5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine | CAS No. 2267329-76-8

5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine

Basic Information

CAS Number

2267329-76-8

Molecular Formula

C32H41BrN9O2P

Molecular Weight

694.62 g/mol

AD

Basic Physical Properties

COC1=C(NC2=NC(Nc3ccc4nccnc4c3P(C)(C)=O)=C(Br)C=N2)C=C(C)C(=C1)N1CCC(CC1)N1CCN(C)CC1

InChI

InChI=1S/C32H41BrN9O2P/c1-21-18-26(28(44-3)19-27(21)42-12-8-22(9-13-42)41-16-14-40(2)15-17-41)38-32-36-20-23(33)31(39-32)37-25-7-6-24-29(35-11-10-34-24)30(25)45(4,5)43/h6-7,10-11,18-20,22H,8-9,12-17H2,1-5H3,(H2,36,37,38,39)

InChIKey

ZYSKXRAGBGLELB-UHFFFAOYSA-N

LogP

5.450720000000006

Topological Polar Surface Area

111.63999999999999 Ų

Hydrogen Bond Donor/Acceptor

2 / 11

Complexity

994

Synonyms & References

English

  • EGFR-IN-7
  • TQB3804 (EGFR-IN-7)
  • BCP34208
  • s6698

FAQ

What are the physical and chemical properties of 5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine (CAS: 2267329-76-8)?

The compound is a crystalline solid with a high molecular weight. It has low solubility in water but good solubility in organic solvents like DMSO and DMF. Chemically, it is reactive towards nucleophiles and can undergo substitution reactions at the bromine and quinoxaline positions. The compound is stable under normal conditions but should be handled with care due to its reactivity.

How is 5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine (CAS: 2267329-76-8) typically synthesized?

The compound is synthesized via a multi-step process involving the protection of amino groups, formation of the quinoxaline ring, introduction of the bromine substituent, and coupling with the complex piperidinyl-phenyl group. Common catalysts include metal complexes and Lewis acids, with yields typically ranging from 50-70%. The reaction conditions are optimized for high selectivity and yield.

What industries use 5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine (CAS: 2267329-76-8)?

This compound is primarily used in the pharmaceutical industry for the development of new drugs, particularly those targeting specific protein-protein interactions. It also has applications in the sensor and semiconductor industries due to its unique chemical properties.

What precautions should be taken when handling 5-Bromo-N~4~-[5-(dimethylphosphoryl)-6-quinoxalinyl]-N~2~-{2-methoxy-5-methyl-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl}-2,4-pyrimidinediamine (CAS: 2267329-76-8)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area, preferably under a fume hood, to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly decontaminated. Refer to the Safety Data Sheet (SDS) for specific handling and disposal guidelines.

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