1699-61-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(3,4-Bis(benzyloxy)phenyl)acetic acid is used as an intermediate in the synthesis of Norlaudanosoline (N661425) analogues. Norlaudanosoline is a key intermediate on the biosynthetic pathway to morphinan and benzylisoquinoline alkaloids, which are important classes of compounds with significant pharmacological properties. These alkaloids have been widely studied for their potential applications in the treatment of various medical conditions, including pain management and addiction therapy.
In the synthesis of Norlaudanosoline analogues, 2-(3,4-Bis(benzyloxy)phenyl)acetic acid plays a vital role in the formation of the target molecule, which can then be further modified or functionalized to develop new drugs with improved therapeutic profiles. The use of this intermediate allows for the exploration of novel chemical structures and potential therapeutic applications, contributing to the ongoing efforts in drug discovery and development.

Upstream product

• 102-32-9 3,4-dihydroxyphenylacetate 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 100-39-0 benzyl bromide 
• 1258154-16-3 α-(N-methylanilino)-3,4-dibenzyloxycinnamonitrile 
• 126992-70-9 benzyl 2-(3,4-bis(benzyloxy)phenyl)acetate 
• 1699-58-7 3,4-bis(benzyloxy)benzyl alcohol 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 1699-59-8 3,4-dibenzyloxybenzyl chloride 
• 1699-60-1 (3,4-bis-benzyloxyphenyl)acetonitrile 
• 100-44-7 benzyl chloride 

Downstream Products

• 96826-11-8 2-<3,4-bis(benzyloxy)phenyl>ethanol 
• 78178-56-0 3,4-dibenzyloxy-phenylacetyl chloride 
• 95623-15-7 3,4-Dibenzyloxy-phenylessigsaeure-aethylamid 
• 96072-86-5 3,4-Dibenzyloxy-phenylessigsaeure-diaethylamid 
• 1186216-97-6 C₇₂H₇₂N₄O₉ 
• 10597-60-1 hydroxytyrosol 
• 1129-53-9 3,4-dihydroxyphenylacetamide 
• 83112-22-5 3,4-Dihydroxyphenylacetic acid diethylamide 
• 91012-52-1 3,4-Dihydroxy-phenylessigsaeure-aethylamid 
• 78178-85-5 C₂₀H₂₁NO₄*ClH 
• 138645-01-9 1-<3',4'-bis(benzyloxy)benzyl>-3,4-dihydro-6-methoxyisoquinolin-7-ol 
• 78178-78-6 2-(3',4'-dibenzyloxyphenacyl)-N-(3'',4''-dibenzyloxyphenylacetyl)pyrrolidine 
• 78178-81-1 6,7-di-(3',4'-dibenzyloxyphenyl)-5-oxo-1,2,3,5,8,8a-hexahydroindolizine 
• 78178-88-8 6,7-di(3,4-dibenzyloxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 

Relevant academic research and scientific papers

Synthesis and evaluation of new sesamol-based phenolic acid derivatives with hypolipidemic, antioxidant, and hepatoprotective effects

The objective of this study is to synthesize a series of sesamol-based phenolic acid derivatives, which were designed by combination principle. The hypolipidemic activity of all these compounds was preliminarily screened by acute hyperlipidemic mice model induced by Triton WR 1339, in which compound T6 exhibited more significant reducing plasma TG and TC than fenofibrate. Compound T6 was also found to obviously decrease TG and TC both in the plasma and hepatic tissue of high-fat-diet-induced hyperlipidemic mice. Moreover, T6 showed hepatoprotective effects, which remarkable amelioration in characteristic liver enzymes was examined and the histopathological observation displayed that compound T6 inhibited lipids accumulation in the hepatic. The levels of PPAR-α receptor related to lipids metabolism in hepatic tissue were upregulated after T6 treatment. Other potent effects of T6 such as antioxidant and anti-inflammatory activity were also observed. On the bases of these findings, compound T6 may serve as an effective hypolipidemic and hepatoprotective agent. [Figure not available: see fulltext.]

Designing new analogs for streamlining the structure of cytotoxic lamellarin natural products

Despite the therapeutic potential of marine-derived lamellarin natural products, their preclinical development has been hampered by their lipophilic nature, causing very poor aqueous solubility. In order to develop more drug-like analogs, their structure was streamlined in this study from both the cytotoxic activity and lipophilicity standpoints. First, a modified total synthetic route was successfully devised to construct a library of 59 systematically designed lamellarin analogs, which were then subjected to cytotoxicity and log P determinations. Along with the 25 first-generation lamellarins previously synthesized in our laboratory, the structure-activity and structure-lipophilicity relationships were extensively evaluated. Our results clearly indicated the additional structural requirements around the lamellarin skeleton which, when combined with those reported previously, can provide invaluable guidance for further modifications to increase the aqueous solubility of these compounds.

Efficient synthesis of hydroxytyrosol from 3,4-dihydroxybenzaldehyde

Hydroxytyrosol is a naturally occurred orthodiphenolic component of olive oil. A variety of biological functions for this molecule have been reported. We report herein an efficient and practical method for the chemical synthesis of hydroxytyrosol from 2,3-dihydroxybenzaldehyde. Taylor & Francis Group, LLC.

Amide compounds, their production and use

A compound is provided which has the formula STR1 wherein m is an integer of 1 to 3; n is an integer of 1 or 2; p is an integer of 1 or 2; q is an integer of 1 to 6; x is an integer of 2 to 6; Ph is phenylene or a pharmceutically acceptable salt thereof. Also provided is a method for glutamate receptor inhibition which comprises administering to a mammal in need thereof an effective amount of said compound or a pharmaceutically acceptable salt thereof. Compositions for glutamate receptor inhibition are provided which contain an effective amount of said compound to provide a glutamate receptor inhibition effect, together with at least one pharmaceutically acceptable carrier, dilient or excipient therefor.

BIOSYNTHESIS OF TYLOPHORINE AND TYLOPHORININE

Administration of 3,4-dihydroxyphenyl(2-(14)C)alanine to young Tylophora asthmatica plants revealed that ring B and carbon atoms C9 and C7' of tylophorine and tylophorinine are derived from dopa.Tracer experiments with 6,7-diphenylhe

Biosynthesis. Part 24. Speculative Incorporation Experiments with 1-Benzylisoquinolines and a Logical Approach via C6-C2 and C6-C3 Precursors to the Biosynthesis of Hasubanonine and Protostephanine

Many possible 1-benzyltetrahydroisoquinolines have been examined as possible advanced precursors of the alkaloids hasubanonine (1) and protostephanine (2) in Stephania japonica plants, but none was incorporated significantly.Administration of various precursor molecules having only one aromatic ring, such as tyrosine, has demonstrated that both alkaloids are derived from two different C6-C2 biogenetic units.The subsequent failure of further 1-benzyltetrahydroisoquinolines and bisphenethylamines to be incorporated suggested the intermediacy of either (a) modified 1-benzylisoquinolines or (b) trioxygenated C6-C2 building blocks.Precursors designed to examine the first possibility, such as 1-benzyl-3,4-dihydroisoquinolines or 1-benzyl-1-carboxytetrahydroisoquinolines, were not incorporated into (1) and (2) whereas two 3',4',5'-trioxygenated 2-phenylethylamines were incorporated.These findings allow further delineation of the requirements for later precursors of the alkaloids (1) and (2).