4016-85-7Relevant articles and documents
An alprazolam intermediate benzodiazepine preparation process of thione
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Paragraph 0019; 0021; 0022, (2016/10/10)
The invention relates to a preparation method of benzodiazothioketone serving as an intermediate of alprazolam. The preparation method comprises the following steps: performing a typical acylation reaction, a cyclization reaction and a vulcanization reaction on 2-amino-5-chloro-benzophenone (M2) serving as a raw material to obtain a benzodiazothioketone crude product (the HPLC (High Performance Liquid Chromatography) content is about 94 percent); and recrystallizing the crude product in a mixed solvent at the normal temperature to obtain a fine product of which the HPLC content is over 98.5 percent, wherein the melting point of the fine product is 238-242 DEG C (the melting range is below 3 DEG C). The preparation method has the advantages of small number of synthesis steps, mild process condition, easiness in controlling a refining method, high yield, high fine product content, controllable low production cost, reduction in environmental pollution, and contribution to industrialization.
Design, synthesis and evaluation of aminobenzophenone derivatives containing nitrogen mustard moiety as potential central nervous system antitumor agent
Singh, Rajesh K.,Prasad,Bhardwaj
, p. 5901 - 5911 (2013/11/06)
A series of novel substituted aminobenzophenone derivatives containing nitrogen mustard moiety (5a-f) were synthesized and characterized on the basis of their IR, 1H NMR, 13C NMR, CHN, and mass spectral data. All the compounds when evaluated for chemical 4-(4-nitrobenzyl) pyridine alkylating activity proved to be active alkylating agents. All the synthesized compounds were subjected to physicochemical parameters determination required for central nervous system (CNS) activity through computational, online software, and QikProp 3.2. The log P values and other in silico ADME physicochemical descriptors analyzed lay between the ranges those are required for good BBB penetration. The in vitro antiproliferative activity against human cancer cell lines viz. A 549 (lung), COLO 205 (colon), U 87 (glioblastoma), and IMR-32 (neuroblastoma) was investigated. Most of the test compounds showed potent antitumor activity, especially compound (5f) which displayed the highest activity against CNS cancer cell line comparable to that of chlorambucil and docetaxel. The preliminary structure-activity relationship (SAR) revealed that 5-chloroaminobenzophenone-mustard series (5a-c) exhibited better antitumor activity than 5-nitroaminobenzophenone-mustard series (5d-f).
Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives
Cheng, Pi,Zhang, Quan,Ma, Yun-Bao,Jiang, Zhi-Yong,Zhang, Xue-Mei,Zhang, Feng-Xue,Chen, Ji-Jun
supporting information; experimental part, p. 3787 - 3789 (2009/04/06)
A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively).