CHEBI:229963 - DMH4

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ChEBI Name DMH4
ChEBI ID CHEBI:229963
Definition A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine substituted by phenyl and 4-[2-(morpholin-4-yl)ethoxy]phenyl groups at positions 3 and 6, respectively. It is an inhibitor of VEGFR-2 (IC50 = 0.16 μM).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Doug Howe
Supplier Information
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Formula C24H24N4O2
Net Charge 0
Average Mass 400.482
Monoisotopic Mass 400.18993
InChI InChI=1S/C24H24N4O2/c1-2-4-20(5-3-1)23-17-26-28-18-21(16-25-24(23)28)19-6-8-22(9-7-19)30-15-12-27-10-13-29-14-11-27/h1-9,16-18H,10-15H2
InChIKey SKZQZGSPYYHTQG-UHFFFAOYSA-N
SMILES C(CN1CCOCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=CC=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
vascular endothelial growth factor receptor antagonist
An antagonist at the vascular endothelial growth factor receptor.
Application(s): angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing DMH4 (CHEBI:229963) has role angiogenesis inhibitor (CHEBI:48422)
DMH4 (CHEBI:229963) has role antineoplastic agent (CHEBI:35610)
DMH4 (CHEBI:229963) has role apoptosis inducer (CHEBI:68495)
DMH4 (CHEBI:229963) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
DMH4 (CHEBI:229963) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207)
DMH4 (CHEBI:229963) is a aromatic ether (CHEBI:35618)
DMH4 (CHEBI:229963) is a benzenes (CHEBI:22712)
DMH4 (CHEBI:229963) is a morpholines (CHEBI:38785)
DMH4 (CHEBI:229963) is a pyrazolopyrimidine (CHEBI:38669)
DMH4 (CHEBI:229963) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
6-{4-[2-(morpholin-4-yl)ethoxy]phenyl}-3-phenylpyrazolo[1,5-a]pyrimidine
Synonyms Sources
3-phenyl-6-[4-(2-morpholinoethoxy)phenyl]pyrazolo[1,5-a]pyrimidine ChEBI
6-[4-[2-(4-morpholinyl)ethoxy]phenyl]-3-phenyl-pyrazolo[1,5-a]pyrimidine ChEBI
DMH 4 ChEBI
Registry Number Type Source
515880-75-8 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
12443771 PubMed citation Europe PMC
24778011 PubMed citation Europe PMC
25698653 PubMed citation Europe PMC
27498716 PubMed citation Europe PMC
27806094 PubMed citation Europe PMC
27894044 PubMed citation Europe PMC
28600187 PubMed citation Europe PMC
29080796 PubMed citation Europe PMC
36502932 PubMed citation SUBMITTER
Last Modified
12 April 2024