4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

Base Information

• Chemical Name: 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one
• CAS No.: 763111-49-5
• Molecular Formula: C21H21FN4O2
• Molecular Weight: 380.422
• UNII: NP74Y62UYL
• ChEMBL ID: CHEMBL380648
• Metabolomics Workbench ID: 151207
• Nikkaji Number: J2.663.919K
• Pharos Ligand ID: WGGW88YW7K4G
• Wikidata: Q27097291
• Mol file: 763111-49-5.mol

Synonyms:KU-0058948;KU0058948

Chemical Property of 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

Chemical Property:

• PSA: 78.35000
• Density: 1.36g/cm³
• LogP: 2.76750
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 380.16485409
• Heavy Atom Count: 28
• Complexity: 626

Purity/Quality:

99% ^*data from raw suppliers

KU-0058948 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCN(C1)C(=O)C2=C(C=CC(=C2)CC3=NNC(=O)C4=CC=CC=C43)F
• Uses: KU-0058948 is a poly (ADP-ribose) polymerase (PARP) inhibitor. Studies show that KU-0058948 a potent agonist that activates transfected extracellular signal-regulated kinase 8 (ERK8) in cells. KU-0058948 induces cell cycle arrest and apoptosis of primary myeloid leukemic cells and myeloid leukemic cell lines in vitro KU-0058948 is a poly (ADP-ribose) polymerase (PARP) inhibitor. Studies show that KU-0058948 is a potent agonist that activates transfected extracellular signal-regulated kinase 8 (ERK8) in cells. KU-0058948 induces cell cycle arrest and apoptosis of primary myeloid leukemic cells and myeloid leukemic cell lines in vitro

Technology Process of 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

There total 5 articles about 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

2-fluoro-5-[(4’-oxo-3’H-phthalazin-1’-yl)methyl]benzoic acid (763114-26-7) → 4-[[4-fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-1(2H)-phthalazinone (763111-49-5)

Guidance literature:

In tert-butyl 1,4-diazepine-1-carboxylate;

Reference yield: 66.0%

tert-butyl 4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)-1,4-diazepane-1-carboxylate (874116-49-1) → 4-[[4-fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-1(2H)-phthalazinone (763111-49-5)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm8001263

Reference yield: 66.0%

→ 4-[[4-fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-1(2H)-phthalazinone (763111-49-5)

Guidance literature:

upstream raw materials:

tert-butyl 4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)-1,4-diazepane-1-carboxylate

2-fluoro-5-[(4’-oxo-3’H-phthalazin-1’-yl)methyl]benzoic acid

tert-butyl 1,4-diazepine-1-carboxylate

2-fluoro-5-(3-oxo-1,3-dihydroisobenzofuranylidene methyl)benzonitrile

Downstream raw materials:

4-[[3-[4-(cyclopropanecarbonyl)-1,4-diazepane-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one