67127-91-7

Usage

Uses

Used in Pharmaceutical Industry:
2,5-BIS-BENZYLOXY-BENZOIC ACID is used as a building block for the synthesis of pharmaceuticals due to its unique chemical structure and properties. It contributes to the development of new drugs by providing a versatile platform for chemical modifications and enhancements in drug efficacy and selectivity.
Used in Organic Synthesis:
2,5-BIS-BENZYLOXY-BENZOIC ACID is used as a reagent in organic synthesis reactions for creating new molecules and materials with specific properties. Its presence in these reactions allows for the formation of a variety of complex organic compounds, which can be tailored for specific applications in various industries, including but not limited to pharmaceuticals, agrochemicals, and materials science.
Used in Materials Science:
2,5-BIS-BENZYLOXY-BENZOIC ACID is utilized in the field of materials science for the development of novel materials with unique properties. Its chemical structure allows for the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity, which can be applied in various technological and industrial applications.

InChI:InChI=1/C21H18O4/c22-21(23)19-13-18(24-14-16-7-3-1-4-8-16)11-12-20(19)25-15-17-9-5-2-6-10-17/h1-13H,14-15H2,(H,22,23)

Upstream product

• 78283-37-1 benzyl 2,5-bis(benzyloxy)benzoate 
• 106296-25-7 methyl 2,5-bis(phenylmethoxy)benzoate 
• 490-79-9 2,5-dihydroxybenzoic acid. 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 2150-46-1 Methyl 2,5-dihydroxybenzoate 

Downstream Products

• 144383-48-2 2,5-dibenzyloxybenzoyl-L-Arg(NO₂)-L-Pro-L-Ile-L-Aba-OBzl 
• 78283-38-2 2,5-bisbenzyloxybenzyl alcohol 
• 34701-77-4 1-(2,5-dihydroxyphenyl)propan-2-one 
• 79755-57-0 1-(3,5-dihydroxyphenyl)prop-1-ene 
• 79755-56-9 1-(3,5-dihydroxyphenyl)-2-chloropropane 
• 79755-55-8 1-(3,5-bisbenzyloxyphenyl)-2-chloropropane 
• 78283-39-3 2,5-bisbenzyloxybenzyl chloride 
• 79755-48-9 1-(2,5-bisbenzyloxyphenyl)propan-2-one 
• 79755-47-8 2,5-bisbenzyloxyphenylacetic acid 
• 78283-40-6 2,5-bisbenzyloxybenzyl cyanide 
• 127589-86-0 2,5-dihydroxy-benzoic acid dodecyl ester 
• 127589-88-2 2,5-dihydroxy-benzoic acid octadecyl ester 
• 1355333-49-1 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2,5-dihydroxybenzoate 
• 1355333-58-2 2-(3,4-dibenzyloxyphenyl)-7-benzyloxy-5-hydroxy-4-oxo-4H-chromen-3-yl 2,5-dibenzyloxybenzoate 

Relevant academic research and scientific papers

Metal-free Synthesis of Spiro-2,2′-benzo[b]furan-3,3′-ones via PhI(OAc)2-Mediated Cascade Spirocyclization

Treating the benzyl protected 3-hydroxy-1,3-bis(2-hydroxyphenyl)prop-2-en-1-ones solely with PhI(OAc)2 (PIDA) in DCE at room temperature readily furnished the seldom studied spiro-2,2′-benzo[b]furan-3,3′-ones in satisfactory to excellent yields. The hypervalent iodine reagent enables the metal-free cascade spirocyclization resulting in the dual oxidative C?O bond formation. (Figure presented.).

Synthesis and antiviral activity of substituted quercetins

Influenza viruses are important pathogens that cause respiratory infections in humans and animals. In addition to vaccination, antiviral drugs against influenza virus play a significant role in controlling viral infections by reducing disease progression and virus transmission. Plant derived polyphenols are associated with antioxidant activity, anti-carcinogenic, and cardio- and neuro-protective actions. Some polyphenols, such as resveratrol and epigallocatechin gallate (EGCG), showed significant anti-influenza activity in vitro and/or in vivo. Recently we showed that quercetin and isoquercetin (quercetin-3-β-d-glucoside), a glucoside form of quercetin, significantly reduced the replication of influenza viruses in vitro and in vivo (isoquercetin). The antiviral effects of isoquercetin were greater than that of quercetin with lower IC50 values and higher in vitro therapeutic index. Thus, we investigated the synthesis and antiviral activities of various quercetin derivatives with substitution of C3, C3′, and C5 hydroxyl functions with various phenolic ester, alkoxy, and aminoalkoxy moieties. Among newly synthesized compounds, quercetin-3-gallate which is structurally related to EGCG showed comparable antiviral activity against influenza virus (porcine H1N1 strain) to that of EGCG with improved in vitro therapeutic index.

IMIDAZOPYRIDINE COMPOUNDS

Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of formula (I) wherein the variables are as defined herein.

Total Synthesis of Petrobactin and Its Homologues as Potential Growth Stimuli for Marinobacter hydrocarbonoclasticus, an Oil-Degrading Bacteria

A modular synthesis was developed to access petrobactin, a catechol-containing siderophore isolated from Marinobacter hydrocarbonoclasticus. A range of petrobactin homologues with differing dihydroxybenzamide motifs and in one case an increased number of

Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives

This paper describes the discovery of a new non-peptide endothelin A (ET(A)) selective ligand, 2,4-dibenzyloxybenzoic acid 3, which inhibits the binding of [125I]ET-1 to ET(A) receptors with an IC50 of 9 μM (ET-1 = endothelin-1). Optimisation of 3 resulted in compound 52 which had an IC50 of 1 μM. One of the analogues of 3, compound 15, was examined in a functional assay and shown to antagonise ET-1-induced contraction of rat aorta. The identification of 3 was made through the application of ChemDBS-3D searching of our corporate database. The 3D query, using an aromatic ring to a carboxylic acid group separated by 10.2 ± 1.1 A, was derived from an examination of common pharmacophoric distances found in the low energy conformations of two known ET(A) antagonists, the cyclic pentapeptide BQ 123 1 and myriceron caffeoyl ester 2.

Biosynthesis of Fungal Metabolites. Terrein, a Metabolite of Aspergillus terreus Thom

Terrein, a metabolite of Aspergillus terreus Thom, is biosynthesised from 3,4-dihydro-6,8-dihydroxy-3-methylisocoumarin by contraction of an aryl ring.The direction of the ring contraction has been investigated using acetate as precursor.

Benzamide derivatives

Benzamide derivatives of the formula:- STR1 wherein R1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino, alkylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl group (wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms), an alkanoyl, alkoxycarbonyl, alkoxycarbonylamino or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, aryl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl or aroyl group, and n represents an integer 1, 2 or 3, are new compounds possessing pharmacological properties, in particular properties of value in the treatment of respiratory disorders manifested by the interaction of tissue-fixed antibodies with specific antigens.