1775-95-7Relevant articles and documents
2-amino-5-nitrobenzophenone and 2′-fluoro-2-methylamino-5-nitrobenzophenone
Cox, Philip J.,Anisuzzaman, Abu T. M.D.,Howard Pryce-Jones,Skellern, Graham G.,Florence, Alastair J.,Shankland, Norman
, p. 856 - 859 (1998)
The title compounds, C13H10N2O3 and C14H11FN2O3, were prepared by acid degradation of the 1,4-benzodiazepine drugs nitrazepam and flunitrazepam, respectively. The structure of 2-amino-5-nitrobenzophenone reported here is a polymorphic form of a known structure.
Micellar catalysis of organic reactions. XVII. Hydrolysis of nitrazepam and some N-alkylated derivatives
Broxton,Morrison
, p. 1037 - 1043 (1985)
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Elucidation of degradation behavior of nitrazepam and other benzodiazepines in artificial gastric juice: Study on degradability of drugs in stomach (II)
Saito, Koichi,Yokota, Mai,Saito, Sachi,Ito, Rie
, p. 258 - 264 (2021/03/08)
The degradation behavior of eight benzodiazepines (BZPs): alprazolam, etizolam, diazepam, triazolam, nitrazepam (NZP), flunitrazepam (FNZ), bromazepam, and lorazepam, in artificial gastric juice was monitored by a LC/photodiode array detector (PDA) to estimate their pharmacokinetics in the stomach. For drugs that were degradable, such physicochemical parameters as reaction rate constant were measured to evaluate the effect of storage conditions on drug degradability, such as whether the degradation proceeds faster by increasing storage temperature, or whether the degradation reaction is reversible by adjusting pH. As a result, it was confirmed that although the eight BZPs degraded in artificial gastric juice, most of them could be restored when pH was increased, and the restoration rates differed depending on the pH and the type of BZP. As for NZP, an Arrhenius plot was drawn to obtain the physicochemical parameters, such as activation energy and activation entropy involved in the degradation reaction, and the reaction kinetics was discussed. In addition, two substances were confirmed as the degradation products of NZP in artificial gastric juice: one was a reversible degradation product (A) (intermediate) and the other was an irreversible degradation product (B) (final degradation product). The intermediate was identified as 2-amino-N-(2-benzoyl-4-nitrophenyl)-acetamide, and the final degradation product was 2-amino-5-nitrobenzophenone. Therefore, when detecting NZP in human stomach contents, such as during judicial dissection, it would be prudent to target NZP as well as the intermediate (A) and the final degradation product (B).
Concise Synthesis of 4-Arylquinolines via Intramolecular Cyclization of Allylamines and Ketones
Wei, Wen-Tao,Cheng, Ya-Juan,Hu, Yu,Chen, Yan-Yan,Zhang, Xue-Jing,Zou, Yong,Yan, Ming
supporting information, p. 3474 - 3478 (2016/01/25)
The intramolecular cyclization of allylamines and ketones was achieved in the presence of potassium tert-butoxide and N,N-dimethylformamide. A series of 4-arylquinolines was prepared in good yields. The reaction could be accomplished at room temperature using only a substoichiometric amount of potassium tert-butoxide. On the other hand, the reaction of the structurally analogous allyl ethers afforded diverse products. The reaction may proceed via the rearrangement of α-aminoallyl radicals and the generation of nucleophilic enamine intermediates. This finding represents a new strategy for the synthesis of quinoline derivatives from readily available 2-(allylamino)phenyl ketones.
