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

URN to cite this document:: urn:nbn:de:bvb:355-epub-54836
DOI to cite this document:: 10.5283/epub.5483

Mueller, Richard ; Gust, Ronald ; Jennerwein, Margaretha ; Reile, Herta ; Laske, Reiner ; Krischke, Walter ; Bernhardt, Günther ; Spruss, Thilo ; Engel, Juergen ; Schönenberger, Helmut

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Date of publication of this fulltext: 05 Aug 2009 13:50

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Item type:

Article

Journal or Publication Title:

European Journal of Medicinal Chemistry

Publisher:

Elsevier

Volume:

Number of Issue or Book Chapter:

Page Range:

pp. 341-348

Date:

1989

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 > Alumni or 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

Dewey Decimal Classification:

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

Item ID:

5483

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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.

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