New and promising type of leukotriene B4 (LTB4) antagonists based on the 1,4-benzodioxine structure

Advancements and progress in juvenile idiopathic arthritis: A Review of pathophysiology and treatment

“…[33][34][35][36] Furthermore, GWAS studies have identified genes regulating cartilage and bone growth, including interleukin 6 receptor (IL6R), SH2B adaptor protein 3 (SH2B3), and juxtaposed with another zinc finger 1 (JAZF1). [37][38][39] Complementing these findings, EHR studies have leveraged large-scale patient data, including genetic information, to identify genetic risk loci for JIA. These studies have confirmed previously identified associations and discovered new genetic associations.…”

Methyl 8- and 5-Nitro-1,4-Benzodioxane-2-Carboxylate

“…On the other hand, decoration of the benzene ring (Figure 1), a feature of benzodioxane derivatives often critically related to selectivity for biological receptor subtypes or agonist/antagonist profile [6,7], can only be accomplished using two alternative strategies: condensation of a C3 synthetic unit with benzene already bearing the desired substituents or the introduction of the substituents of benzene into the preformed 2-substituted 1,4-benzodioxane. The two strategies are well exemplified by the recently reported condensation of ethyl 2,3-dibromopropionate with 3-methoxycatechol to give ethyl 5-and 8-methoxy-1,4-benzodioxane-2-carboxylate and Friedel-Craft acetylation of ethyl 1,4-benzodioxane-2-carboxylate to give ethyl 6-and 7-acetyl-1,4-benzodioxane-2carboxylate [8]. Both the strategies suffer drawbacks in terms of the desired regioisomer's yield and separation, which can be avoided but using purposely prepared polysubstituted benzene intermediates, generally O-mono-protected cathecol derivatives, such as, for instance, the regioisomers of nitrocatechol monobenzyl ether [6,9].…”

“…Weighing up all these issues related to substitutions at dioxane C(2) and free positions of benzene, condensation of largely available methyl 2,3-dibromopropionate and 3-substituted catechol seems the simplest approach to directly obtain 2-carboxy substituted 1,4-benzodioxanes bearing a further substituent at C (8) or C (5), with the only unknowns being the two regioisomers' separability and certain identification (Scheme 1). Weighing up all these issues related to substitutions at dioxane C(2) and free positions of benzene, condensation of largely available methyl 2,3-dibromopropionate and 3-substituted catechol seems the simplest approach to directly obtain 2-carboxy substituted 1,4-benzodioxanes bearing a further substituent at C(8) or C (5), with the only unknowns being the two regioisomers' separability and certain identification (Scheme 1).…”

Methyl 8- and 5-Bromo-1,4-Benzodioxane-2-carboxylate: Unambiguous Identification of the Two Regioisomers

“…Mostly, the interaction capabilities of these molecules with biological targets are critically related to two structural features, namely the substitution at the benzodioxane C(2) and the decoration of the benzene ring with different substitution patterns (Figure 1), the former resulting in chirality and often in high eudismic ratios [2] and the latter mainly translating into different selectivity profiles for receptor subtypes of the same family [2][3][4]. Many methods, based on different approaches, have been developed to prepare both racemic and unichiral 2-substituted 1,4-benzodioxanes [5], while the decoration of the benzene ring of the latter relies on two alternative strategies: the construction of the bicycle by condensation of a C3 synthetic unit with benzene already bearing the desired substituents (strategies A and A', Scheme 1) or the benzene decoration of the preformed 2substituted 1,4-benzodioxane (strategy B, Scheme 1) [6]. Many methods, based on different approaches, have been developed to prepare both racemic and unichiral 2-substituted 1,4-benzodioxanes [5], while the decoration of the benzene ring of the latter relies on two alternative strategies: the construction of the bicycle by condensation of a C3 synthetic unit with benzene already bearing the desired substituents (strategies A and A', Scheme 1) or the benzene decoration of the preformed 2-substituted 1,4-benzodioxane (strategy B, Scheme 1) [6].…”

“…Many methods, based on different approaches, have been developed to prepare both racemic and unichiral 2-substituted 1,4-benzodioxanes [5], while the decoration of the benzene ring of the latter relies on two alternative strategies: the construction of the bicycle by condensation of a C3 synthetic unit with benzene already bearing the desired substituents (strategies A and A', Scheme 1) or the benzene decoration of the preformed 2substituted 1,4-benzodioxane (strategy B, Scheme 1) [6]. Many methods, based on different approaches, have been developed to prepare both racemic and unichiral 2-substituted 1,4-benzodioxanes [5], while the decoration of the benzene ring of the latter relies on two alternative strategies: the construction of the bicycle by condensation of a C3 synthetic unit with benzene already bearing the desired substituents (strategies A and A', Scheme 1) or the benzene decoration of the preformed 2-substituted 1,4-benzodioxane (strategy B, Scheme 1) [6]. Common issues of the two strategies are the production of positional isomers [6].…”