135203-64-4

Usage

Uses

Used in Organic Synthesis:
DIMETHYL [(2,5-DIBENZYLOXY)PHENYLMETHYL]PHOSPHONATE is used as a synthetic intermediate for the development of complex organic molecules. Its application in this field is due to its unique chemical structure, which can be manipulated to form a wide range of compounds with diverse properties and functions.
Used in Pharmaceutical Industry:
DIMETHYL [(2,5-DIBENZYLOXY)PHENYLMETHYL]PHOSPHONATE is used as a building block for the synthesis of pharmaceutical compounds. Its role in this industry is attributed to its ability to contribute to the formation of molecules with potential therapeutic properties, which can be further developed into drugs for various medical conditions.
Used in Chemical Research:
DIMETHYL [(2,5-DIBENZYLOXY)PHENYLMETHYL]PHOSPHONATE is used as a research tool in chemical laboratories. Its application in this field is due to its potential to provide insights into the behavior of similar compounds and contribute to the advancement of chemical knowledge and understanding.

Upstream product

• 78283-39-3 2,5-bisbenzyloxybenzyl chloride 
• 121-45-9 phosphorous acid trimethyl ester 
• 512-56-1 trimethyl phosphite 

Downstream Products

• 150258-61-0 trans-1-(3'-carboxy-4'-(benzyloxy)phenyl)-2-(2'',5''-bis(benzyloxy)phenyl)ethene 
• 135203-65-5 C₅₀H₄₂O₅ 

Relevant academic research and scientific papers

Disubstituted lavendustin a analogs and pharmaceutical compositions comprising the analogs

Disubstituted lavendustin A analogs that are PTK inhibitors having antiproliferative activity are described. Preferred compounds of the present invention, without limitation, satisfy either Formula 1 or Formula 2. Currently preferred compounds ,based on in vivo biological activity, are 4'-adamantylbenzoate-1'-N-1,4-dihydroxybenzylamine and 4'-adamantylmethylbenzoate-1'-N-1,4-dihydroxybenzylamine. The present invention also provides pharmaceutical compositions comprising effective amounts of disubstituted lavendustin A analogs. Such compositions also may comprise other active ingredients, other materials conventionally used in the formulation of pharmaceutical composition, and mixtures thereof. The compounds and compositions of the present invention can be used for treating subjects to, for example, inhibit the proliferation of living cells in the treatment of proliferative diseases.

Non-Amine Based Analogues of Lavendustin A as Protein-Tyrosine Kinase Inhibitors

The fermentation product lavendustin A (1) is a protein-tyrosine kinase (PTK) inhibitor whose active pharmacophore has previously been shown to reside in the more simplified salicyl-containing benzylamine 2.Amine 2 bears some structural resemblance to two other natural product PTK inhibitors, erbstatin (3) and piceatannol (4).Non-amine containing analogues of 2 were therefore synthesized which incorporated additional aspects of either erbstatin or piceatannol.Examination of these inhibitors in immunoprecipitated p56lck, epidermal growth factor receptor (EGFR), and c-erb B-2/HER 2/neu PTK preparation showed that compound 12 (IC50=60 nM)was one of the most potent p56lek inhibitors reported to date.These results demonstrate that nitrogen is not an essential component of the lavendustin A pharmacophore 2 and that 1,2-diarylethanes and ethenes bearing a salicyl moiety appear to be valuable structural motifs for the constuction of extremely potent PTK inhibitors.