1462-35-7Relevant articles and documents
New azomycin acyclonucleosides. Synthesis and biodistribution of radiohalogenated analogues in tumor-bearing mice [1]
Hasan,Knapp Jr.,Kilbourn,Buchsbaum
, p. 1351 - 1355 (1993)
The design, synthesis and biological activities of several acyclonucleoside analogues related to misonidazole are described. The hydroxy-5, bromo-6, iodo-7, and fluoro-8 derivatives of ethoxymethylazomycin and iodopropenyloxymethylazomycin (12) have been prepared. Alkylation of silylated azomycin with haloethoxy-methylene chloride gave the corresponding acyclonucleosides. Similarly, propargyloxymethylene chloride gave propargyloxymethylazomycin (10), which after hydrostannylation and subsequent iododestannylation yielded iodopropenyloxymethylazomycin (12). The radiolabeled [125I] or [18F] compounds were prepared from the corresponding substrates. Biodistribution results of the radiolabeled analogues in mice showed that compound 7 had good tumor uptake (2.0% injected dose/g at 1 hour). The high radioactive levels in blood and stomach, however, were perhaps due to in vivo deiodination or metabolism. Compound [125I]- 12 showed the highest tumor uptake (4.8 and 3.6% injected dose/g at 1 and 4 hours respectively) of all of the compounds tested. Relatively low thyroid uptake of radioactivity in mice dosed with compound [125I]-12 indicates significantly reduced in vivo deiodination in comparison to compound [125I]-7.
A simple synthetic method of SEM-CI, an important intermediate of anti-myelofibrosis ruxolitinib
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Paragraph 0008; 0034; 0037-0040, (2019/05/08)
The invention discloses a simple synthetic method of SEM-CI, an important intermediate of anti-myelofibrosis ruxolitinib. A chloromethylation intermediate is synthesized by taking 2-bromoethanol as amain raw material, petroleum ether as a solvent, polyformaldehyde and hydrogen chloride as chloromethylation reagents and concentrated sulfuric acid as a water absorbing agent; A complex of Grignard reagent and butyllithium is used as base extraction bromide and reacts with trimethylchlorosilane to synthesize the target product in two steps. The simple synthetic method of the invention has the advantages of easily available raw materials, low cost, simple and convenient operation, high yield, less ''three wastes '', reasonable process and stable quality.
A 2 - (tri-silyl) b oxygen methyl chloride synthesis method
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Paragraph 0021-0024, (2017/01/12)
The invention discloses a synthetic method of 2-(trimethylsilyl)-ethoxymethyl chloride. The reaction equation in the method is shown in the specification. According to the synthetic method of 2-(trimethylsilyl)-ethoxymethyl chloride disclosed by the invention, reactions are performed in normal pressure states and easy to control. Raw materials are products easily obtained massively in the market. The raw materials are low in cost and high in purity. Finally, reaction is performed in an alkaline condition, and the product is stable and long in retention time in the alkaline condition.
Design and synthesis of some novel oxiconazole-like carboacyclic nucleoside analogues, as potential chemotherapeutic agents
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Behrouz, Somayeh
body text, p. 1760 - 1774 (2009/12/06)
The syntheses of some novel carboacyclic nucleosides, 17a-17o, containing oxiconazole-like scaffolds, are described (Schemes 1-3). In this series of carboacyclic nucleosides, pyrimidine as well as purine and other imidazole derivatives were employed as an imidazole successor in oxiconazole. These compounds could be prepared in good yields by using two different strategies (Schemes 1 and 2). Due to Scheme 1, the N-coupling of nucleobases with 2-bromoacetophenones was attained for 18a-18e, and their subsequent oximation affording 19a-19e and finally O-alkylation with diverse alkylating sources resulted in the products 17a-17g, 17n, and 17o. In Scheme 2, use of 2-bromoacetophenone oximes 20, followed by N-coupling of nucleobases, provided 19f-19j whose final O-alkylation produced 17h-17m (Scheme 2). For the rational interpretation of the dominant formation of (E)-oxime ethers rather than (Z)-oxime isomers, PM3 semiempirical quantum-mechanic calculations were discussed and the calculations indicated a lower heat of formation for (E)-isomers.
