Verteilungseigenschaften von Aromaten im System n‐Octanol/Wasser; Zur. Verteilung von 4‐Aryl‐semicarbaziden im System n‐Octanol/Wasser

Kramer, Claus-Rüdiger; Beck, Lothar

doi:10.1002/zfch.19810210618

Cited by 10 publications

(1 citation statement)

References 5 publications

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“…Intramolecular hydrogen bonds cause a frequently observed [18,29,30] increase in hydrophobicity and compensate the usual ortho effect of substituents without such hydrogenbonding ability discussed above (Figure 1). …”

Section: Hydrophobicitymentioning

confidence: 93%

Relationships between Hydrophobicity and Algistatic Activity of 5-Aryl-3H-[1,3,4]oxadiazole-2-thiones

Schelenz

Klunker

Bernhardt

et al. 2001

Quant. Struct.-Act. Relat.

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A series of 10 acidic 5-aryl-3H- [1,3,4]oxadiazole-2-thiones was synthesized and characterized with regard to hydrophobic and algistatic properties.Apparent octan-1-olywater (buffer pH ¼ 7.41) partition coefficients (logP app ) were determined by the shake-flask method and used to calculate the partition coefficients of the un-ionized molecules (logP u ) on the basis of known pK a values. Relationships between both sets of logP and hydrophobic substituent constants are reported.Biological activity parameters (logA) were derived from growth tests using autotrophic Chlorella vulgaris cultures.The obtained data sets of logA and logP were used in QSAR studies. In this way it could be shown that the algistatic activity of meta-and para-substituted 5-aryl-3H-[1,3,4]-oxadiazole-2-thiones strongly correlates with logP app , but slightly poorer with logP u .The results are discussed and compared with analogous QSAR/QSPR found for earlier studied series of fivemembered N-heterocycles (2-amino-5-aryl-[1,3,4]oxadiazoles, 4-aryl-5-alkyl-2,4-dihydro-[1,2,4]triazol-3-ones, 5-amino-1-aryl-1H-tetrazoles).

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Section: Hydrophobicitymentioning

confidence: 93%

Relationships between Hydrophobicity and Algistatic Activity of 5-Aryl-3H-[1,3,4]oxadiazole-2-thiones

Schelenz

Klunker

Bernhardt

et al. 2001

Quant. Struct.-Act. Relat.

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Synthesis and Reactivity of Structurally Analogous Phenylimido and Oxo Complexes of Rhenium(V) with N,N‐Dialkyl‐N′‐benzoylthioureas

Huy

Abram

2008

Zeitschrift anorg allge chemie

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[ReOCl3(PPh3)2] and [Re(NPh)Br3(PPh3)2] react at room temperature with equivalent amounts of N,N‐dialkyl‐N′‐benzoylthioureas (HR1R2btu) in CH2Cl2 under formation of the rhenium(V) complexes [ReOCl2(R1R1btu)(PPh3)] and [Re(NPh)Br2(R1R2btu)(PPh3)], respectively. The products are structurally analogous with the oxygen atoms of the benzoylthioureas binding in trans positions to the oxo or phenylimido ligands. Prolonged reaction times result in the reduction of the oxo compound by the released PPh3 and the formation of rhenium(III) complexes of the composition [ReCl2(PPh3)2(R1R2btu)], while such a second reaction path is excluded for the phenylimido compound. Phenylimido species with more than one N,N‐dialkyl‐N′‐benzoylthioureato ligand could not be isolated, even when a large excess of HR1R2btu was used during the reaction.

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Verteilungseigenschaften von homologen Reihen im System n‐Octanol/Wasser; Zur Verteilung von 4‐Alkylsemicarbaziden im System n‐Octanol/Wasser

Kramer

Beck

1981

Zeitschrift fuer Chemie

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Verteilungseigenschaften von Aromaten im System n‐Octanol/Wasser; Zur. Verteilung von 4‐Aryl‐semicarbaziden im System n‐Octanol/Wasser

Cited by 10 publications

References 5 publications

Relationships between Hydrophobicity and Algistatic Activity of 5-Aryl-3H-[1,3,4]oxadiazole-2-thiones

Relationships between Hydrophobicity and Algistatic Activity of 5-Aryl-3H-[1,3,4]oxadiazole-2-thiones

Synthesis and Reactivity of Structurally Analogous Phenylimido and Oxo Complexes of Rhenium(V) with N,N‐Dialkyl‐N′‐benzoylthioureas

Verteilungseigenschaften von homologen Reihen im System n‐Octanol/Wasser; Zur Verteilung von 4‐Alkylsemicarbaziden im System n‐Octanol/Wasser

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