2687-40-3Relevant academic research and scientific papers
Synthesis of methyl 5(6)-(4-aminophenoxy)-and 5(6)-(2-aminophenoxy)-2- benzimidazolyl carbamates and their biological properties
Pilyugin,Mikhailyuk,Kosareva,Chikisheva,Kiseleva,Kuznetsova,Vorobyeva,Klimakova
, p. 1154 - 1160 (2003)
A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4′-triaminodiphenyl or 3,4,2′-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.
Synthesis of new 4[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones and their evaluation as anthelmintics
Namratha,Bilehal, Dinesh,Shyamkumar,Gaonkar, Santosh L.
, p. 1885 - 1897 (2016/03/16)
A library of novel 4-[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones containing different substituents at the 5-position is synthesized. The mechanochemical treatment is followed to synthesize target compounds 8 (a-p), and the yields are compared by both the grinding method and the conventional method. The structure of the intermediate, isothiocyanato-4-(4-nitrophenoxy)benzene 6, is analyzed by single crystal X-ray studies. The title compounds are characterized by spectral and elemental analyses and further evaluated for their efficacy as anthelmintics in vitro. Compounds 8c, 8j, 8k, 8l, and 8m exhibit significant anthelmintic activity.
2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide as a novel ligand for the copper-catalyzed coupling reaction of phenols and aryl halides
Qiu, Yatao,Jia, Weijun,Yao, Zhiyi,Wu, Fanhong,Jiang, Sheng
, p. 1502 - 1510 (2013/05/08)
2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide was identified as an efficient novel ligand for the copper-catalyzed coupling of aryl halides with various phenols under mild conditions. The catalytic system shows great functional-group tolerance and excellent reactive selectivity.
Novel synthesis of anthelmintic drug 4-isothiocyanato-4′- nitrodiphenyl ether and its analogs
Chaskar,Bandgar,Modhave,Patil,Yewale
experimental part, p. 992 - 1001 (2009/09/08)
An efficient, mild, chemoselective, and convenient protocol for synthesis of isothiocyanate derivatives. This protocol was applied successfully in the novel synthesis of anthelmintic drug 4-isothiocyanato-4′-nitrodiphenyl ether and its analogs. Copyright Taylor & Francis Group, LLC.
Synthesis and structure of Di[methoxy(ethoxy)carbonylamino-1H-benzimidazol- 5-yl] ethers
Pilyugin,Sapozhnikov,Kiseleva,Sapozhnikova,Vorob'eva,Klimakova
, p. 1509 - 1513 (2007/10/03)
A procedure was developed for preparing di[methoxy(ethoxy)carbonylamino-1H- benzimidazol-5-yl] ethers by the reaction of methyl or ethyl chloroformate with sodium cyanamide, followed by the reaction of the resulting methyl or ethyl cyanocarbamate with 4-(3,4-diaminophenoxy)-1,2-phenylenediamine in acidic solution. 2005 Pleiades Publishing, Inc.
Synthesis of 3,4,4′- and 2′,3,4-triaminodiphenyl ethers
Pilyugin,Mikhailyuk,Kiseleva,Kuznetsova,Chikisheva,Kosareva
, p. 1105 - 1109 (2007/10/03)
Procedures were developed for preparing 3,4,4′- and 2′,3,4-triaminodiphenyl ethers by the reaction of 4-acetylaminophenol with, respectively, 4-nitro- or 2-nitrochlorobenzene, followed by nitration of the resulting 4-acetylamino-4′- or -2′-nitrodiphenyl ether, hydrolysis of the product, 4-acetylamino-3,4′- or -2′,3- dinitrodiphenyl ether, and reduction of 4-amino-3,4′- or -2′-3-dinitrodiphenyl ether.
DNA-Direcred Alkylating Agents. 4. 4-Anilinoquinoline-Based Minor Groove Directed Aniline Mustards
Gravatt, G. Lance,Baguley, Bruce C.,Wilson, William R.,Denny, William A.
, p. 1552 - 1560 (2007/10/02)
A series of 4-anilinoquinoline-linked aniline mustards of widely varying mustard reactivity were prepared and evaluated for their antitumor activity.The compounds were designed as minor groove binding agents, where the aniline mustard ring is itself part of the DNA-binding ligand.While there was a general trend for cytotoxicity to correlate with mustard reactivity, this was much less pronounced than with untargeted mustards.The compounds were much more cytotoxic than the parent diols, and were also at least 10-fold more cytotoxic than the corresponding aniline mustards themselves.Comparative cell line studies suggested that the mechanism of cytotoxicity varied with mustard reactivity.The most reactive mustards cross-linked DNA, while cell killing by the less reactive compounds appeared to be by the formation of bulky monoadducts.The compounds were active but not particularly dose-potent against P388 leukemia in vivo.The modest potency may be related to their poor aqueous solubility, since the more soluble methyl quarternary salts were equally active at much lower doses.
Herbicidally active phenoxyalkanecarboxylic acid derivatives
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, (2008/06/13)
A compound of the formula: STR1 wherein Q1 is CH or N; R is H or C1 -C5 alkyl; X is H, halogen, CF3, or NO2 ; Y is H or halogen; Z is --O-- or --NH--; A is STR2 wherein Q2, and Q3 are each CH or N; R1 and R2 are each H, C1 -C5 alkyl, C1 -C5 alkoxy, or C2 -C6 alkxoycarobnyl; R3, R4, and R5 are each H or C1 -C5 alkyl; R6 is H, halogen, or C1 -C5 alkyl; R7, R8, R9, and R10 are each H or C1 -C5 alkyl; R11 is H, C1 -C5 alkyl, C1 -C5 alkoxy, C2 -C6 alkenyl, C6 -C10 aryl, C7 -C15 aryloxyalkyl, or C7 -C15 aralkyl; R12 and R13 are each H or C1 -C5 alkyl; R14 is C1 -C5 alkyl, C2 -C6 alkenyl, C5 -C10 aryl, or C7 -C15 aralkyl; or R13 and R14 taken together form C3 -C4 alkylene, V1 and V2 are each H, halogen, NO2, CN, or CF3 ; V3 is halogen or CF3 ; W1 is --O-- or --NH--; W2 is --(CH2)n -- wherein n is 0 or 1, or CO; X1 is halogen, or a salt thereof, which is effective as a herbicidal agent.
