Sonolisib

Base Information

• Chemical Name: Sonolisib
• CAS No.: 502632-66-8
• Molecular Formula: C29H35NO8
• Molecular Weight: 525.59
• Hs Code.: 29329990
• European Community (EC) Number: 812-171-6
• UNII: 987796874T
• DSSTox Substance ID: DTXSID80198257
• Wikidata: Q27088839
• NCI Thesaurus Code: C78848
• Pharos Ligand ID: B83RDCZSUDDP
• Metabolomics Workbench ID: 63798
• ChEMBL ID: CHEMBL411907
• Mol file: 502632-66-8.mol

Synonyms:acetic acid (1S,4E,10R,11R,13S,14R)-(4-diallylaminomethylene-6-hydroxy-1-methoxymethyl-10,13-dimethyl-3,7,17-trioxo-1,3,4,7,10,11,12,13,14,15,16,17-dodecahydro-2-oxa-cyclopenta(a)phenanthren-11-yl)ester;PX-866

Chemical Property of Sonolisib

Chemical Property:

• Boiling Point: 651.4±55.0 °C(Predicted)
• PKA: 8.35±0.70(Predicted)
• PSA: 119.44000
• Density: 1.28
• LogP: 3.13460
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 25 mg/ml).
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 525.23626707
• Heavy Atom Count: 38
• Complexity: 1200

Purity/Quality:

98% min ^*data from raw suppliers

PX-866 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC1CC2(C(CCC2=O)C3=C1C4(C(OC(=O)C(=CN(CC=C)CC=C)C4=C(C3=O)O)COC)C)C
• Isomeric SMILES: CC(=O)O[C@@H]1C[C@]2([C@@H](CCC2=O)C3=C1[C@]4([C@H](OC(=O)/C(=C/N(CC=C)CC=C)/C4=C(C3=O)O)COC)C)C
• Recent ClinicalTrials: A Study of PX-866 in Patients With Glioblastoma Multiforme at Time of First Relapse or Progression
• Description: PX-866 (502632-66-8) inhibits PI-3 Kinase with selectivity for p110α (IC50=0.1 nM). Counteracts hypoxia-related downregulation of E7 expression in HPV-positive cancer cells.2 Displays antitumor activity. Irreversible. Cell permeable.
• Uses: PX-866 is an analog of wortmannin (W499400). Wortmannin is a phosphatidylinositol 3 kinase (PI3K) inhibitor. Potent PI3K inhibitor.

Technology Process of Sonolisib

There total 2 articles about Sonolisib 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: 100.0%

wortmannin (19545-26-7) + diallylamine (124-02-7) → acetic acid 4-diallylaminomethylene-6-hydroxy-1α-methoxymethyl-10β,13β-dimethyl-3,7,17-trioxo-1,3,4,7,10,11β,12,13,14α,15,16,17-dodecahydro-2-oxa-cyclopenta[a]phenanthren-11-yl ester (502632-66-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b405431h

Reference yield: 80.7%

wortmannin (19545-26-7) + diallylamine (124-02-7) → PX-866 (502632-66-8)

Guidance literature:

In tetrahydrofuran; at 30 ℃; for 1.5h; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

wortmannin

diallylamine

Refernces

• 1、 -. "METABOLITES OF WORTMANNIN ANALOGS AND METHODS OF USING THE SAME". Page/Page column 12-13. . Retrieved 2008/06/13.
• 2、 Wipf, Peter,Minion, Daniel J.,Halter, Robert J.,Berggren, Margareta I.,Ho, Caroline B.,Chiang, Gary G.,Kirkpatrick, Lynn,Abraham, Robert,Powis, Garth. "Synthesis and biological evaluation of synthetic viridins derived from C(20)-heteroalkylation of the steroidal PI-3-kinase inhibitor wortmannin". . p. 1911 - 1920. Retrieved 2007/10/03.