1-[Ethoxyamino)methyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins: a new class of antianaphylactic agents.

doi:10.1021/JM00183A019

Paper

1-[Ethoxyamino)methyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins: a new class of antianaphylactic agents.

Published Sep 1, 1980 · R. Tenbrink, J. Mccall, H. G. Johnson

Journal of medicinal chemistry

Q1 SJR score

15

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

The synthesis and biological activity in the rat passive cutaneous anaphylaxis (PCA) test of a new class of compounds, 1-[(ethoxyamino)methyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins, are reported. These compounds are synthesized from the adduct of 1-(bromomethyl)-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins, are reported. These compounds are synthesized from the adduct of 1-(bromomethyl)-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepin and ethylene glycol or chloroethanol. The influence of the amine function on activity in the rat PCA is discussed. Aryl- or heteroarylpiperazines favor activity with this class of compounds.

In Vitro Study

Study Snapshot

1-[(ethoxyamino)methyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins show potential as a new class of antianaphylactic agents, with aryl- or heteroarylpiperazines favoring their activity in

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

1-[Ethoxyamino)methyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepins: a new class of antianaphylactic agents.

References

Citations

Diastereoselective Formal [5+2] Cycloaddition of Diazo Arylidene Succinimides-Derived Rhodium Carbenes and Aldehydes: A Route to 2-Benzoxepines.

This study presents a facile method for preparing 2-benzoxepine derivatives by Rh(II)-catalyzed decomposition of diazo arylidene succinimides in the presence of aldehydes, offering a new synthetic approach for producing this scaffold.

Synthesis of benzoxepinopyrrolidines/spiropyrrolidines via oxa-Pictet–Spengler and [3+2] cycloaddition reactions

This study presents a one-pot synthesis of 2-benzoxepines and the first-ever synthesis of tricyclic benzoxepinopyrrolidine and pentacyclic benzoxepinospiropyrrolidine oxindole architectures using isatin/paraform

Chemoenzymatic Synthesis of Enantiomerically Pure syn‐Configured 1‐Aryl‐3‐methylisochroman Derivatives

This study demonstrates a two-step synthesis of enantiomerically pure syn-configured 1-aryl3-methylisochroman derivatives using asymmetric biocatalytic ketone reduction and oxa-Pictet-Spengler reaction, yielding 47-92%)

Stereoselective Synthesis of Benzoxepines through Tandem Alkylation/Michael Addition to Vinylogous Carbonates

Tandem SN2 alkylation/Michael addition to vinylogous carbonates enables the stereoselective synthesis of benzoxepines, with improved stereoselectivity when increasing steric bulk of substituents.

Regioselective formation of medium-ring heterocycles of biological relevance by intramolecular cyclization

Intramolecular cyclization allows for the regioselective synthesis of medium-ring heterocycles with biological relevance, such as oxa-, aza-, thia, oxa-thia-, and aza-thia-thia-heterocycle

Synthesis of Oxacycles Employing the Oxa-Pictet–Spengler Reaction: Recent Developments and New Prospects†

The oxa-Pictet-Spengler reaction offers new possibilities for the synthesis of natural products, synthetic bioactive compounds, and new ring systems.

An efficient synthesis of 2-benzoxepines from Morita-Baylis-Hillman adducts using heterogeneous recyclable catalysts.

2-Benzoxepines can be efficiently synthesized from Morita-Baylis-Hillman adducts using recyclable catalysts, but their antibacterial properties were not found.

A facile tandem construction of C–O and C–C bonds: a novel one-pot transformation of Baylis–Hillman adducts into 2-benzoxepines

This study presents a novel one-pot synthesis of 2-benzoxepines from Baylis-Hillman adducts using Prins-type and Friedel-Crafts reactions.

Solid-phase polyamine synthesis using piperazine and piperidine building blocks.

This study demonstrates a method for synthesizing novel analogues of wasp polyamine toxins (philanthotoxins) using piperazine and piperidine building blocks on solid support, with potential applications in drug discovery.