IPI-549

Base Information

Chemical Name:IPI-549
CAS No.:1693758-51-8
Molecular Formula:C₃₀H₂₄N₈O₂
Molecular Weight:528.573
Hs Code.:2933998090
Mol file:1693758-51-8.mol

Synonyms:Pyrazolo[1,5-a]pyrimidine-3-carboxamide, 2-amino-N-[(1S)-1-[1,2-dihydro-8-[2-(1-methyl-1H-pyrazol-4-yl)ethynyl]-1-oxo-2-phenyl-3-isoquinolinyl]ethyl]-;

Suppliers and Price of IPI-549

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
IPI549
5mg
$ 95.00

DC Chemicals
IPI-549 >98%
100 mg
$ 500.00

DC Chemicals
IPI-549 >98%
250 mg
$ 950.00

Crysdot
IPI-549 98+%
50mg
$ 636.00

Crysdot
IPI-549 98+%
100mg
$ 840.00

ChemScene
IPI549 99.65%
100mg
$ 660.00

ChemScene
IPI549 99.65%
25mg
$ 140.00

ChemScene
IPI549 99.65%
10mg
$ 80.00

ChemScene
IPI549 99.65%
5mg
$ 50.00

ChemScene
IPI549 99.65%
50mg
$ 240.00

Total 22 raw suppliers

Chemical Property of IPI-549

Chemical Property:

PKA:10.81±0.46(Predicted)
Density:1.37±0.1 g/cm3(Predicted)
Storage Temp.:-20°C
Solubility.:Soluble in DMSO (up to at least 25 mg/ml)

Purity/Quality:

99%, ^*data from raw suppliers

IPI549 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Description IPI-549 (1693758-51-8) is a potent and highly selective inhibitor of PI3K-γ in both biochemical (IC50?= 16 nM) and cellular (IC50?= 12.2 nM) assays.1?Macrophage PI3K-γ has been found to be a critical switch between immune stimulation and suppression.2?IPI-549 has been used to reshape tumor immune microenvironments and promote cytotoxic T-cell-mediated tumor regression. Resistance to immune checkpoint blockade in 4T1 and B16-GMCSF tumors was overcome when anti-PD-1 or anti-CTLA4 therapies were combined with PI3K-γ inhibition via IPI-549.3?IPI-549 mono-treatment also resulted in tumor growth inhibition in several cancer cell lines.3?IPI-549 has also been shown to modulate P-glycoprotein-mediated multidrug resistance.4
Uses IPI-549 is a selective phosphoinositide-3-kinase (PI3Kγ) Inhibitor. PI3Kγ inhibitors can be used to develop potential treatment for inflammatory and autoimmune diseases.

Technology Process of IPI-549

There total 14 articles about IPI-549 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: 85.0%

: C₂₃H₂₀N₄O

: 2,5-dioxopyrrolidin-1-yl-2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate

: 1693758-51-8
(S)-2-amino-N-(1-(8-((1-methyl-1H-pyrazol-4-yl)ethynyl)-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 60 ℃; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield: 70.0%

: 1394003-86-1
2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylic acid

: C₂₃H₂₀N₄O

: 1693758-51-8
(S)-2-amino-N-(1-(8-((1-methyl-1H-pyrazol-4-yl)ethynyl)-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 30 ℃; for 16h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

Reference yield: 70.0%

: 1466563-97-2
C₂₄H₁₉ClN₆O₂

: 39806-89-8
4-ethynyl-1-methyl-1-H-pyrazole

: 1693758-51-8
(S)-2-amino-N-(1-(8-((1-methyl-1H-pyrazol-4-yl)ethynyl)-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With trans-bis(acetonitrile)palladium(II) chloride; caesium carbonate; XPhos; at 85 ℃; for 1.5h; Inert atmosphere; Sealed tube;
DOI:10.1021/acsmedchemlett.6b00238