几个新型呋喃氨基腈衍生物的合成及抗菌活性

用5-甲基-4-乙氧羰基呋喃氨基腈与芳醛反应制得Schiff碱,再采用NaBH4还原Schiff碱,得到3个新型5-甲基-4-乙氧羰基呋喃氨基腈衍生物.利用核磁共振谱(1H NMR)、红外光谱(IR),质谱(EI-MS)表征了产物的结构;并初步测定了产物的抗菌活性.结果表明,目标化合物的抗菌活性一般.     

Triazole antifungals. V. Synthesis and antifungal activities of some amides related to 3-acylamino-2-aryl-1-triazolyl-2-butanol.

Amides, 2 and 3 related to the potent antifungal triazole-amide 3-acylamino-2-aryl-1-triazolyl-butanol(1) were synthesized starting from the triazole-alcohol 6. The antifungal activity of 2 and 3 against a mouse systemic Candida albicans infection was found to be less potent than that of 1.     

Henry’s law constants and infinite dilution activity coefficients of cis-2-butene,dimethylether, chloroethane,and 1,1-difluoroethane in methanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol,isobutanol, tert-butanol, 1-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butanol, 3-methyl-1-butanol,and 2-methyl-2-butanol

Henry’s law constants and infinite dilution activity coefficients of cis-2-butene, dimethylether, chloroethane, and 1,1-difluoroethane in methanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutanol, tert-butanol, 1-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butanol, 3-methyl-1-butanol, and 2-methyl-2-butanol in the temperature range of 250 K to 330 K were measured by a gas stripping method and partial molar excess enthalpies were calculated from the activity coefficients. A rigorous formula for evaluating the Henry’s law constants from the gas stripping measurements was used for the data reduction of these highly volatile mixtures. The uncertainty is about 2% for the Henry’s law constants and 3% for the estimated infinite dilution activity coefficients. In the evaluation of the infinite dilution activity coefficients, the nonideality of the solute such as the fugacity coefficient and Poynting correction factor cannot be neglected, especially at higher temperatures. The estimated uncertainty of the infinite dilution activity coefficients includes 1% for nonideality.     

4-苯基-1-丁醇的合成研究

4-苯基-1-丁醇是一种重要的药物中间体。文章以苯和丁二酸酐为起始原料,经付克酰基化得3-羰基苯丁酸;通过对羰基还原成亚甲基的方法进行研究,确定了通过Wollf-Kishner还原法合成苯丁酸,然后通过酯化和硼氢化钠还原酯等反应合成了4-苯基-1-丁醇,使总收率不低于35%。该合成方法避免了毒性较大的锌-汞齐,革除了价格昂贵的氢化铝锂,使之更适合于工业化生产。     

Triazole antifungals. IV. Synthesis and antifungal activities of 3-acylamino-2-aryl-2-butanol derivatives.

New triazole compounds were designed and synthesized as potential inhibitors of the fungal cytochrome P-450 14 alpha-demethylase. In testing for antifungal activity against a mouse systemic Candida albicans infection, (2R,3R)-3-acylamino-2-aryl-2-butanol derivatives III exhibited remarkably high efficacy after oral or parenteral administration. The structure-activity relationships of these amidoalcohols were evaluated.     

Synthesis and fungicidal activities of silicon-containing derivatives of 2-aryl-3-(1H-1,2,4-triazol-1-yl)propanenitriles.

A new series of silicon-containing derivatives of 2-aryl-3-(1H-1,2,4-triazol-1-yl)propanenitriles were synthesized and evaluated for fungicidal activities against rice sheath blight and powdery mildew on cucumber. These derivatives exhibited higher efficacy than reference fungicides.     

Synthesis of organophosphorus derivatives of lupinine and solasodine and investigation of their cholinergic activities

The synthesis of lupinine O-(dialkyl phosphate)s and of solasodine O-(diethyl phosphate) has been achieved under the conditions of phase-transfer catalysis-and their antienzyme activities have been studied.Institute of Organic Synthesis and Coal Chemistry, Kazakhstan Academy of Sciences, Karaganda. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 541–542, September–October, 1992.     

Synthesis of organophosphorus derivatives of lupinine and solasodine and investigation of their cholinergic activities

The synthesis of lupinine O-(dialkyl phosphate)s and of solasodine O-(diethyl phosphate) has been achieved under the conditions of phase-transfer catalysis-and their antienzyme activities have been studied.     

Synthesis and alkylation of 2-mercapto-4-quinazolone and the fungicidal activities of the compounds obtained

A convenient method of obtaining 2-mercapto-4-quinazolone has been developed and the alkylation of its ambidentate anions has been studied. It has been found that they exhibit a dual reactivity in alkylation reactions. It has been shown that alkylated 2-mercapto-4-quinazolones possess a moderate fungicidal activity.     

Synthesis and alkylation of 2-mercapto-4-quinazolone and the fungicidal activities of the compounds obtained

A convenient method of obtaining 2-mercapto-4-quinazolone has been developed and the alkylation of its ambidentate anions has been studied. It has been found that they exhibit a dual reactivity in alkylation reactions. It has been shown that alkylated 2-mercapto-4-quinazolones possess a moderate fungicidal activity.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 112–118, January–February, 1982.     

A polarographic investigation of 5-nitrophenyl-2-furfurals and their derivatives

The polarographic behavior in dimethylformamide of the o-, p-, and m-isomers of 5-(nitrophenyl)-2-furfural and their benzoylhydrazones has been studied. These compounds give one one-electron and one three-electron wave of the reduction of the nitro group, the corresponding half-wave potentials being considerably more negative than the half-wave potentials of 5-nitro-2-furfural and the corresponding nitrobenzaldehydes. In the case of 5-(o-nitrophenyl)-2-furfural and its benzoylhydrazone, a hydrogen bond is formed between the nitro group and the furan ring or the amide grouping of the side chain, which leads to a considerable shift in the potentials in the negative direction. Because of the high electroreduction potentials, the benzoylhydrazones of the 5-(o-, p-, and m-nitrophenyl)-2-furfurals have no antibacterial and fungistatic activity.     

Synthesis of 2-keto-4-phosphorylbutyric acids and their derivatives

The Claisen condensation of 3-phosphorylated propionitriles with diethyl oxalate has been examined. The product of the condensation of 3-(methylethoxyphosphinyl)propionitrile, following hydrolysis, has been shown to be the enol form (Z-isomer) of 4-(methylhydroxyphosphinyl)-3-cyano-2-ketoburyric acid. On crystallization from water, the other isomers (the E-isomer of the enol or the keto-forms) were not isolated. Distillation of the products of silylation of the reaction mixture with hexamethyldisilazane gave both geometric isomers of the enol (Z and E). In aqueous solution, the enol gradually cyclizes to give 2-hydroxy-3-(methylhydroxyphosphinyl)citraconimide.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2120–2127, September, 1990.     

The hydroxyl radical reaction rate constant and atmospheric transformation products of 2-butanol and 2-pentanol

The relative rate technique has been used to measure the hydroxyl radical (OH) reaction rate constant of +2-butanol (2BU, CH₃CH₂CH(OH)CH₃) and 2-pentanol (2PE, CH₃CH₂CH₂CH(OH)CH₃). 2BU and 2PE react with OH yielding bimolecular rate constants of (8.1±2.0)×10⁻¹² cm³molecule⁻¹s⁻¹ and (11.9±3.0)×10⁻¹² cm³molecule⁻¹s⁻¹, respectively, at 297±3 K and 1 atmosphere total pressure. Both 2BU and 2PE OH rate constants reported here are in agreement with previously reported values [1–4]. In order to more clearly define these alcohols' atmospheric reaction mechanisms, an investigation into the OH+alcohol reaction products was also conducted. The OH+2BU reaction products and yields observed were: methyl ethyl ketone (MEK, (60±2)%, CH₃CH₂C((DOUBLEBOND)O)CH₃) and acetaldehyde ((29±4)% HC((DOUBLEBOND)O)CH₃). The OH+2PE reaction products and yields observed were: 2-pentanone (2PO, (41±4)%, CH₃C((DOUBLEBOND)O)CH₂CH₂CH₃), propionaldehyde ((14±2)% HC((DOUBLEBOND)O)CH₂CH₃), and acetaldehyde ((40±4)%, HC((DOUBLEBOND)O)CH₃). The alcohols' reaction mechanisms are discussed in light of current understanding of oxygenated hydrocarbon atmospheric chemistry. Labeled (¹⁸O) 2BU/OH reactions were conducted to investigate 2BU's atmospheric transformation mechanism details. The findings reported here can be related to other structurally similar alcohols and may impact regulatory tools such as ground level ozone-forming potential calculations (incremental reactivity) [5]. © 1998 John Wiley & Sons, Inc. Int J Chem Kinet 30: 745–752, 1998     

Synthesis of 2-ethoxy-2-carbethoxy-δ5 -dihydropyrans and their derivatives

Acrolein and methyl vinyl ketone undergo diene condensation with ethyl -ethoxyacrylate to give the corresponding 2-ethoxy-2-carbethoxy-⁵-dihydropyrans in 50–60% yields. The reduction of the latter with lithium aluminum hydride gave the hydroxymethyl derivatives of dihydropyrans, while ammonolysis gave amides of 2-ethoxy-⁵-dihydropyran-2-carboxylic acids.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 452–453, April, 1972.     

N~9-(乙酰苯腙)腺嘌呤衍生物的合成及杀菌活性

为了寻找高活性的农药先导化合物,根据活性亚结构拼接原理,将酰腙类化合物的活性亚结构基团(CONHN=CH)和腺嘌呤环进行活性拼接,设计合成了8种未见报道的N9-[乙酰(取代)苯腙]腺嘌呤衍生物,其结构经IR,1H NMR,13C NMR和HRMS确认.初步生物活性测试结果表明,在100 mg/L浓度下,化合物4b对小麦茎腐病菌、玉米青枯病菌和烟草黑茎病菌的抑菌活性(77.53%,72.56%和82.12%)高于对照药剂三唑酮(68.71%,66.41%和78.74%);化合物4c对小麦茎腐病菌、烟草黑茎病菌及棉花枯萎病菌的抑菌率(68.7%,79.14%和75.75%)和三唑酮的相当或好于三唑酮(68.71%,78.74%和75.64%);化合物4d和4h对小麦茎腐病菌(73.10%和69.02%)抑制率都高于三唑酮的(68.71%).     

Synthesis of 5-hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles and their splitting into β-triazolyl- and β-pyrazolylacrylic acids

5-Hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles were synthesized. By the action of benzenesulfonyl chloride in an alkaline medium, only 5-hydroxy-4-nitroso-2-phenyl-benzotriazole and 1-methyl-6-hydroxy-7-nitrosoindazole split into 5-carboxyvinyl-2-phenyl-4-cyano-1,2,3-triazole- and -(1-methyl-5-cyano-4-pyrazolyl)acrylic acid, respectively, while the fragmentation under electron impact proceeds by another scheme.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 491–498, April, 1988.     

Synthesis and fungicidal activity of fluorine-containing phenylimino-thiazolidines derivatives

Nine new fluorine-containing phenylimino-thiazolidines derivatives were prepared. The structures of all compounds were confirmed by ¹H NMR, mass and high resolution mass spectroscopy. The antifungicidal activities of the title compounds on Phytophthoza capsici L., Pyriculazia ozyzae C., Fusazium spp. at 100 ppm were screened.     

Synthesis and fungicidal activity of fluorine-containing phenylimino-thiazolidines derivatives

Nine new fluorine-containing phenylimino-thiazolidines derivatives were prepared. The structures of all compounds were confirmed by NMR, mass and high resolution mass spectroscopy. The antifungicidal activities of the title compounds on Phytophthora capsici L., Pyricularia oryzae C, Fusarium spp. at 100 ppm were screened.