38594-42-2Relevant articles and documents
Synthetic process of 2,3-dichlorobenzaldehyde
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, (2017/09/01)
The invention discloses a synthetic process of 2,3-dichlorobenzaldehyde. The synthetic process comprises the steps that 2,3-dichlorotoluene is used as a raw material, bromine is used as an auxiliary material, azodiisobutyronitrile is used as a catalyst, the bromine utilization rate is improved through hydrogen peroxide, the generated 2,3-dichlorobenzyl bromide is hydrolyzed into 2,3-dichlorobenzaldehyde in 30 wt% of sodium carbonate water solution, the 2,3-dichlorobenzaldehyde is generated by using hydrogen bromide to catalyze hydrogen peroxide oxidization, the total yield is 70% or above, and the product purity is 99.25% or above. The raw material conversion rate and selectivity of the process are high. In addition, the by-product production rate is reduced, the bromine utilization rate is improved, the bromine usage amount is decreased, and the synthetic process is greener and environmentally friendly compared with a traditional metal-catalyzed oxidation technology.
O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1
Malachowski, William P.,Winters, Maria,DuHadaway, James B.,Lewis-Ballester, Ariel,Badir, Shorouk,Wai, Jenny,Rahman, Maisha,Sheikh, Eesha,LaLonde, Judith M.,Yeh, Syun-Ru,Prendergast, George C.,Muller, Alexander J.
supporting information, p. 564 - 576 (2016/01/09)
Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a potent sub-micromolar inhibitor of IDO1. Structure-activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications.
First pinacol coupling in emulsified water: Key role of surfactant and impact of alternative activation technologies
Billamboz, Muriel,Len, Christophe
, p. 1664 - 1675 (2015/06/02)
For the first time, the influence of surfactants on the radical pinacol coupling reaction is investigated. The rate and selectivity of this reductive C-C coupling are compared under three different activation technologies: thermal activation, microwave irradiation, and sonication. The use of IgepalCO520, a neutral surfactant, led to the successful conversion of aromatic or α,β-unsaturated aliphatic carbonyl compounds in moderate to excellent yield (55-90 %). An insight on the potential mechanism involved in the reaction is also proposed, based on microscopic observations and particle size measurement.
