2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-one

Base Information

• Chemical Name: 2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-one
• CAS No.: 168425-64-7
• Molecular Formula: C16H15N3O2
• Molecular Weight: 281.30900
• UNII: TN9PWB4UM5
• DSSTox Substance ID: DTXSID20434626
• Nikkaji Number: J632.789C
• Wikidata: Q72493256
• ChEMBL ID: CHEMBL179242
• Mol file: 168425-64-7.mol

Synonyms:Compound 401;168425-64-7;2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-one;2-(morpholin-4-yl)pyrimido[2,1-a]isoquinolin-4-one;TN9PWB4UM5;CHEMBL179242;2-(4-MORPHOLINYL)-4H-PYRIMIDO[2,1-A]ISOQUINOLIN-4-ONE;2-morpholin-4-ylpyrimido[2,1-a]isoquinolin-4-one;2-Morpholin-4-ylpyrimido(2,1-a)isoquinolin-4-one;2-Morpholin-4-yl-pyrimido[2,1-a]isoquinolin-4-one;2-(Morpholin-4-yl)pyrimido(2,1-a)isoquinolin-4-one;2-(4-Morpholinyl)-4H-pyrimido(2,1-a)isoquinolin-4-one;4H-Pyrimido(2,1-a)isoquinolin-4-one, 2-(4-morpholinyl)-;4H-Pyrimido[2,1-a]isoquinolin-4-one, 2-(4-morpholinyl)-;compound-401;UNII-TN9PWB4UM5;D0T0BY;SCHEMBL10092321;DTXSID20434626;HMS3229D15;HMS3413H20;HMS3677H20;BCP04303;EX-A1016;BDBM50159620;MFCD10568147;s6506;AKOS016369524;CS-5624;NCGC00378805-02;AC-31512;AS-69832;HY-19341;M2537;Compound 401 - CAS 168425-64-7;EC-000.2394;A907764;J-010456;(2-(4-Morpholinyl)-4H-pyrimido[2,1-a]isoquinolin-4-one);2-(MORPHOLIN-4-YL)-4H-PYRIMIDO[2,1-A]ISOQUINOLIN-4-ONE

Chemical Property of 2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 184-186℃ (ethanol )
• Boiling Point: 456.916oC at 760 mmHg
• PKA: 1.01±0.20(Predicted)
• Flash Point: 230.135oC
• PSA: 46.84000
• Density: 1.364g/cm3
• LogP: 1.74930
• Storage Temp.: Store at RT
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 281.116426730
• Heavy Atom Count: 21
• Complexity: 532

Purity/Quality:

97% ^*data from raw suppliers

Compound401 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC(=O)N3C=CC4=CC=CC=C4C3=N2
• Uses: Compound 401 is a selective inhibitor of DNA-PK and FRAP.

Technology Process of 2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-one

There total 7 articles about 2-morpholino-4H-pyrimido[2,1-a]isoquinolin-4-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: 94.0%

morpholine (110-91-8,99108-56-2) + 2-chloro-4H-pyrimido<2,1-a>isoquinolin-4-one (42398-55-0) → 2-(4-morpholinyl)-4H-pyrimido[2,1-a]isoquinolin-4-one (168425-64-7)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1016/0223-5234(96)88206-7

Reference yield: 60.0%

morpholine (110-91-8,99108-56-2) + ethyl 2-(isoquinolin-1-yl)-5-oxo-2,5-dihydroisoxazole-4-carboxylate (100441-19-8) → 2-(4-morpholinyl)-4H-pyrimido[2,1-a]isoquinolin-4-one (168425-64-7)

Guidance literature:

In benzene; at 20 ℃; for 48h;

DOI:10.1071/C97199

Reference yield: 46.0%

4-cyclohexen-1-ylmorpholine (670-80-4) + ethyl 2-(isoquinolin-1-yl)-5-oxo-2,5-dihydroisoxazole-4-carboxylate (100441-19-8) → ethyl 2-hydroxy-4-oxo-4H-pyrimido<2,1-a>isoquinoline-3-carboxylate (126573-79-3) + 2-(4-morpholinyl)-4H-pyrimido[2,1-a]isoquinolin-4-one (168425-64-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1071/ch9960911

upstream raw materials:

morpholine

2-chloro-4H-pyrimido<2,1-a>isoquinolin-4-one

isoquinolin-1-ylamine

4-cyclohexen-1-ylmorpholine