- Synthesis and evaluation of anticonvulsant properties of new N-Mannich bases derived from 3-(1-phenylethyl)- and 3-benzyl-pyrrolidine-2,5-dione
-
Two series of new derivatives of pyrrolidine-2,5-dione were synthesized and evaluated for their anticonvulsant properties. Initial screening for their anticonvulsant properties was performed in mice after intraperitoneal administration, using the maximal
- Rybka, Sabina,Obniska, Jolanta,Rapacz, Anna,Furga?a, Anna,Filipek, Barbara,Zmudzki, Pawe?
-
-
Read Online
- Metal-free desilylative C-C bond formation by visible-light photoredox catalysis
-
A newly developed methodology for the use of organosilanes as radical precursors under metal-free and visible-light conditions is presented. The strong oxidant character of the 9-mesityl-10-methylacridinium salt in its excited state enables the transforma
- Uygur, Mustafa,Danelzik, Tobias,García Manche?o, Olga
-
supporting information
p. 2980 - 2983
(2019/03/26)
-
- Decatungstate photocatalyzed benzylation of alkenes with alkylaromatics
-
The direct benzylation of electrophilic al-kenes with alkylbenzenes has been achieved by decatungstate photocatalysis in a high ionic strength medium (5:1 acetonitrile/water mixed solvents, 0.5 M lithium perchlorate). The reaction has been extended to ring-substituted (Cl, F, CN) toluenes and further alkylbenzenes. Intramolecular selectivity (p-cymene, 4-methylanisole) and deuteration effects support the atom transfer character of the process that, however, requires a sufficient stabilization of the intermediate polar exciplex to occur. The reactivity of the deca-tungstate anion is compared with that of aromatic ketones, the benchmark of photochemical hydrogen/ electron transfer processes.
- Qrareya, Hisham,Ravelli, Davide,Fagnoni, Maurizio,Albini, Angelo
-
supporting information
p. 2891 - 2899
(2014/03/21)
-
- Decatungstate as photoredox catalyst: Benzylation of electron-poor olefins
-
Excited tetrabutylammonium decatungstate (TBADT), known to activate a variety of compounds via hydrogen atom transfer (HAT), has now been applied as a photoredox catalyst for the effective oxidative cleavage of benzyl silanes and radical benzylation of reducible olefins occurring in isolated yields from poor to excellent.
- Montanaro, Sara,Ravelli, Davide,Merli, Daniele,Fagnoni, Maurizio,Albini, Angelo
-
supporting information; experimental part
p. 4218 - 4221
(2012/09/22)
-
- Synthesis of succinimido[3,4-b]indane and 1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine-2,4-dione by sequential alkylation and intramolecular arylation of enolates derived from N,N,N'N'-tetramethylbutanediamides and N,N,N'N'-tetramethylpentanediamides
-
The tricyclic title compounds, 4 and 5, were synthesized by initial alkylation of the lithium monoenolates of N,N,N',N'-tetramethylbutanediamide (6) and N,N,N',N'-tetramethylpentanediamide (19) with 2-iodobenzyl chloride in liquid NH3 at -60°C to afford 2-(2-iodobenzyl)-N,N,N',N'-tetramethylbutanediamide (9) and 2-(2-iodobenzyl)-N,N,N',N'-tetramethylpentanediamide (20) in yields of 88 and 87%, respectively. Treatment of 9 with KNH2 in liquid NH3 resulted in formation and intramolecular arylation of the less-substituted α-enolate to produce trans-1,2-bis(N,N-dimethylcarboxamido)indane (10a) in 60% yield. Selective hydrolysis of 10a with aqueous Na2O2 gave trans-1-(N,N-dimethylcarboxamido)indane-2-carboxylic acid (17), which was then converted to bridged succinimide 4 by transformation to trans-1-(N,N-dimethylcarboxamido)indane-2-carboxamide (10c) followed by cyclization of this mixed primary/tertiary amide by means of NaH in refluxing THF. Treatment of 20 with KNH2 in liquid NH3 led to intramolecular arylation and accompanying ammonolysis to afford trans-1-(N,N-dimethylcarboxamido)-1,2,3,4-tetrahydronaphthalene-3-carboxamide (21b). Conversion of 21b to 5 was similarly effected by means of NaH. Experiments designed to test the mechanistic aspects of the intramolecular arylations provided evidence for competing aryne and SET pathways.
- Dandekar, Sushama A.,Greenwood, Stacey N.,Greenwood, Thomas D.,Mabic, Stephane,Merola, Joseph S.,Tanko, James M.,Wolfe, James F.
-
p. 1543 - 1553
(2007/10/03)
-
- 4-[ω-(tetralin-1-yl)alkyl]-1-benzylpiperazines and related compounds as 5-HT1A/D-2 ligands
-
N-Benzylpiperazine and -piperidine derivatives of long-chain piperazine were synthesized in order to obtain putative atypical antipsychotic agents with a dual 5-HT1A/D-2 affinity and reduced, or without, α1 adrenergic affinity. The 5-HT1A/D-2/α1 receptor binding results show that only compound 30, 2-(2-methoxybenzyl)-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-n-propyl] piperazine, has an acceptable binding affinity profile (pKi= 7.9, 7.1, 6.7, respectively).
- Perrone, Roberto,Berardi, Francesco,Colabufo, Nicola A.,Leopoldo, Marcello,Lograno, Marcello D.,Tortorella, Vincenzo
-
-
- Synthesis and anticonvulsant evaluation of some new 2-benzylsuccinimides
-
A series of 2-benzylsuccinimides (4a-f) were prepared for evaluation as potential anticonvulsants. Primary (Phase I) screening of these compounds indicated that succinimides 4d and 4e, containing lipophilic (+π), electron-withdrawing (+σ) phenyl substituents, were the most effective in controlling seizures induced by maximal electroshock (MES) and subcutaneous pentylenetetrazol (scMet). Compounds 4a, 4c, and 4d showed activity against scMet-induced seizures equal to that of their 2-phenylsuccinimide analogues and were somewhat more effective in the MES test. In quantitative (Phase II) testing, when administered ip in mice, 4d and 4e both demonstrated anticonvulsant potency superior to that of the prototype drug (ethosuximide) by the MES and scMet assays. However, they also exhibited greater neurotoxicity than ethosuximide in the rotorod test.
- Goehring,Greenwood,Pisipati,Wolfe
-
p. 790 - 792
(2007/10/02)
-
- 2-Phenyl- and 2-benzyl-N-[(trichloromethyl)thio]succinimides, and fungicidal compositions thereof
-
N-[(Trichloromethyl)thio]succinimides of the formula STR1 WHERE R1, R2 and R3 independently are hydrogen or alkyl having from 1 to 6 carbon atoms, and n is zero or the integer 1, having antifungal activity, a method of use thereof as antifungal agents, and antifungal compositions comprising them are disclosed.
- -
-
-