80427-40-3

Upstream product

• 207285-19-6 (4-Benzyloxyphenyl)-(2,5-dimethoxyphenyl)-methanone 
• 100-07-2 4-methoxy-benzoyl chloride 
• 150-78-7 1,4-dimethoxybezene 
• 6793-92-6 p-benzyloxyphenylbromide 
• 105259-59-4 N,N-dimethyl-2,5-dimethoxybenzamide 
• 80427-23-2 (2,5-dimethoxyphenyl)(4-methoxyphenyl)methanone 

Downstream Products

• 207285-20-9 4-(4-acetoxyphenyl)-3-phenyl-6-methoxychromen-2-one 
• 120506-56-1 (2,5-dihydroxyphenyl)(4-hydroxyphenyl)methanone 
• 620971-28-0 (2,5-dihydroxyphenyl)(4-hydroxyphenyl)methanone oxime 

Relevant academic research and scientific papers

Design and synthesis of aryl diphenolic azoles as potent and selective estrogen receptor-β ligands

New diphenolic azoles as highly selective estrogen receptor-β agonists are reported. The more potent and selective analogues of these series have comparable binding affinities for ERβ as the natural ligand 17β-estradiol but are > 100-fold selective over ERα. Our design strategy not only followed a traditional SAR approach but also was supported by X-ray structures of ERβ cocrystallized with various ligands as well as molecular modeling studies. These strategies enabled us to take advantage of a single conservative residue substitution in the ligand-binding pocket, ERα Met421 → ERβ Ile373, to optimize ERβ selectivity. The 7-position-substituted benzoxazoles (Table 5) were the most selective ligands of both azole series, with ERB-041 (117) being >200-fold selective for ERβ. The majority of ERβ selective agonists tested that were at least sim;50-fold selective displayed a consistent in vivo profile: they were inactive in several models of classic estrogen action (uterotrophic, osteopenia, and vasomotor instability models) and yet were active in the HLA-B27 transgenic rat model of inflammatory bowel disease. These data suggest that ERβ-selective agonists are devoid of classic estrogenic effects and may offer a novel therapy to treat certain inflammatory conditions.

Synthesis and pharmacological evaluation of novel cis-3,4-Diaryl-hydroxychromanes as high affinity partial agonists for the estrogen receptor

The syntheses and in vitro pharmacological evaluation of a number of cis-3,4-diaryl-hydroxy-chromanes are reported, along with the results of a thorough in vivo profiling of the tissue-selective estrogen partial-agonist NNC 45-0781 [3, (-)-(3S,4R)-7-hydro

Studies on the Friedel-Crafts Reaction. XVI, Preparation of Isomeric 2-Acyl- and 3-Acyl-4-methoxy Phenols

Acylation of 4-methoxy phenol according to Friedel and Crafts, as well as the rearrangement of its esters according to Fries lead always to 2-acyl-4-methoxy phenols or to their demethylated compounds.The unknown 3-acyl-4-methoxyphenols were prepared in two steps: First, the ester is acylated with the corresponding acyl chloride and SnCl4 in nitromethane.In the second step the resulting ketoesters are hydrolysed.This is a general method.The yields of meta-acylphenols are between 40 and 90percent.The isomeric 2-acyl-4-methoxyphenols which were partly unknown or accessible only in low yields have also been prepared for comparative spectral studies (UV, IR, NMR, MS) of ortho- and meta-acylphenols. - Keywords: Friedel-Crafts acylation; Fries rearrangement; Ketoesters; Spectral data