40888-03-7Relevant articles and documents
N-benzyl-benzoxazolone compound and synthesis method thereof
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Paragraph 0055-0060, (2017/10/07)
The invention provides an N-benzyl-benzoxazolone compound and a synthesis method thereof. Under the condition of sealed air, catalyzed without metal, a benzoxazolone compound directly reacts with a methylbenzene compound to prepare the N-benzyl-benzoxazolone compound. Compared with the prior art, the synthesis method is very simple and convenient, raw materials are easy to obtain, the cost is low, the efficiency is high, the method is suitable for various reaction substrates. Prepared products can be used for clinical drugs and drug intermediates capable of effectively treating diseases.
Optimization of N-benzyl-benzoxazol-2-ones as receptor antagonists of macrophage migration inhibitory factor (MIF)
Hare, Alissa A.,Leng, Lin,Gandavadi, Sunilkumar,Du, Xin,Cournia, Zoe,Bucala, Richard,Jorgensen, William L.
scheme or table, p. 5811 - 5814 (2010/12/20)
The cytokine MIF is involved in inflammation and cell proliferation via pathways initiated by its binding to the transmembrane receptor CD74. MIF also exhibits keto-enol tautomerase activity, believed to be vestigial in mammals. Starting from a 1 μM hit from virtual screening, substituted benzoxazol-2-ones have been discovered as antagonists with IC50 values as low as 7.5 nM in a tautomerase assay and 80 nM in a MIF-CD74 binding assay. Additional studies for one of the potent inhibitors demonstrated that it is not a covalent inhibitor of MIF and that it attenuates MIF-dependent ERK1/2 phosphorylation in human synovial fibroblasts.
The Reaction of Dialkyl Carbonates with o-Aminophenol Catalysed by K 2CO3: A Novel High-Yield Synthesis of N-Alkylbenzoxazol-2- ones
Selva, Maurizio
, p. 2872 - 2876 (2007/10/03)
At 130-150°C and in the presence of catalytic K2CO 3, o-aminophenol (1) readily reacts with dialkyl carbonates (2: ROCO2R; 2a: R = Me, 2b: Et, 2c: Allyl, 2d: Bn) to give the corresponding N-alkylbenzoxazol-2-ones (3a-d) in high yields (88-98%). This reaction is a rare example where dialkyl carbonates may simultaneously act as carbonylating and alkylating agents likely through a BAc2/B A12 sequence. Moreover, compounds 2a-c serve also as solvents. In the case of 2d, 1,2-dimethoxyethane (DME) is the reaction medium.
