350035-53-9

Upstream product

• 16534-12-6 3,5-dihydroxy-4-bromobenzoic acid 
• 64-17-5 ethanol 

Downstream Products

• 745026-69-1 ethyl 4-bromo-3,5-dimethoxybenzoate 
• 797815-36-2 ethyl-4-bromo-3,5-bis(methoxymethyloxy)benzoate 
• 335439-74-2 4-bromo-3-[2-(2,4-dichlorophenyl)ethoxy]-5-hydroxybenzoic acid ethyl ester 
• 1215090-31-5 C₁₃H₁₃BrO₆ 
• 820958-22-3 ethyl 4-bromo-3-decyloxy-5-hydroxybenzoate 
• 350035-63-1 (6-butoxy-3',5'-bis-(3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyloxy)-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-biphenyl-4-yl)-methanol 
• 350035-64-2 4-bromomethyl-6-butoxy-3',5'-bis-(3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyloxy)-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-biphenyl 
• 350035-55-1 4-bromo-3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzoic acid ethyl ester 
• 692205-23-5 benzoic acid 3-{3-{3-[3-benzyloxymethyl-5-(3-methyl-benzyloxy)-phenoxy]-propoxy}-5-[4-bromo-3-(3-bromo-benzyloxy)-5-decyloxy-benzyloxy]-benzyloxy}-5-bromo-phenyl ester 
• 692205-36-0 4-{3-{3-[3-benzyloxymethyl-5-(3-methyl-benzyloxy)-phenoxy]-propoxy}-5-[4-bromo-3-(3-bromo-benzyloxy)-5-decyloxy-benzyloxy]-benzyloxy}-4'-methoxymethoxy-biphenyl 
• 692205-40-6 4'-{3-{3-[3-benzyloxymethyl-5-(3-methyl-benzyloxy)-phenoxy]-propoxy}-5-[4-bromo-3-(3-bromo-benzyloxy)-5-decyloxy-benzyloxy]-benzyloxy}-biphenyl-4-ol 
• 692205-79-1 3-{3-(4-bromo-benzyloxy)-5-[2-(2-methyl-benzyloxy)-ethoxy]-benzyloxymethyl}-5-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-benzoic acid ethyl ester 
• 692205-82-6 (3-{3-(4-bromo-benzyloxy)-5-[2-(2-methyl-benzyloxy)-ethoxy]-benzyloxymethyl}-5-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-phenyl)-methanol 
• 692205-13-3 5-(3-{3-[3-Benzyloxymethyl-5-(3-methyl-benzyloxy)-phenoxy]-propoxy}-5-bromomethyl-phenoxymethyl)-2-bromo-1-(3-bromo-benzyloxy)-3-decyloxy-benzene 

Relevant academic research and scientific papers

Discovery of novel somatostatin receptor subtype 5 (SSTR5) antagonists: Pharmacological studies and design to improve pharmacokinetic profiles and human Ether-a-go-go-related gene (hERG) inhibition

Somatostatin (SST) is a peptide hormone comprising 14 or 28 amino acids that inhibits endocrine and exocrine secretion via five distinct G-protein-coupled receptors (SSTR1–5). SSTR5 has an important role in inhibiting the secretion of pancreatic and gastrointestinal hormones (e.g., insulin, GLP-1, PYY) through the binding of SSTs; hence, SSTR5 antagonists are expected to be novel anti-diabetic drugs. In the course of our lead generation program of SSTR5 antagonists, we have discovered a novel spiroazetidine derivative 3a. However, pharmacological evaluation of 3a revealed that it had to be administered at a high dose (100?mg/kg) to show a persistent glucose-lowering effect in an oral glucose tolerance test (OGTT). We therefore initiated an optimization study based on 3a aimed at improving the antagonistic activity and mean residence time (MRT), resulting in the identification of 2-cyclopropyl-5-methoxybiphenyl derivative 3k. However, 3k did not show a sufficient persistent glucose-lowering effect in an OGTT; moreover, hERG inhibition was observed. Hence, further optimization study of the biphenyl moiety of compound 3k, focused on improving the pharmacokinetic (PK) profile and hERG inhibition, was conducted. Consequently, the introduction of a chlorine atom at the 6-position on the biphenyl moiety addressed a putative metabolic soft spot and increased the dihedral angle of the biphenyl moiety, leading to the discovery of 3p with an improved PK profile and hERG inhibition. Furthermore, 3p successfully exhibited a persistent glucose-lowering effect in an OGTT at a dose of 3?mg/kg.

Total synthesis of (±)-kuwanol e

The total synthesis of the Diels-Alder-type adducts (±)-kuwanol E and the heptamethyl ether derivative of (±)-kuwanon Y has been accomplished via a convergent strategy involving 2′-hydroxychalcone 6 or 9 and dehydroprenylstilbene 7, in nine steps. The syn

Role of Aromatic Interactions in Temperature-Sensitive Amphiphilic Supramolecular Assemblies

Aromatic interactions were found to greatly influence the temperature-dependent dynamic behavior within supramolecular assemblies. Using an amphiphilic dendron, we systematically changed the hydrophobic groups introducing increasing levels of aromaticity while keeping the hydrophilic part constant. We show that the supramolecular assemblies become less sensitive to temperature changes when aromatic interactions in the aggregate are increased. Conversely, the absence of aromaticity in the hydrophobic moieties produces temperature-sensitive aggregates. These results show that subtle molecular-level interactions can be utilized to control temperature-sensitive behavior in the nanoscale. These findings open up new design strategies to rationally tune the behavior of stimuli-responsive supramolecular assemblies on multiple spatiotemporal scales.

HETEROCYCLIC COMPOUND

A compound having an SSTR5 antagonist action and use of the compound as a medicament are provided. Specifically, a compound represented by the following formula: wherein each symbol is as defined herein, or a salt thereof, a medicament comprising the compound or a salt thereof, and use of the compound or a salt thereof as an agent for the prophylaxis or treatment of diabetes mellitus are provided.

SPIRO AZETIDINE ISOXAZOLE DERIVATIVES AND THEIR USE AS SSTR5 ANTAGONISTS

Provided is a compound represented by the following formula (1) or a salt thereof, which has an SSTR5 antagonistic action: wherein each symbol has the same definition as in the specification.

Synthesis and characterization of phenol-based biaryl proton conducting polymers

Biaryl hydroxy polymers with orthogonal disposition of proton transporting iOH moieties have been synthesized via conventional free radical polymerization. The polymers are characterized for their thermal stability and proton conductivity, and the results

Disassembly of dendritic micellar containers due to protein binding

Disassembling a supramolecular assembly and releasing the contents of the assembly in response to a stimulus are important goals of supramolecular chemistry. When proteins are used as the stimulus, the biological relevance of the supramolecular event dram

Sonogashira reactions with propyne: Facile synthesis of 4-Hydroxy-2-methylbenzofurans from Iodoresorcinols

The Sonogashira reaction of terminal alkynes and ortho-halophe- nols with subsequent cyclization is a well-precedented method for the synthesis of substituted benzofurans. Here we describe the extension of this method to the coupling of 2-iodoresorcinols and terminal alkynes, including propyne, to give 4-hydroxy-2-substi- tuted benzofurans. In particular, we describe the screening, method development, and scaleup of the reaction with propyne using standard hydrogenation equipment.

Enzyme-triggered disassembly of dendrimer-based amphiphilic nanocontainers

(Figure Presented) We demonstrate a new enzyme-induced disassembly of amphiphilic nanocontainers based on dendrimers. Disassembly and the ensuing release of noncovalently bound guest molecules are of great interest because of their implications in areas s

Initial investigation into the Suzuki-Miyaura vinylation of hindered aryl bromides utilizing potassium vinyltrifluoroborate

An initial study of the Suzuki-Miyaura cross-coupling of potassium vinyltrifluoroborate (2) and hindered aryl bromides is presented. Coupling of benzyl 3,5-bis(benzyloxy)-4-bromobenzoate (1) leads to a mixture of the desired styrene derivative, and the reduced product.