- Nickel-catalyzed regioselective thiolation of anilides with thiols
-
An efficient method for direct thiolation of anilides with thiols using NiCl2·6H2O as the catalyst is developed. Using this method, the desired products were successfully synthesized in moderate to good yields. Initial mechanistic studies suggest that this reaction proceeds through a radical pathway.
- Doraghi, Fatemeh,Foroumadi, Alireza,Kianmehr, Ebrahim
-
-
- An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism
-
Abstract: Electrosynthesis as a potential means of introducing heteroatoms into the carbon framework is rarely studied. Herein, the electrochemical Beckmann rearrangement, i. e. the direct electrolysis of ketoximes to amides, is presented for the first time. Using a constant current as the driving force, the reaction can be easily carried out under neutral conditions at room temperature. Based on a series of mechanistic studies, a novel radical Beckmann rearrangement mechanism is proposed. This electrochemical Beckmann rearrangement does not follow the trans-migration rule of the classical Beckmann rearrangement.
- Tang, Li,Wang, Zhi-Lv,He, Yan-Hong,Guan, Zhi
-
p. 4929 - 4936
(2020/08/21)
-
- Visible-light-induced Beckmann rearrangement by organic photoredox catalysis
-
A facile and general strategy for efficient direct conversion of oximes to amides using an inexpensive organic photocatalyst and visible light is described. This radical Beckmann rearrangement can be performed under mild conditions. Various alkyl aryl ketoximes and diaryl ketoximes can be effectively converted into the corresponding amides in excellent yields.
- Tang, Li,Wang, Zhi-Lv,Wan, Hai-Lan,He, Yan-Hong,Guan, Zhi
-
supporting information
p. 6182 - 6186
(2020/09/01)
-
- COMPOUNDS AND METHODS FOR IDO AND TDO MODULATION, AND INDICATIONS THEREFOR
-
Disclosed are compounds of Formula (I) and (Ia) or a pharmaceutically acceptable salt, a solvate, a tautomer, a stereoisomer or a deuterated analog thereof, wherein R4, R5, R6, and R7 are as described in any of the embodiments described in this disclosure; compositions thereof; and uses thereof.
- -
-
Paragraph 0378
(2019/10/15)
-
- COMPOUNDS AND METHODS FOR IDO AND TDO MODULATION, AND INDICATIONS THEREFOR
-
Disclosed are compounds of Formula I (a) or a pharmaceutically acceptable salt, a solvate, a tautomer, an isomer or a deuterated analog thereof, wherein R4, R5, R6, R7, G1, G2 and Ring A are as described in any of the embodiments described in this disclosure; compositions thereof; and uses thereof.
- -
-
Paragraph 0513
(2018/04/20)
-
- A process for the preparation of the compound naphthylamine of process (by machine translation)
-
The present invention provides a process for preparing compound naphthylamine process method, characterized in that the polarity of the naphthylamine compound dissolved in a solvent proton gender, added with an auxiliary agent, said assistant agent amount is the quality of the states naphthalene amine compound 0.05 - 0.25 times, in order to Ni as the catalyst, hydrogenation reaction at room temperature, after the reaction, filtration, concentration to obtain a tetrahydronaphthalene compounds, the naphthylamine compound of the formula I as shown in the structural formula: the tetrahydronaphthalene amine structural formula of the compound is shown as formula (II) is shown. The reaction of this invention is completed at room temperature, greatly reduced the production energy consumption. At the same time, the reaction almost in the neutral condition, system conditions apply to acid, alkali, heat sensitive all substrate, wide range of application. In addition, because the reaction of the hydrogen pressure is atmospheric, the need to use a high-pressure autoclave equipment, thereby reducing the safety factor in the production process, and reduces equipment investment, greatly reduce the production cost, and is suitable for large-scale industrial production. (by machine translation)
- -
-
Paragraph 0031; 0032
(2017/08/25)
-
- Exploitation of a Candida antarctica lipase B-catalysed in situ carboxylic acid activation method for the synthesis of acetanilides
-
An efficient biocatalytic method has been developed which provides acetanilides in good yields which are otherwise inaccessible using Candida antarctica lipase B. The process exploits the enzyme-catalysed synthesis of an acyl donor and its in situ reaction with anilines. The method is potentially useful for the synthesis of bulky acetanilides since amide formation occurs through an active site-independent step.
- Lal, Samridhi,Snape, Timothy J.
-
-
- Human glucagon receptor antagonists with thiazole cores. A novel series with superior pharmacokinetic properties
-
The aim of the work presented here was to design and synthesize potent human glucagon receptor antagonists with improved pharmacokinetic (PK) properties for development of pharmaceuticals for the treatment of type 2 diabetes. We describe the preparation of compounds with cyclic cores (5-aminothiazoles), their binding affinities for the human glucagon and GIP receptors, as well as affinities for rat, mouse, pig, dog, and monkey glucagon receptors. Generally, the compounds had slightly less glucagon receptor affinity compared to compounds of the previous series, but this was compensated for by much improved PK profiles in both rats and dogs with high oral bioavailabilities and sustained high plasma exposures. The compounds generally showed species selectivity for glucagon receptor binding with poor affinities for the rat, mouse, rabbit, and pig receptors. However, dog and monkey glucagon receptor affinities seem to reflect the human situation. One compound of this series, 18, was tested intravenously in an anesthetized glucagon-challenged monkey model of hyperglucagonaemia and hyperglycaemia and was shown dose-dependently to decrease glycaemia. Further, high plasma exposures and a long plasma half-life (5.2 h) were obtained.
- Madsen, Peter,Kodra, János T.,Behrens, Carsten,Nishimura, Erica,Jeppesen, Claus B.,Pridal, Lone,Andersen, Birgitte,Knudsen, Lotte B.,Valcarce-Aspegren, Carmen,Guldbrandt, Mette,Christensen, Inge T.,J?rgensen, Anker S.,Ynddal, Lars,Brand, Christian L.,Bagger, Morten Aa.,Lau, Jesper
-
supporting information; experimental part
p. 2989 - 3000
(2010/02/28)
-
- Tricyclic [1,2,4]triazine 1,4-dioxides as hypoxia selective cytotoxins
-
A series of novel tricyclic triazine-di-N-oxides (TTOs) related to tirapazamine have been designed and prepared. A wide range of structural arrangements with cycloalkyl, oxygen-, and nitrogen-containing saturated rings fused to the triazine core, coupled with various side chains linked to either hemisphere, resulted in TTO analogues that displayed hypoxia-selective cytotoxicity in vitro. Optimal rates of hypoxic metabolism and tissue diffusion coefficients were achieved with fused cycloalkyl rings in combination with both the 3-aminoalkyl or 3-alkyl substituents linked to weakly basic soluble amines. The selection was further refined using pharmacokinetic/pharmacodynamic model predictions of the in vivo hypoxic potency (AUCreq) and selectivity (HCD) with 12 TTO analogues predicted to be active in vivo, subject to the achievement of adequate plasma pharmacokinetics.
- Hay, Michael P.,Hicks, Kevin O.,Pchalek, Karin,Lee, Ho H.,Blaser, Adrian,Pruijn, Frederik B.,Anderson, Robert F.,Shinde, Sujata S.,Wilson, William R.,Denny, William A.
-
supporting information; experimental part
p. 6853 - 6865
(2009/12/03)
-
- TRICYCLIC 1,2,4-TRIAZINE OXIDES AND COMPOSITIONS THEREFROM FOR THERAPEUTIC USE IN CANCER TREATMENTS
-
The invention relates to novel tricyclic 1,2,4-triazine-1-oxides and novel tricyclic 1,2,4-triazine-1,4-dioxides of formula: (I); and to related analogues, to their preparation, and to their use as hypoxia-selective drugs and radiosensitizers for cancer therapy, both alone or in combination with radiation and/or other anticancer drugs.
- -
-
-
- Synthesis of Novel 2,3-Dihydro-8H-thienoazepines and 1,2,3,4-Tetrahydro-1H-3-benzazepines via Photolyses of 6-Azido-2,3-dihydrobenzothiophene and 6-Azido-1,2,3,4-tetrahydronaphthalene
-
Reduction of 6-amino-2,3-dihydrobenzothiophene 1,1-dioxide with DIBAL-H gave 6-amino-2,3-dihydrobenzothiophene which was converted by standard procedures into 6-azido-2,3-dihydrobenzothiophene (7).Photolysis of this azide in an excess of diethylamine gave 7-diethylamino-2,3-dihydro-8H-thienoazepine (10) whose structure was confirmed by 1H n.m.r. spectroscopic studies and by conversion trough successive bromination and elimination of hydrogen bromide from the intermediate into 7-diethylamino-8H-thienoazepine (13), which was shown to be different from 6-diethylamino-8H-thienoazepine (12), prepared by debromination of its 2,3-dibromo derivative (11) .By contrast with the behaviour of azide (7), irradiation of 6-azido-1,2,3,4-tetrahydronaphthalene (14) in THF containing diethylamine or morpholine gave a mixture of the two possible azepines, (17) and (19) or (18) and (20), respectively, with (19) and (20) being the major isomers.
- Daly, Christopher M.,Iddon, Brian,Suschitzky, Hans,Jordis, Ulrich,Sauter, Fritz
-
p. 1933 - 1938
(2007/10/02)
-
- Tricyclic dihydropyridazinones and pharmaceutical compositions containing them
-
The tricyclic dihydropyridazinone derivatives having formula I STR1 are endowed with interesting hypotensive, vasodilating, antiaggregant, antithrombotic and cytoprotective properties and are therefore useful in human or veterinary medicine.
- -
-
-