18135-05-2Relevant articles and documents
Tetrahydropyrrolization of Resveratrol and Other Stilbenes Improves Inhibitory Effects on DNA Oxidation
Bao, Liang-Liang,Liu, Zai-Qun
, p. 1617 - 1625 (2016/08/28)
The inhibitory effect of resveratrol on DNA oxidation caused by 2,2′-azobis(2-amidinopropane hydrochloride) (AAPH) was found to be enhanced if the C=C bond in resveratrol was converted into tetrahydropyrrole by reaction with azomethine ylide (CH2=N+(CH3)CH2?). This encouraged us to explore whether the inhibitory activities of other stilbenes could also be increased by the same method. We found that the inhibitory effects of the tetrahydropyrrole derivatives on AAPH-induced oxidation of DNA were higher than those of the corresponding stilbenes, because the tetrahydropyrrole motif can provide hydrogen atoms to be abstracted by radicals. Therefore, the tetrahydropyrrolization offered an advantage for enhancing the antioxidant effects of stilbenes. Notably, (CH3)3SiCH2N(CH3)CH2OCH3(in the presence of CF3COOH) and (CH3)3NO (in the presence of LiN(iPr)2) can be used to generate azomethine ylide for the tetrahydropyrrolization of stilbenes containing electron-withdrawing and -donating groups, respectively.
NOREPINEPHRINE AND SELECTIVE SEROTONIN RECEPTOR BLOCKER AND USE THEREOF
-
Paragraph 0064, (2014/10/15)
The present invention relates to a norepinephrine and selective serotonin receptor blocker and the use thereof. The norepinephrine and selective serotonin receptor blocker is a compound of formula I, or isomers, pharmaceutically acceptable salts or solvates thereof, wherein R1 is selected from the group consisting of C1-6 alkyl, C1-6 alkoxy, C6-10 aralkyl, C6-10 arylalkoxy, C1-6 haloalkyl and C1-6 haloalkoxy; and R2 is one or more groups each independently selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, nitro, cyano, amino, hydroxyl, C1-6 haloalkyl, and C1-6 haloalkoxy. R3 is one or more groups each independently selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, nitro, cyano, amino, hydroxyl, C1-6 haloalkyl, and C1-6 haloalkoxy. The compound of the present invention is effective norepinephrine and selective serotonin receptor blocker.
NOREPINEPHRINE AND SELECTIVE SEROTONIN RECEPTOR BLOCKER AND USE THEREOF
-
Paragraph 0069, (2014/12/09)
The present invention relates to a norepinephrine and selective serotonin receptor blocker and the use thereof. The norepinephrine and selective serotonin receptor blocker is a compound of formula I, or isomers, pharmaceutically acceptable salts or solvates thereof, wherein R1 is selected from the group consisting of C1-6 alkyl, C1-6 alkoxy, C6-10 aralkyl, C6-10 arylalkoxy, C1-6 haloalkyl and C1-6 haloalkoxy; and R2 is one or more groups each independently selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, nitro, cyano, amino, hydroxyl, C1-6 haloalkyl, and C1-6 haloalkoxy. R3 is one or more groups each independently selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C1-6 alkoxy, nitro, cyano, amino, hydroxyl, C1-6 haloalkyl, and C1-6 haloalkoxy. The compound of the present invention is effective norepinephrine and selective serotonin receptor blocker.
Practical asymmetric hydrogenation-based synthesis of a class-selective histone deacetylase inhibitor
Chen, Junli,Chen, Tianqi,Hu, Qiupeng,Puntener, Kurt,Ren, Yi,She, Jin,Du, Zhengming,Scalone, Michelangelo
, p. 1702 - 1713 (2015/02/02)
Two syntheses of the class-selective histone deacetylase inhibitor 1 are reported. In the first, eight-step entailing synthesis, the key transformations were a highly efficient [3 + 2] dipolar cycloaddition affording trans-rac-5 and its resolution. In the
NOVEL PROCESS FOR THE PREPARATION OF ASENAPINE
-
Paragraph 76-77, (2013/05/21)
The present invention relates to a novel process for the preparation of trans-5-chloro-2- methyl-2,3,3a,12b- tetrahydro-1H-dibenz [2,3:6,7] oxepino[4,5-c] pyrrole (Asenapine) of formula (I). It also relates to novel intermediates i.e. 2-[(E)-2-(2-bromophe
PROCESS FOR THE PREPARATION OF ASENAPINE AND INTERMEDIATE PRODUCTS USED IN SAID PROCESS.
-
Page/Page column 21, (2008/06/13)
The invention relates to a novel process for the preparation of asenapine, i.e. trans-5- chloro-2-methyl-2,3,3a, 12b-tetrahydro-1 H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole, as well as to novel intermediate products for use in said process.
PROCESS FOR THE PREPARATION OF ASENAPINE AND INTERMEDIATE PRODUCTS USED IN SAID PROCESS
-
Page/Page column 2; 10, (2010/11/29)
The invention relates to a novel process for the preparation of asenapine, i.e. trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole, as well as to novel intermediate products for use in said process.
O-tert-butyl-N-(chloromethyl)-N-methyl carbamate as a source of the MeNHCH2- synthon
Guijarro, Albert,Ortiz, Javier,Yus, Miguel
, p. 5597 - 5600 (2007/10/03)
The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of DTBB (2.5 mol %) in the presence of different electrophiles [Me3SiCl, Bu(i)CHO, Bu(t)CHO, PhCHO, (CH2)4CO, Et2CO, PhCOMe, Ph2CO] in THF at -78°C leads, after hydrolysis with water, to the expected functionalised carbamates 2. As an example, the hydrolysis of compound 2e with hydrogen chloride affords easy deprotection of the amine functionality yielding the corresponding 1,2-aminoalcohol 3e.
EPR spectroscopic studies of N-alkyl-N-trialkylsilylmethylaminyl radicals in solution
Roberts, Brian P.,Vazquez-Persaud, Anthony R.
, p. 1087 - 1096 (2007/10/02)
Photochemically generated trialkylsilyl radicals R3Si (R = Me, Et, Pri) add rapidly to N-methylene-tert-butylamine (H2C=NBut) to give silylmethylaminyl radicals R3SiCH2NBut which have been studied by EPR spectroscopy.These aminyl radicals prefer conformations in which the β-C-Si bond eclipses the N-2p? orbital, formally occupied by the unpaired electron, and lineshape effect resulting from hindered rotation about the R3SiCH2-N bond are evident in the EPR spectra.The aminyl radicals Me3SiCH2NBut and Me3SiCH2NMe have been generated by displacement from aminophosphanes of the type (EtO)2PN(R)CH2SiMe3 using photochemically-generated alkoxyl radicals.The proposal in the literature that Me3SiCH2NR radical (R = Me or But) rearranges to give CH2N(R)SiMe3 radical has been confirmed and this process has been monitored by EPR spectroscopy.Since no free silyl radicals could be trapped by But2C=CH2, the rearrangement probably proceeds by an intramolecular 1,2-shift of the Me3Si group from carbon to nitrogen.The rearranged radicals CH2N(R)SiMe3 have been generated independently by hydrogen-atom abstraction from the corresponding aminosilanes Me3SiN(R)CH3.
Hydrogen Abstraction from Silylamines; an Investigation of the 1,2-Migration of the Trimethylsilyl Group in Aminyl Radicals
Harris, Joanna M.,Walton, John C.,Maillard, Bernard,Grelier, Stephane,Picard, Jean-Paul
, p. 2119 - 2124 (2007/10/02)
Hydrogen abstraction from a series of silyl-substituted amines, Me3SiCHRNHR', by tert-butoxyl radicals has been examined by EPR spectroscopy.For each amine hydrogen is abstracted from both the methylene (or methine) group and from the amino group to give
