103361-99-5Relevant articles and documents
Synthesis, docking, 3-D-qsar, and biological assays of novel indole derivatives targeting serotonin transporter, dopamine D2 receptor, and mao-a enzyme: In the pursuit for potential multitarget directed ligands
Alarcón-Espósito, Jazmín,Araya-Maturana, Ramiro,Cabezas, David,Cerda-Cavieres, Christopher,Chung, Hery,Iturriaga-Vásquez, Patricio,Mella-Raipán, Jaime,Ojeda-Gómez, Claudia,Pessoa-Mahana, Carlos D.,Pessoa-Mahana, Hernán,Quiroz, Gabriel,Reyes-Parada, Miguel,Rodríguez-Lavado, Julio,Saitz, Claudio
, (2020)
A series of 27 compounds of general structure 2,3-dihydro-benzo[1,4]oxazin-4-yl)-2-{4-[3-(1H-3indolyl)-propyl]-1-piperazinyl}-ethanamides, Series I: 7(a-o) and (2-{4-[3-(1H-3-indolyl) -propyl]-1-piperazinyl}-acetylamine)-N-(2-morfolin-4-yl-ethyl)-fluorinated benzamides Series II: 13(a-l) were synthesized and evaluated as novel multitarget ligands towards dopamine D2 receptor, serotonin transporter (SERT), and monoamine oxidase-A (MAO-A) directed to the management of major depressive disorder (MDD). All the assayed compounds showed affinity for SERT in the nanomolar range, with five of them displaying Ki values from 5 to 10 nM. Compounds 7k, Ki = 5.63 ± 0.82 nM, and 13c, Ki = 6.85 ± 0.19 nM, showed the highest potencies. The affinities for D2 ranged from micro to nanomolar, while MAO-A inhibition was more discrete. Nevertheless, compounds 7m and 7n showed affinities for the D2 receptor in the nanomolar range (7n: Ki = 307 ± 6 nM and 7m: Ki = 593 ± 62 nM). Compound 7n was the only derivative displaying comparable affinities for SERT and D2 receptor (D2/SERT ratio = 3.6) and could be considered as a multitarget lead for further optimization. In addition, docking studies aimed to rationalize the molecular interactions and binding modes of the designed compounds in the most relevant protein targets were carried out. Furthermore, in order to obtain information on the structure-activity relationship of the synthesized series, a 3-D-QSAR CoMFA and CoMSIA study was conducted and validated internally and externally (q2 = 0.625, 0.523 for CoMFA and CoMSIA and r2ncv = 0.967, 0.959 for CoMFA and CoMSIA, respectively).
Production process of flumioxazin herbicide
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, (2021/07/01)
The invention discloses a production process of a flumioxazin herbicide. The process is characterized by comprising the following steps: S1, synthesizing 2-nitro-5-fluorophenol; S2, synthesizing ethyl 2-(5-fluoro-2-nitrophenoxy) acetate; S3, synthesizing 7-fluoro-2H-1, 4-benzoxazine-3 (4H)-ketone; S4, synthesizing 7-fluoro-6-nitro-2H-1, 4-benzoxazine-3 (4H)-ketone; S5, synthesizing 7-fluoro-6-amino-2H-1, 4-benzoxazine-3 (4H)-ketone; S6, synthesizing 7-fluoro-6-(3, 4, 5, 6-tetrahydro)phthalimido-1, 4-benzoxazine-3 (4H) ketone; and S7, synthesizing the flumioxazin. The method has the advantages of low raw material price, few byproducts and light pollution.
TETRALIN AND TETRAHYDROQUINOLINE COMPOUNDS AS INHIBITORS OF HIF-2ALPHA
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Paragraph 0262, (2021/09/26)
Compounds that inhibit HIF-2a, and compositions containing the compound(s) and methods for synthesizing the compounds, are described herein. Also described are the use of such compounds and compositions for the treatment of a diverse array of diseases dis
Cycloalkane-pyrimidinedione compound as well as preparation method and application and pesticide herbicide thereof (by machine translation)
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Paragraph 0102; 0103; 0105, (2019/09/14)
The invention relates to the field, discloses a cycloalkane-pyrimidinedione compound and a preparation method and application and a pesticide herbicide, and the compound has the structure shown in the formula (I). The cycloalkane pyrimidine diketone compo
Design, Herbicidal Activity, and QSAR Analysis of Cycloalka[ d]quinazoline-2,4-dione-Benzoxazinones as Protoporphyrinogen IX Oxidase Inhibitors
Wang, Da-Wei,Zhang, Rui-Bo,Ismail, Ismail,Xue, Zhi-Yuan,Liang, Lu,Yu, Shu-Yi,Wen, Xin,Xi, Zhen
, p. 9254 - 9264 (2019/08/26)
In continuation of our search for potent protoporphyrinogen IX oxidase (PPO, EC 1.3.3.4) inhibitors, we designed and synthesized a series of novel herbicidal cycloalka[d]quinazoline-2,4-dione-benzoxazinones. The bioassay results of these synthesized compo
p-diaminobenzene derivative as potassium channel regulator, preparation method and medical applications thereof
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Paragraph 0496-0500, (2019/12/09)
The invention relates to a p-diaminobenzene derivative as a potassium channel regulator, a preparation method and medical applications thereof, and specifically discloses a compound represented by a general formula A or a pharmaceutically acceptable salt
Pyridine pyrimidine diketone containing benzoxazine ketone compound as well as preparation method and application thereof and herbicide composition
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Paragraph 0138; 0142; 0143, (2018/11/22)
The invention relates to the field of herbicides, and discloses a pyridine pyrimidine diketone containing benzoxazine ketone compound as well as a preparation method and application thereof and a herbicide composition. The structure of the benzoxazine ket
Synthesis and biological evaluation of potential acetylcholinesterase inhibitors based on a benzoxazine core
Méndez-Rojas, Claudio,Quiroz, Gabriel,Faúndez, Mario,Gallardo-Garrido, Carlos,Pessoa-Mahana, C. David,Chung, Hery,Gallardo-Toledo, Eduardo,Saitz-Barría, Claudio,Araya-Maturana, Ramiro,Kogan, Marcelo J.,Zú?iga-López, María C.,Iturriaga-Vásquez, Patricio,Valenzuela-Gutiérrez, Carla,Pessoa-Mahana, Hernán
, (2018/04/06)
With the purpose of expanding the structural variety of chemical compounds available as pharmacological tools for the treatment of Alzheimer's disease, we synthesized and evaluated a novel series of indole-benzoxazinones (Family I) and benzoxazine-arylpiperazine derivatives (Family II) for potential human acetylcholinesterase (hAChE) inhibitory properties. The most active compounds 7a and 7d demonstrated effective inhibitory profiles with Ki values of 20.3 ± 0.9 μM and 20.2 ± 0.9 μM, respectively. Kinetic inhibition assays showed non-competitive inhibition of AChE by the tested compounds. According to our docking studies, the most active compounds from both series (Families I and II) showed a binding mode similar to donepezil and interact with the same residues.
Synthesis of 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - one method (by machine translation)
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Paragraph 0036; 0038; 0048; 0049, (2018/04/01)
The invention discloses a method for synthesizing 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - one method, in order to 2, 4 - difluoroaniline as raw materials, through the substituted by hydroxyl, ether, nitration, hydrogenation reduction reaction to obtain the 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - ketone (methylacetylene comprising diflufenican intermediate). Synthesis method of the invention, in order to 2, 4 - difluoroaniline as raw materials, cheap and easy to obtain, to a certain extent reduces the production cost; intermediate 1 without going through the high-pressure hydrogenation reaction can be with the chloroethyl acetate reaction ring, reduce the risk of the reaction; the nitration reaction is easy to control, decreasing the reaction, little impurity, raise the yield; hydrogenation reaction catalyst can be recovered, recycled, and reducing the cost; in addition the raw material is cheap, mild reaction, simple operation, facilitates large scale production. (by machine translation)
Synthesis and Herbicidal Activity of Pyrido[2,3-d]pyrimidine-2,4-dione-Benzoxazinone Hybrids as Protoporphyrinogen Oxidase Inhibitors
Wang, Da-Wei,Li, Qian,Wen, Kai,Ismail, Ismail,Liu, Dan-Dan,Niu, Cong-Wei,Wen, Xin,Yang, Guang-Fu,Xi, Zhen
, p. 5278 - 5286 (2017/07/12)
To search for new protoporphyrinogen oxidase (PPO, EC 1.3.3.4) inhibitors with improved bioactivity, a series of novel pyrido[2,3-d]pyrimidine-2,4-dione-benzoxazinone hybrids, 9-13, were designed and synthesized. Several compounds with improved tobacco PP