Synthesis of 1-(N-piperidinoacetyl)-4-arylthiosemicarbazides as possible anticonvulsants

Several 1-(N-piperidinoacetyl)-4-arylthiosemicarbazides were synthesized from N-piperidinoacetyl hydrazide, which was obtained by the reaction of hydrazine hydrate with ethyl N-piperidinoacetate. The anticonvulsant activity of these substituted thiosemicarbazides was reflected by their ability to provide 10–50% protection against pentylenetetrazol-induced convulsions in mice. All substituted thiosemicarbazides (0.3 mM) inhibited in vitro monoamine oxidase activity of rat brain homogenates and provided 21–86% protection against hypoosmotic hemolysis at a final concentration of 0.1 mM.     

1-(1-aryl-3-ethylthiocarbamido)-4-arylaminothiocarbonyl)- piperazines as possible anticonvulsants

Several 1-(1-aryl-3-ethylthiocarbamido)-4-(arylaminothiocarbonyl)piperazines were synthesized as possible anticonvulsants. These 1,4-disubstituted piperazines were characterized by their sharp melting points and elemental and spectral analyses.     

Synthesis of l-(N-acelylpiperidino)-4-aryl semicarbazides as possible anticonvulsants

Six 1-(N-acetylpiperidino)-4-aryl semicarbazides were synthesized from ethyl-N-piperidino-aeetatc which on treatment with hydrazine hydrate was converted into N-piperidinoacethydrazide. The resulting hydrazide on treatment with the appropriate arylisoeyanales formed l -(N-acelyl-piperidino)-4-aryl semicarbazides. Amongst these piperidinosemicarbazides, three compound possessed low anticonvulsanl activity and provided 20-40% protection against pentylenetetrazol-induced convulsions in mice. All piperidino semicarbazides (0.1 mM) possessed antihemolytic activity (13-35%) and caused 40-72% inhibition of monoamine oxidase activity of rat brain homogenates at a final concentration of 0.3 mM.     

Synthesis of 2-methyl-3-(3,5-diallyl-4-hydroxyphenyl)-4-quinazolones as possible anticonvulsants

A series of 2-methyl-3-(3,5-diallyl-4-hydroxyphenyl)-4-quinazolones were prepared as possible anticonvulsants. All compounds were evaluated for their anticonvulsant activity against pentylene-tetrazol-induced seizures and their ability to potentiate sodium pentobarbital sleeping time in albino mice.     

Synthesis of 10-(substituted phenylhydrazonoacetyl)phenothiazines as possible anticonvulsants

Some 10-(substituted phenylhydrazonoacetyl)phenothiazines were synthesized as possible anticonvulsants. These compounds were investigated for their anticonvulsant activity and inhibitory effects on the oxidation of pyruvic acid by rat brain homogenates.     

Potential anticonvulsants. X. (Reissert compounds studies. LI.) 1-methyl-4-(1-isoquinolinyl)piperidin-4-ol and related compounds

The anion of isoquinoline Reissert Compounds has been condensed with 4-piperidones and pyridinecarb-oxaldehydes to give esters which are easily hydrolyzed to alcohols. The anticonvulsants activity of these alcohols is reported and several are active in the maximal electroshock seizure test.     

(E)- and (Z)-1-benzenesulfonyl-4-trimethylsilyl-2-butenes as (E)-1-(1,3-butadienyl) synthons

(E)- and (Z)-1-benzenesulfonyl-4-trimethylsilyl-2-butenes (E/Z=9), prepared from 4-trimethylsilyl-1-buten-3-ol, $\text{n}$-butyllithium and benzenesulfenyl chloride and oxidation of the intermediate (E)- and (Z)-1-benzenesulfinyl-4-trimethylsilyl-2-butenes with hydrogen peroxide, react with $\text{n}$-butyllithium and then primary halides to give 4-benzenesulfonyl-1-trimethylsilyl-2-alkenes which are rapidly 1,4-debenzenesulfonyltrimethylsilated to (E)-1,3-alkadienes by tetra-$\text{n}$-butylammonium fluoride at O°C.     

Synthesis and biological evaluation of 1-(4-(4-(4-[18F]fluorobenzyl)-1-piperazinyl)butyl)indolin-2-one as dopamine D4 receptor ligand

A potential dopamine D₄ receptor ligand, 1-(4-(4-(4-fluorobenzyl)-1-piperazinyl)butyl)indolin-2-one (4) was synthesized through a four-step process and its affinity and selectivity for dopamine D₂-like receptors was determined through in vitro receptor binding assay. [¹⁸F]4 was prepared using a one-pot two-step method with total radiochemical yield 21.2 % (decay-corrected). The molar radioactivity was around 135 GBq/μmol and the radiochemical purity was greater than 95.5 %. The partition coefficient (Log P) of [¹⁸F]4 was determined to be 2.10 ± 0.30 through octanol experiment. The in vivo biodistribution and the competitive distribution of [¹⁸F]4 in rat exposed that the tracer passes through blood–brain-barrier (BBB) and may specifically bind to D₄ receptor. Metabolite analysis revealed that there was no metabolism of [¹⁸F]4 in brain. Conclusively, these preliminary results demonstrated that [¹⁸F]4 shows promises as a radioligand for the in vivo study of dopamine D₄ receptor.     

1-(1-Phthalazinyl)- and 1-(4methoxyphenyl)-6,6dimethyl-4oxo-4,5,6,7-tetrahydroindazole

2-(1-Phthalazinylhydrazino)methylene-(IIIa) or 2-(1-phthalazinylhydrazino)ethylidene-5,5-dimethyl-1,3-cyclohexanediones (IIIb) were prepared from 1-hydrazinophthalazine and 2 formyl- or 2-acetyldimedone. Cyclization of IIIb in the presence ofp- TsOH gave 1-(1-phthalazinyl)3, 6, 6-trimethyl-4-oxo-4, 5, 6, 7-tetrahydroindazole. Reaction of 4-methoxyphenylhydrazine with 2 formyl- and 2-acetyidimedone gave the corresponding 1-(4methoxyphenyl)-4-oxo-4, 5, 6, 7-tetrahydroindazole. In the case of 2 -formyldimedone the intermediate 2-(4methoxyphenylhydrazinomethylene)-5, 5-dimethyl-1,3-cyclohexanedione was isolated.Riga Technological University, Riga LV-1658. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 708–710, May, 1996. Original article submitted December 31, 1995.     

Synthesis of 4-(1-Adamantyl)- and 4-(1-Adamantylmethyl)-substituted Halothiazoles

1-Adamantyl bromomethyl ketone and 1-adamantylmethyl chloromethyl ketone react with potassium thiocyanate in dimethylformamide to give the corresponding thiocyanatoketones which cyclize under the influence of HCl into 4-(1-adamantyl) and 4(-adamantylmethyl)chlorothiazole respectively. 4-(1-Adamantyl)-2-amino-5-bromothiazole and its N-derivative were synthesized by the reaction of 1-adamantyl dibromomethyl ketone with thioureas and N-substituted thiourea in acetonitrile.     

Syntheses and Structural Characterization of 1-（4-Phenyl-2-thiazolyl）-3-（4-methylphenyl）-5-（2-furyl）-4,5-dihydro-（1H）-pyrazole and 1-（4-（4-Fluoro）phenyl-2-thiazolyl）-3-（4-methyl-phenyl）-5-（2-furyl）-4,5-dihydro-（1H）-pyrazole

The title compounds were synthesized and characterized by IR,1H-NMR,Mass and elementary analysis and single-crystal X-ray diffraction.In 1a,intermolecular C-H…π interactions produce a three-dimensional network.In 1b,intermolecular C-H…O hydrogen bonds generate an R22(22) ring.The hydrogen bonding is supported by C-H…π interactions.     

(E)-1-alkyl-4-

(E)-1-Alkyl-4-[2-(alkylsulfonyl)-1-ethenyl]pyridinium salts were synthesized in two steps. These sulfones were stable at pH 7.3 and underwent a nucleophilic vinylic substitution (S(N)V) with mercaptans, including thiouracile, to give the corresponding 4-(thiovinyl)-pyridinium salts. The X-ray diffraction structure of (E)-1-methyl-4-[2-(ethylsulfanyl)-1-ethenyl]pyridinium iodide indicated conjugation of the sulfur with the pyridinium ring. (Z)-1-Methyl-4-[2-(methylsulfanyl)-1-ethenyl]pyridinium iodide, prepared from the corresponding thioether by reaction with methyl iodide in diethyl ether, underwent isomerization to the E isomer in a first-order reaction in deuterated [D6]DMSO with an activation energy of 14 kcalmol(-1). At pH 7, the (E)-1-methyl-4-[2-(methylsulfonyl)-1-ethenyl]pyridinium iodide (19) reacted specifically with thiols. The reaction of this sulfone with glutathione in a TES buffer at pH 7 was a second-order reaction (k = 4,100 M(-1)s(-1) at 30 degrees C) and gave the corresponding substitution product with an intense long wavelength absorption band (lambdamax=360 nm, epsilon = 27,500 M(-1)cm(-1)). The modification of different enzymes of known structure with 19 showed the high selectivity of this reagent towards thiol groups and its usefulness in the quantitative determination of free thiol groups in proteins.     

叔丁基联苯基苯基噁二唑作空穴限制层的掺杂聚合物蓝光发光二极管

叔丁基联苯基苯基噁二唑作空穴限制层的掺杂聚合物蓝光发光二极管马於光,吴军,薛善华,黄劲松,田文晶,刘式墉,沈家骢,刘晓冬（吉林大学分子光谱与分子结构开放实验室,集成光电子学国家重点实验室,长春,１３００２３）（白求恩医科大学基础部）关键词聚合物,发光...     

新型1-(4-氨基苯基)-4-(4-甲氧基苯基)哌嗪衍生物的合成

以二乙醇胺为原料,经溴化、环合、N-烷基化和还原4步反应制得关键中间体——4-[4-(4-甲氧基苯基)哌嗪-1-基]苯胺(4);4与酰氯经酰基化反应合成了11个新型的1-(4-氨基苯基)-4-(4-甲氧基苯基)哌嗪衍生物,其结构经1H NMR,FT-IR,ESI-MS和元素分析表征。     

Molecular and Crystal Structure of 1-(4-Chlorophenyl)- 3- (4-Nitrophenyl)- 1-Triazene

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