4-[2-[4-(3-Phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenoxy]ethyl]morpholine

Base Information

• Chemical Name: 4-[2-[4-(3-Phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenoxy]ethyl]morpholine
• CAS No.: 515880-75-8
• Molecular Formula: C24H24N4O2
• Molecular Weight: 400.47
• European Community (EC) Number: 684-503-6
• DSSTox Substance ID: DTXSID00416187
• Nikkaji Number: J1.829.546F
• Pharos Ligand ID: YSS536X56535
• ChEMBL ID: CHEMBL331465
• Mol file: 515880-75-8.mol

Synonyms:DMH-hydrazine;N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine

Chemical Property of 4-[2-[4-(3-Phenylpyrazolo[1,5-a]pyrimidin-6-yl)phenoxy]ethyl]morpholine

Chemical Property:

• PKA: 6.28±0.10(Predicted)
• PSA: 51.89000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 3.71220
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble20mg/mL
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 400.18992602
• Heavy Atom Count: 30
• Complexity: 515

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

DMH4 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CCOC2=CC=C(C=C2)C3=CN4C(=C(C=N4)C5=CC=CC=C5)N=C3
• Description: DMH4 is an inhibitor of VEGF receptor 2 (VEGFR2; IC50 = 0.16 μM in a cell-free assay) and a derivative of dorsomorphin . It selectively inhibits VEGFR2 over activin receptor-like kinase 2 (ALK2), ALK5, and AMPK (IC50s = 3.5, >30, and 8 μM, respectively, in a cell-free assay). DMH4 inhibits growth of H460 and A549 human lung cancer cells (GI50s = 13.3 and 2.8 μM, respectively) and reduces VEGF-induced tubule formation in human umbilical vein endothelial cells (HUVECs; IC50 = 1 μM).
• Uses: DMH 4 is a selective VEGFR-2 inhibitor. DMH 4 displays antiangiogenic activity in vitro and in vivo.