Bosutinib Monohydrate

Base Information

• Chemical Name: Bosutinib Monohydrate
• CAS No.: 918639-08-4
• Molecular Formula: C26H31Cl2N5O4
• Molecular Weight: 548.46144
• European Community (EC) Number: 700-463-5
• UNII: 844ZJE6I55
• DSSTox Substance ID: DTXSID20238722
• Metabolomics Workbench ID: 65075
• NCI Thesaurus Code: C154440
• RXCUI: 1314319
• Wikidata: Q27137001
• Mol file: 918639-08-4.mol

Synonyms:Bosutinib monohydrate;bosutinib hydrate;918639-08-4;SKI-606 monohydrate;bosutinib.H2O;Bosutinib (hydrate);UNII-844ZJE6I55;844ZJE6I55;Bosutinib (as monohydrate);CHEBI:68533;DTXSID20238722;3-Quinolinecarbonitrile, 4-((2,4-dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(4-methyl-1-piperazinyl)propoxy)-, hydrate (1:1);4-(2,4-dichloro-5-methoxyanilino)-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline-3-carbonitrile;hydrate;Bosutinib hydrate (JAN);BOSUTINIB HYDRATE [JAN];4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline-3-carbonitrile monohydrate;4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinoline-3-carbonitrile--water (1/1);bosutinibhydrate;4-((2,4-dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrile monohydrate;4-((2,4-dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinoline-3-carbonitrile--water (1/1);Bosulif (TN);SKI-606 (hydrate);SCHEMBL2887945;DTXCID70161213;BXPOSPOKHGNMEP-UHFFFAOYSA-N;380843-75-4 , anhydride;AMY16532;BCP17036;HY-10158A;AKOS027326604;AC-30573;MS-30045;BOSUTINIB MONOHYDRATE [ORANGE BOOK];CS-0019907;BOSUTINIB (AS MONOHYDRATE) [EMA EPAR];D09728;A900109;Q27137001;4-((2,4-Dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propyloxy)quinoline-3-carbonitrile monohydrate;4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl) propoxy]-3-quinolinecarbonitrile monohydrate;4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarbonitrile monohydrate

Chemical Property of Bosutinib Monohydrate

Chemical Property:

• PSA: 95.34000
• LogP: 4.42378
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 547.1753099
• Heavy Atom Count: 37
• Complexity: 734

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bosutinib monohydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)CCCOC2=C(C=C3C(=C2)N=CC(=C3NC4=CC(=C(C=C4Cl)Cl)OC)C#N)OC.O
• Recent ClinicalTrials: Glasdegib-Based Treatment Combinations for the Treatment of Patients With Relapsed Acute Myeloid Leukemia Who Have Undergone Hematopoietic Cell Transplantation
• Clinical Use: Bosulif ? (Bosutinib hydrate), also known as (SKI-606), is a novel 4-phenylamino-3-quinolinecarbonitrile kinase inhibitor approved for treatment of adults with chronic, accelerated, or blast phase Philadelphia chromosome-positive chronic myeloid leukemia (Ph+CML). Bosutinib is an orally-dosed, dual Src/Abl kinase inhibitor which provides an alternative treatment to patients exhibiting immunity to imatinib and other kinase inhibitors utilized for this treatment. In contrast to competitor tyrosine inhibitors, bosutinib inhibits autophosphorylation of both Srs and Abl kinases, leading to decreased cell growth and apoptosis. Bosutinib was originally developed by Wyeth and continues to be marketed by Pfizer after the merger of Wyeth and Pfizer in 2009.

Technology Process of Bosutinib Monohydrate

There total 4 articles about Bosutinib Monohydrate 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:

bosutinib (380843-75-4) → bosutinib monohydrate (918639-08-4)

Guidance literature:

In water; at 80 ℃; for 0.0833333h;

Reference yield:

4-((2,4-dichloro-5-methoxyphenyl)-amino)-6-methoxy-7-(3-(4-methyl-1-piperazinyl)-propoxy)-3-quinoline-carbonitrile isopropanol solvate (918639-09-5) → bosutinib monohydrate (918639-08-4)

Guidance literature:

In water; at 95 ℃; for 3 - 24h; Product distribution / selectivity;

Reference yield:

4-((2,4-dichloro-5-methoxyphenyl)-amino)-6-methoxy-7-(3-(4-methyl-1-piperazinyl)-propoxy)-3-quinoline-carbonitrile methanol solvate (918639-10-8) → bosutinib monohydrate (918639-08-4)

Guidance literature:

In water; at 95 ℃; for 5h; Product distribution / selectivity;

upstream raw materials:

bosutinib

4-((2,4-dichloro-5-methoxyphenyl)-amino)-6-methoxy-7-(3-(4-methyl-1-piperazinyl)-propoxy)-3-quinoline-carbonitrile isopropanol solvate

4-((2,4-dichloro-5-methoxyphenyl)-amino)-6-methoxy-7-(3-(4-methyl-1-piperazinyl)-propoxy)-3-quinoline-carbonitrile methanol solvate

Refernces

• 1、 -. "CRYSTALLINE FORMS OF 4-[(2,4-DICHLORO-5-METHOXYPHENYL)AMINO]-6-METHOXY-7-[3-(4-METHYL-1-PIPERAZINYL)PROPOXY]-3-QUINOLINECARB-ONITRILE AND METHODS OF PREPARING THE SAME". Page/Page column 15-16. . Retrieved 2008/06/13.