129716-45-6

Basic information

• Product Name: MS 073
• Synonyms: MS 073;1-(Quinolin-5-yloxy)-3-[4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten)-5-yl]piperazin-1-yl]-2-propanol;CP-162398
• CAS NO: 129716-45-6
• Molecular Formula: C31H33 N3 O2
• Molecular Weight: 479.61
• Mol File: 129716-45-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 672.2°C at 760 mmHg
• Flash Point: 360.3°C
• Appearance: /
• Density: 1.218g/cm³
• Vapor Pressure: 5.52E-19mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: MS 073(CAS DataBase Reference)
• NIST Chemistry Reference: MS 073(129716-45-6)
• EPA Substance Registry System: MS 073(129716-45-6)

Safety Data

• Hazardous Substances Data: 129716-45-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C31H33N3O2/c35-25(22-36-30-13-5-12-29-28(30)11-6-16-32-29)21-33-17-19-34(20-18-33)31-26-9-3-1-7-23(26)14-15-24-8-2-4-10-27(24)31/h1-13,16,25,31,35H,14-15,17-22H2

Upstream product

• 69159-50-8 1-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazine 
• 129717-21-1 R-1-(5-quinolinyloxy)-2,3-epoxypropane 
• 67-56-1 methanol 
• 1210-33-9 5-chlorodibenzosuberane 
• 578-67-6 quinolin-5-ol 

Relevant articles and documents

Structure-activity relationship of newly synthesized quinoline derivatives for reversal of multidrug resistance in cancer

The effect of 24 newly synthesized quinoline derivatives on tumor cell multidrug resistance (MDR) was examined in vitro. At low concentrations, these compounds enhanced the accumulation of [3H]vincristine in K562/ADM cells and reversed tumor cell MDR. The results of the structure-activity relationship analysis indicate that in highly active compounds the two aryl rings in the hydrophobic moiety deviate from a common plane, so they are capable of interacting with hydrogen bond donors of P-170 glycoprotein (P- gp) via π-hydrogen-π interactions. Other major structural features which influence the MDR-reversing activities of these compounds are a quinoline nitrogen atom and a basic nitrogen atom in piperazine. Furthermore, in highly active compounds, the distance between the hydrophobic moiety and the basic nitrogen atom (an atom connected to 2-hydroxypropoxyquinoline) must be at least 5 A?. Several compounds were found to reverse vincristine resistance in K562/ADM cells in vitro, and compound 16 (MS-209) was selected for clinical studies.

Process for production of glycide derivative

A glycide derivative represented by the following general formula (I) is produced by reacting a hydroxyaryl or heteroaryl represented by A-OH with glycidyl tosylate in the presence of a cesium base as a base. Thereby, an aryl glycidyl ether derivative, which is an important intermediate for drug production, can be produced easily and reliably. Particularly when optically active glycidyl tosylate is used, said compound can be obtained at a high optical purity. STR1 wherein A represents an aryl group or a heteroaryl group.