAS DataBase Reference)
• NIST Chemistry Reference: Derrone(76166-59-1)
• EPA Substance Registry System: Derrone(76166-59-1)

Safety Data

• Hazardous Substances Data: 76166-59-1(Hazardous Substances Data)

Usage

General Description

Derrone is a chemical compound that has been identified as a potential anticancer drug. It is a non-steroidal anti-inflammatory drug (NSAID) derivative that has shown promising results in inhibiting the growth of various cancer cells, including breast and prostate cancer cells, in laboratory studies. Derrone has been found to induce cell cycle arrest and apoptosis, as well as inhibit the expression of various proteins involved in cancer progression. Its anti-inflammatory properties also contribute to its potential as a cancer therapy, as inflammation is known to play a role in the development and progression of cancer. Further research is needed to fully understand the mechanisms of action and potential therapeutic applications of Derrone in cancer treatment.

Upstream product

• 109517-68-2 5-hydroxy-3(4'-hydroxy)phenyl-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2b:5,6b'>dipyran-4-one 
• 141737-94-2 Toluene-4-sulfonic acid 3-(4-benzyloxy-phenyl)-8,8-dimethyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-5-yl ester 
• 141737-91-9 3-(4-hydroxyphenyl)-8,9-dihydro-5-tosyloxy-8,8-dimethyl-4H,10H-benzo<1,2-b:3,4-b'>dipyran-4,10-dione 
• 114091-02-0 2-carbethoxy-3(4'-methoxy)phenyl-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2b:5,6b'>dipyran-4-one 
• 114090-97-0 2-carbethoxy-5-hydroxy-3-(4'-methoxy)phenyl-8,8-dimethyl-6,7-dihydro-4H,8H-benzo<1,2b:5,4b'>dipyran-4-one 
• 97185-33-6 3-(4'-methoxy)phenyl-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2b:5,6b'>dipyran-4-one 
• 114091-01-9 5-hydroxy-3-(4'-methoxy)phenyl-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2b:5,6b'>dipyran-4-one 
• 57261-40-2 1-(5,7-Dihydroxy-2,2-dimethyl-chroman-6-yl)-2-(4-methoxy-phenyl)-ethanone 
• 5304-65-4 1-(5-hydroxy-7-methoxy-2,2-dimethyl-chroman-6-yl)-2-(4-methoxy-phenyl)-ethanone 
• 141737-88-4 3-(4-Benzyloxy-phenyl)-5-hydroxy-8,8-dimethyl-8,9-dihydro-pyrano[2,3-f]chromene-4,10-dione 
• 124360-59-4 6-acetyl-7-hydroxy-5-methoxy-2,2-dimethyl-4-chromanone 
• 160154-81-4 4',6'-bis(benzyloxy)-3'-iodo-2'-(methoxymethoxy)acetophenone 
• 104691-92-1 lupiwighteone hydrate 
• 95165-66-5 3-Iod-2-hydroxy-4,6-dibenzyloxy-acetophenon 

Downstream Products

• 34086-52-7 5-hydroxy-3(4'-methoxy)phenyl-8,8-dimethyl-4H,8H-benzo<1,2b:5,6b'>dipyran-4-one 

Relevant articles and documents

Regioselective Synthesis of Prenylisoflavones. Syntheses of Lupiwighteone, Lupiwighteone Hydrate and Related Compounds

The palladium-catalyzed coupling reaction of 4',5.7-tris(benzyloxy)-8-iodoisoflavone 11, synthesized from the 3'-iodochalcone 8, with 2-methyl-3-butyn-2-ol gave the corresponding 8-(3-hydroxy-3-methylbutynyl)isoflavone 12.Catalytic hydrogenation of 12 gav

SYNTHESIS OF ALPINUM ISOFLAVONE, DERRONE AND RELATED PYRANOISOFLAVONES

Reaction of phenacylchroman 1 with ethoxyalyl chloride in pyridine followed by hydrolysis of the resulting esters 2 and 3 and decarboxylation of the acids 4 and 5, gave dihydro-4'-O-methyl alpinum isoflavone 6 and 4'-O-methylderrone 7 respectively.Similarly 8 gave 11 which was selectively demethylated to 7.DDQ, dehydrogenation of 6, 7 and 11 gave 14, 15 and 17.Demethylation of 6 and 7 followed by dehydrogenation gave alpinum isoflavone 18 and derrone 19.