trans→cis Photoisomerization of 1-styrylnaphthalene and its 4′-bromo- and 4′-chloro-derivatives. A fluorimetric and laser flash photolytic study

2,6-Diphenyl substituted thio- and seleno-pyrylium salts with azulen-1-yl moieties in 4-position were prepared from phenylacetylene going through chalcogenopyrones and 4-chloro-chalcogenopyrylium salts as intermediates. The final step of synthesis involves the electrophile substitution in 1-position of azulenes with the obtained chloro-derivatives and the products isolation as stable perchlorates. The electronic and magnetic spectra of products are presented and compared with those of the corresponding pyrylium salts.

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Toxicity of Para-Chloro Substituted Benzene Derivatives in the Microtox™ Test

Water Quality Research Journal ◽

10.2166/wqrj.1985.016 ◽

1985 ◽

Vol 20 (2) ◽

pp. 36-43 ◽

Cited By ~ 9

Author(s):

Klaus L.E. Kaiser ◽

Juan M. Ribo ◽

Brian M. Zaruk

Keyword(s):

General Formula ◽

Functional Group ◽

Structural Parameters ◽

Systematic Investigation ◽

Photobacterium Phosphoreum ◽

Benzene Derivatives ◽

Quantitative Structure ◽

Chlorinated Benzenes ◽

Chloro Derivatives ◽

Derivatives Of

Abstract This paper gives the results of part of a systematic investigation into contaminant toxicity to Photobacterium phosphoreum in the Microtox™ test. Reported are the toxicity values for 39 para-chloro substituted benzene derivatives of the general formula l-Cl-C6h4-4-X=CH2CH(NH2)COOH, F, SO2NH2, OCH2COOH, CH2COOH, CONHNH2, NHCOCH3, CONH2, CH=CHCOOH, SeOOH, CH2NH2, CH2CH2NH2, NO2, H, CF3, CHO, CH2OH, OH, CH3, CCl3, COCH3, COOH, NH2, SO2C6H5, Cl, CH2COCH3, COCl, CN, OCH3, NCO, NHCH3, I, COC6H5, CH2Cl, SH, CH2SH, NCS, CH2CN and SO2C6H4Cl. Except for the last compound, whose solubility is below the required concentration, the toxicities increase in the presented order with a total range of more than three orders of magnitude. The data are discussed in terms of quantitative structure-toxicity correlations with compound-specific structural parameters. In combination with a previously developed submodel on chlorinated benzenes, phenols, nitrobenzenes and anilines, the observed relationships allow the prediction of the toxicity of some 780 possible chloro derivatives of the general formula C6H5-nClnX, where n=<5 and X is a functional group as listed above.

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Some 6-substituted derivatives of D-8-cyanomethylergoline-I and D-8-methylergoline-I

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19790946 ◽

1979 ◽

Vol 44 (3) ◽

pp. 946-951 ◽

Cited By ~ 4

Author(s):

Antonín Černý ◽

Jiří Křepelka ◽

Miroslav Semonský

Keyword(s):

Inhibiting Activity ◽

Chloro Derivatives ◽

Derivatives Of

Compounds III-XX exhibiting antilactation and antinidation effects in tests on rats were prepared on N(6)-alkylation of D-8-cyanomethylergoline-I (I) or D-8-methylergoline-I (II) with corresponding bromo (chloro) derivatives in dimethylformamide. The most distinct prolactin-inhibiting activity was found in compound III.

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Some 1-substitution derivatives of 4-aryl-2,3-dihalogeno-1-naphthols

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19840110 ◽

1984 ◽

Vol 49 (1) ◽

pp. 110-121 ◽

Cited By ~ 1

Author(s):

Jiří Křepelka ◽

Drahuše Vlčková ◽

Milan Mělka

Keyword(s):

Thionyl Chloride ◽

Oxirane Ring ◽

Secondary Amines ◽

Two Phase ◽

Lytic Effect ◽

Primary And Secondary Amines ◽

Phase Medium ◽

Chloro Derivatives ◽

Derivatives Of

Alkylation of derivatives of 4-aryl-1-naphthols (I-V) by 2,3-epoxypropyl chloride in methanolic sodium hydroxide gave epoxy derivatives VI, VIII, IX, XI and XII, apart from products of cleavage of the oxirane ring, VII and X. Analogous alkylation of compounds I, IV and V by 2-(N,N-diethylamino)ethyl chloride hydrochloride in a two-phase medium afforded basic ethers XIII to XV. The cleavage of the oxirane ring in compound VI by the action of primary and secondary amines, piperidine and substituted piperazines led to compounds XVI-XXIV. Reaction of thionyl chloride with compounds XXI, XXII and XXIV gave chloro derivatives XXV-XXVII.Exposure of compound XXII to 4-methylbenzenesulfonyl chloride produced compound XXVIII, retaining the secondary alcoholic group. In an antineoplastic screening in vivo none of the compounds prepared had an appreciable activity. Compound XVII, being an analogue of propranolol, was used in the test of isoproterenolic tachycardia, and showed a beta-lytic effect comparable with that of propranol.

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