Evidence map›Paper›PMID 30134015›Full record

ArticleChemMedChem2018

Synthesis, Structural Characterization, and Antiangiogenic Activity of Polyfluorinated Benzamides.

Christian Steinebach, Agnieszka Ambrożak, Stefan Dosa, Shaunna L Beedie, Jonathan D Strope, Gregor Schnakenburg, William D Figg, Michael Gütschow

Abstract read
In one paragraph

Article in ChemMedChem, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
0.3field-weighted citation impact, top 49% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

7 citing papers in PubMed, 9 citations in OpenAlex.

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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors at 2 institutions in 2 countries.

Christian SteinebachPharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, 53121, Bonn, Germany.
Agnieszka AmbrożakPharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, 53121, Bonn, Germany.
Stefan DosaPharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, 53121, Bonn, Germany.
Shaunna L BeedieMolecular Pharmacology Section, National Cancer Institute, NIH, Bethesda, MD, 20892, USA.
Jonathan D StropeMolecular Pharmacology Section, National Cancer Institute, NIH, Bethesda, MD, 20892, USA.
Gregor SchnakenburgInstitute of Inorganic Chemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121, Bonn, Germany.
William D FiggMolecular Pharmacology Section, National Cancer Institute, NIH, Bethesda, MD, 20892, USA.
Michael GütschowPharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, 53121, Bonn, Germany.ORCID 0000-0002-9376-7897
University of Bonn · DENational Cancer Institute · US

Funding

Development of Anticancer AgentsZIASC006538 · NCI · DIVISION OF CLINICAL SCIENCES - NCI · PI FIGG, WILLIAM DOUGLAS · 2009 to 2025
$8.6M
EVALUATION OF NEW TREATMENTS FOR PROSTATE CANCERZ01SC006538 · SC · DIVISION OF CLINICAL SCIENCES - NCI · PI FIGG, WILLIAM DOUGLAS · 1997 to 2008
$647k
Intramural NIH HHS Z01 SC006538
6 · The paper itself

Abstract

The introduction of fluorine into bioactive molecules is a matter of importance in medicinal chemistry. In this study, representatives of various chemical entities of fluoroaromatic compounds were synthesized. Depending on the reaction conditions, either tetrafluorophthalimides or ammonium tetrafluorophthalamates are accessible from tetrafluorophthalic anhydride and primary amines. Tetrafluorophthalamic acids undergo thermal decarboxylation to yield tetrafluorobenzamides. These could be successfully converted upon treatment with primary amines, in the course of an aromatic nucleophilic substitution, to 2,3,5-trifluorobenzamides with respective amino substituents at the 4-position. The five structure types were characterized by means of spectroscopic and crystallographic methods. The synthesized compounds were evaluated as inhibitors of angiogenesis by measuring microvessel outgrowth in a rat aortic ring assay. The biological activity was maintained throughout these different polyfluorinated chemotypes.

Indexed as

Angiogenesis InhibitorsAnimalsAortaBenzamidesFluorocarbonsHumansHuman Umbilical Vein Endothelial CellsMaleMicrovesselsMolecular Structurepara-AminobenzoatesPhthalimidesRats, Sprague-DawleyAngiogenesis InhibitorsBenzamidesFluorocarbonspara-AminobenzoatesPhthalimidesangiogenesisfluorinetetrafluorobenzamidestetrafluorophthalimidestrifluorobenzamides

Identifiers

PMID30134015
PMCPMC6631341
OpenAlexW2888313302

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.