Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H22N2O |
Molecular Weight | 282.3801 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)C1=CC(C=C(C#N)C#N)=CC(=C1O)C(C)(C)C
InChI
InChIKey=MZOPWQKISXCCTP-UHFFFAOYSA-N
InChI=1S/C18H22N2O/c1-17(2,3)14-8-12(7-13(10-19)11-20)9-15(16(14)21)18(4,5)6/h7-9,21H,1-6H3
Molecular Formula | C18H22N2O |
Molecular Weight | 282.3801 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Malonoben is a synthetic inhibitor of protein tyrosine kinase (PTK) that displays characteristics of a potent reversible inhibitor of platelet-derived growth factor (PDGF)-induced mitogenesis via inhibition of tyrosine kinase activity of the PDGFR (PDGF receptor) and other signaling cascades. Malonoben significantly attenuated CCR7-induced Pyk2 tyrosine phosphorylation, activation of cofilin and sequentially abolished F-actin rearrangement, diminished the chemotaxis and migration ability of squamous cell carcinoma of the head and neck. Malonoben treatment resulted in the formation of fragmented mitochondria filament. Treatment of malonoben also evoked mitochondrial fragmentation in other cells including the neuroblastomas. Malonoben induces Drp1-mediated mitochondrial fission and apoptotic cell death.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2095189 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1850195 |
0.04 µM [IC50] | ||
Target ID: CHEMBL5469 |
|||
Target ID: GO:0000266 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21527248 |
|||
Target ID: CHEMBL2363049 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2552117 |
155.0 µM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Tyrphostins inhibit PDGF-induced DNA synthesis and associated early events in smooth muscle cells. | 1991 Apr |
|
Inhibitory effect of tyrphostin on the replication of herpes simplex virus type 1. | 1995 |
|
D-Aspartate is stored in secretory granules and released through a Ca(2+)-dependent pathway in a subset of rat pheochromocytoma PC12 cells. | 2001 Jul 13 |
|
Ca2+-dependent exocytosis of L-glutamate by alphaTC6, clonal mouse pancreatic alpha-cells. | 2001 May |
|
Electrochemical elucidation on the mechanism of uncoupling caused by hydrophobic weak acids. | 2008 Aug 14 |
|
Involvement of Ech hydrogenase in energy conservation of Methanosarcina mazei. | 2010 Aug |
|
A receptor tyrosine kinase inhibitor, Tyrphostin A9 induces cancer cell death through Drp1 dependent mitochondria fragmentation. | 2011 May 13 |
|
Chemokine receptor 7 via proline-rich tyrosine kinase-2 upregulates the chemotaxis and migration ability of squamous cell carcinoma of the head and neck. | 2012 Nov |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7544112
The effects of tyrphostin on plaque formation of HSV-1 was examined. In the presence of tyrphostin 9 at the concentration of 200 nM, the plaque number was reduced by 80% in comparison with the control.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:47:22 GMT 2023
by
admin
on
Fri Dec 15 17:47:22 GMT 2023
|
Record UNII |
87TE8MRS65
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
EPA PESTICIDE CODE |
230200
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
242557
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
SF-6847
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
malonoben
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
5614
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
DTXSID1042106
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
10537-47-0
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY | |||
|
87TE8MRS65
Created by
admin on Fri Dec 15 17:47:22 GMT 2023 , Edited by admin on Fri Dec 15 17:47:22 GMT 2023
|
PRIMARY |