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Tumor inhibiting [1,2-bis(fluorophenylethylenediamine]platinum(II) complexes. Part I. Synthesis

Mueller, Richard and Gust, Ronald and Jennerwein, Margaretha and Reile, Herta and Laske, Reiner and Krischke, Walter and Bernhardt, Günther and Spruss, Thilo and Engel, Juergen and Schönenberger, Helmut (1989) Tumor inhibiting [1,2-bis(fluorophenylethylenediamine]platinum(II) complexes. Part I. Synthesis. European Journal of Medicinal Chemistry 24 (4), pp. 341-348.

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Abstract

DL- And meso-NHCH(ClH4X)CH(C6H4X)NH2 (L; X = 2-, 3-, 4-F) were prepd. from meso-1,2-bis(2-hydroxyphenyl)ethylenediamine and XC6H4CHO by a diaza Cope-rearrangement. K2PtX4 (X = Ce, I) reacted with L to give PtX2. PtLI2 reacted with Ag2SO4 or AgNO3 to give [PtL(H2O)2]SO4 (X = 2-, 3-, 4-F) and PtL(NO3)2 (X = 4-F), resp.

Item Type:

Article

Additional information (public):

CAN 112:150598 78-7 Inorganic Chemicals and Reactions 446-52-6 (2-Fluorobenzaldehyde); 456-48-4 (3-Fluorobenzaldehyde); 459-57-4 (4-Fluorobenzaldehyde) Role: RCT (Reactant), RACT (Reactant or reagent) (condensation reaction of, with bis(phenyl)ethylenediamines followed by Cope rearrangement); 58519-80-5 (meso-1,2-Bis(2-hydroxyphenyl)ethylenediamine) Role: RCT (Reactant), RACT (Reactant or reagent) (condensation reactions of, with fluorobenzaldehydes followed by Cope rearrangement); 105856-26-6P; 105856-30-2P; 105856-34-6P; 105990-74-7P; 125859-08-7P; 125859-13-4P; 125859-15-6P; 125859-16-7P; 125948-90-5P; 125948-93-8P; 125948-95-0P; 125948-97-2P; 125948-98-3P; 125949-82-8P Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), SPN (Synthetic preparation), THU (Therapeutic use), BIOL (Biological study), PREP (Preparation), USES (Uses) (prepn. and antitumor activity of); 58520-50-6P; 125448-77-3P; 125448-78-4P; 125448-79-5P; 125448-80-8P; 125448-81-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 125859-11-2P; 125949-84-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reactions of, with silver nitrate and sulfate); 125859-09-8P; 125859-10-1P; 125948-91-6P; 125949-83-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reactions of, with silver sulfate); 50648-93-6P; 117903-75-0P; 125448-74-0P; 125448-75-1P; 125448-76-2P; 125459-81-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 10025-99-7 (Dipotassium tetrachloroplatinate(2-); 14708-56-6 (Dipotassium tetraiodoplatinate(2-) Role: RCT (Reactant), RACT (Reactant or reagent) (reactions of, with bis(fluorophenyl)ethylenediamines)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger
Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)

Identification Number:

Value	Type
1990:150598	Other
10.1016/0223-5234(89)90076-7	DOI

Keywords:

Cope rearrangement (of bis(hydroxyphenyl)ethylenediamine reaction products with fluorobenzaldehyde); Neoplasm inhibitors (platinum complexes with bis(fluorophenyl)ethylenediamines); antitumor activity platinum fluorophenylethylenediamine complex platinum fluorophenylethylenediamine diastereoisomer complex ethylenediamine fluorophenyl platinum diastereoisomer complex

Subjects:

500 Science > 570 Life sciences
500 Science > 540 Chemistry & allied sciences

Status:

Published

Refereed:

Yes, this version has been refereed

Created at the University of Regensburg:

Yes

Owner:

Universitätsbibliothek Regensburg

Deposited On:

15 Jan 2009 16:26