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Inhibition of human PDGF receptor phosphorylation; 0.01-0.02

PubChem AID
155185
Primary Citation
A new series of PDGF receptor tyrosine kinase inhibitors: 3-substituted quinoline derivatives [PMID: 8035419]
Source
External ID
BioAssay Type
Confirmatory
Tested Substances
Tested Compounds
Version
Status
Live
Dates
  • Deposit:
    2010-05-21
  • Modify:
    2022-08-30
Description
This bioassay record (AID 155185) reports results from the above primary citation. Additional data from the same publication are reported in a total of 47 BioAssay records in PubChem.

1 Description

Title: A new series of PDGF receptor tyrosine kinase inhibitors: 3-substituted quinoline derivatives.

Abstract: A series of 63 3-substituted quinoline derivatives has been prepared and tested for inhibition of cell-free platelet derived growth factor receptor tyrosine kinase (PDGF-RTK) activity. The compounds were generally prepared either by a Friedlander condensation between an aryl-acetaldehyde and an o-aminobenzaldehyde or by a palladium-catalyzed coupling between an aryl bromide or triflate and an organostannane or organozinc chloride. The presence of 6,7-dimethoxy groups on the quinoline ring was found to be advantageous although not essential for potent inhibition of PDGF-RTK. A lipophilic group attached to the quinoline 3-position contributed substantially to activity. The lipophilic groups generally consisted of monocyclic aromatics or small alkynyl, alkenyl, and alkyl groups. Optimum activity of ca. < or = 20 nM (IC50) was observed when 6,7-dimethoxyquinoline was substituted in the 3-position with 4-methoxyphenyl (15d), 3-fluoro-4-methoxyphenyl (17m), 3-fluorophenyl (17b), 4-hydroxyphenyl (24), 6-methoxypyridin-3-yl (15o), 5-pyridin-2(1H)-one (23), trans-beta-styryl (15e), thiophene-3-yl (2e), 5-chlorothiophene-2-yl (15f), or cyclopentenyl (17n) groups. Most of the compounds in the series were tested for inhibition of cell-free epidermal growth factor receptor tyrosine kinase activity and found to be inactive.

2 Comment

Compounds with activity <= 10uM or explicitly reported as active by ChEMBL are flagged as active in this PubChem assay presentation.

Journal: J Med Chem

Year: 1994

Volume: 37

Issue: 14

First Page: 2129

Last Page: 2137

DOI: 10.1021/jm00040a003

Target ChEMBL ID: CHEMBL2095189

ChEMBL Target Name: Platelet-derived growth factor receptor

ChEMBL Target Type: PROTEIN COMPLEX - Target is a defined protein complex, consisting of multiple subunits

Relationship Type: D - Direct protein target assigned

Confidence: Direct protein complex subunits assigned

3 Result Definitions

4 Data Table

5 Target

8 Identity

8.1 BioAssay Name

Inhibition of human PDGF receptor phosphorylation; 0.01-0.02

8.2 Source

8.3 External ID

8.4 Project Category

Literature, Extracted

8.5 BioAssay Type

Confirmatory

8.6 Deposit Date

2010-05-21

8.7 Modify Date

Version 1.1
Version 2.1
Version 2.2
Version 2.3
Version 3.1
Version 3.2
Version 3.3
Version 4.1
Version 5.1
Version 6.1
Version 7.1
Version 8.1
Version 8.2
Version 9.1
Version 10.1
Version 10.2
Version 10.3
Version 10.4
Version 10.5
Version 11.1
Version 11.2
2022-08-30 (currently shown)

8.8 Status

Live

9 Same-Publication BioAssays

10 BioAssay Annotations

Assay Type
Binding
Assay Organism

11 Information Sources

  1. PubChem
  2. ChEMBL
    LICENSE
    Access to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).
    http://www.ebi.ac.uk/Information/termsofuse.html
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