2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one

Base Information

• Chemical Name: 2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one
• CAS No.: 900185-01-5
• Molecular Formula: C₂₂H₁₉N₇O
• Molecular Weight: 397.439
• DSSTox Substance ID: DTXSID40692887
• Wikidata: Q72499834
• ChEMBL ID: CHEMBL3182327
• Mol file: 900185-01-5.mol

Synonyms:PIK-293;900185-01-5;PIK293;2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one;PIK 293;MLS006010992;SCHEMBL1296650;CHEMBL3182327;DTXSID40692887;EX-A880;HMS3655H10;BCP02571;MFCD20272930;s2207;AKOS030627137;CCG-268621;2-[(4-aminopyrazolo[3,4-d]pyrimidin-1-yl)methyl]-5-methyl-3-(2-methylphenyl)quinazolin-4-one;NCGC00346579-01;NCGC00346579-02;NCGC00346579-03;2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-(o-tolyl)quinazolin-4(3H)-one;AC-33120;HY-13504;MS-26707;SMR004702792;CS-0007128;FT-0700402;SW219556-1;2-[(4-Amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl]-5-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one

Chemical Property of 2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one

Chemical Property:

• Boiling Point: 673.681 °C at 760 mmHg
• Flash Point: 361.229 °C
• PSA: 104.51000
• Density: 1.436 g/cm³
• LogP: 3.35390
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 397.16510826
• Heavy Atom Count: 30
• Complexity: 684

Purity/Quality:

99%+, ^*data from raw suppliers

PIK-293 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)N=C(N(C2=O)C3=CC=CC=C3C)CN4C5=NC=NC(=C5C=N4)N
• Description: PIK-293 is a cell-permeable, selective inhibitor of the phosphatidylinositol 3-kinase (PI3K) catalytic subunit p110δ (IC50s = 100, 25, 10, and 0.24 μM for p110 subunit isoforms α, β, γ, and δ, respectively).
• Uses: PIK-293 is a phosphoinositide 3-kinase delta (PI3Kδ) inhibitor and the parent compound of PIK-294 (P437705). Inhibition of PI3K’s shows to be a promising approach for cancer therapy.

Technology Process of 2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one

There total 4 articles about 2-((4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-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:

2-(chloromethyl)-5-methyl-3-(o-tolyl)quinazolin-4(3H)-one (371244-11-0) + 4-Aminopyrazolo<3,4-d>pyrimidin (2380-63-4) → PIK-293 (1369877-00-8,1369877-02-0,900185-01-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

o-toluidine (95-53-4) → PIK-293 (1369877-00-8,1369877-02-0,900185-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / benzene; chloroform

2: ethyl acetate; acetic acid

3: potassium carbonate / N,N-dimethyl-formamide

With thionyl chloride; potassium carbonate; In chloroform; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;

Reference yield:

2-amino-6-methylbenzoic acid (4389-50-8) → PIK-293 (1369877-00-8,1369877-02-0,900185-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / benzene; chloroform

2: ethyl acetate; acetic acid

3: potassium carbonate / N,N-dimethyl-formamide

With thionyl chloride; potassium carbonate; In chloroform; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;

upstream raw materials:

o-toluidine

2-amino-6-methylbenzoic acid

2-(chloromethyl)-5-methyl-3-(o-tolyl)quinazolin-4(3H)-one

4-Aminopyrazolo<3,4-d>pyrimidin

Refernces