13156-97-3Relevant academic research and scientific papers
Optimization of bifunctional piperidinamide derivatives as σ1R Antagonists/MOR agonists for treating neuropathic pain
Chen, Yin,Hao, Chao,Liu, Bi-Feng,Liu, Xin,Ma, Ru,Ma, Yurong,Xiong, Jiaying,Xu, Junyi,Ye, Jiaqi,Zhang, Guisen,Zhang, Shuang,Zhuang, Tao
, (2021/10/12)
Here, we describe the optimization, synthesis, and associated pharmacological analgesic activities of a new series of bifunctional piperidinamide derivatives as sigma-1 receptor (σ1R) antagonists and mu opioid receptor (MOR) agonists. The new compounds were evaluated in vitro in σ1R and MOR binding assays. The most promising compound 114 (also called HKC-126), showed superior affinities for σ1R and MOR and good selectivity to additional receptors related to pain. Compound 114 showed powerful dose-dependent analgesic effects in the acetic acid writhing test, formalin test, hot plate test, and chronic constriction injury (CCI) neuropathic pain model. In contrast to an equianalgesic dose of fentanyl, compound 114 produced fewer opioid-like side effects, such as reward liability, respiratory depression, physical dependence, and sedation. Lastly, the pharmacokinetic properties of this drug were also acceptable, and these results suggest that compound 114, as a mixed σ1R/MOR ligand, has potential for treating neuropathic pain.
BENZOLACTAM COMPOUNDS AS PROTEIN KINASE INHIBITORS
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Page/Page column 239, (2017/08/01)
The invention provides a compound of formula (0): or a pharmaceutically acceptable salt, N-oxide or tautomer thereof. The compounds are inhibitors of ERK 1/2 kinases and will be useful in the treatment of ERKl/2-mediated conditions. The compounds are therefore useful in therapy, in particular in the treatment of cancer.
Discovery and SAR of new benzazepines as potent and selective 5-HT 2C receptor agonists for the treatment of obesity
Smith, Brian M.,Smith, Jeffrey M.,Tsai, James H.,Schultz, Jeffrey A.,Gilson, Charles A.,Estrada, Scott A.,Chen, Rita R.,Park, Douglas M.,Prieto, Emily B.,Gallardo, Charlemagne S.,Sengupta, Dipanjan,Thomsen, William J.,Saldana, Hazel R.,Whelan, Kevin T.,Menzaghi, Frederique,Webb, Robert R.,Beeley, Nigel R.A.
, p. 1467 - 1470 (2007/10/03)
We report on the synthesis, biological evaluation and structure-activity relationships for a series of 3-benzazepine derivatives as 5-HT2C receptor agonists. The compounds were evaluated in functional assays measuring [3H] phosphoinositol turnover in HEK-293 cells transiently transfected with h5-HT2C, h5-HT2A or h5-HT2B receptors. Several compounds are shown to be potent and selective 5-HT 2C receptor agonists, which decrease food intake in a rat feeding model.
One-pot synthesis of pyridazino[1,4]oxazin-3-ones
Ma, Chen,Cho, Su-Dong,Falck,Shin, Dong-Soo
, p. 1399 - 1405 (2007/10/03)
Pyridazino[1,4]oxazin-3-ones were conveniently prepared in a one-pot condensation of N-substituted 2-chloroacetamides with various 5-chloro-pyridazin-6-ones via rearrangement of a spiro-aminoketal intermediate.
A one-pot synthesis of pyrido[2,3.b][1,4]oxazin-2-ones
Cho, Su-Dong,Park, Yong-Dae,Kim, Jeum-Jong,Lee, Sang-Gyeong,Ma, Chen,Song, Sang-Yong,Joo, Woo-Hong,Falck,Shiro, Motoo,Shin, Dong-Soo,Yoon, Yong-Jin
, p. 7918 - 7920 (2007/10/03)
Pyrido[2,3-b][1,4]oxazin-2-ones are conveniently prepared in excellent yields by a one-pot annulation of N-substituted-2-chloroacetamides with 2-halo-3-hydroxypyridines with use of cesium carbonate in refluxing acetonitrile. The key transformation features a Smiles rearrangement of the initial O-alkylation product and subsequent cyclization.
