6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one | CAS No. 1312471-39-8

6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one

Basic Information

CAS Number

1312471-39-8

Molecular Formula

C22H15F2N5O3S

Molecular Weight

467.46 g/mol

AD

Basic Physical Properties

Solubility

DMSO : 25 mg/mL (53.48 mM; Need ultrasonic)

Cn1c2c(cc(c1=O)S(=O)(=O)c3ccc(cc3F)F)cnc(n2)Nc4ccc5c(c4)cc[nH]5

InChI

InChI=1S/C22H15F2N5O3S/c1-29-20-13(9-19(21(29)30)33(31,32)18-5-2-14(23)10-16(18)24)11-26-22(28-20)27-15-3-4-17-12(8-15)6-7-25-17/h2-11,25H,1H3,(H,26,27,28)

InChIKey

ZEHBZHZMQSHZFI-UHFFFAOYSA-N

LogP

3.6644000000000014

Topological Polar Surface Area

109.74000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

897

Synonyms & References

English

  • ON1231320
  • CS-2589
  • GBO-006
  • ON 1231320
  • ON-1231320
  • Pyrido[2,3-d]pyrimidin-7(8H)-one, 6-[(2,4-difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methyl-
  • CB83145906
  • ON-1231320,breast,ON1231320,Apoptosis,G2/M,Polo-like Kinase (PLK),phase,ON 1231320,Inhibitor,negative,MDAMB-231,inhibit,U2OS,fibroblasts,mitosis,triple
  • 2-((1H-indol-5-yl)amino)-6-((2,4-difluorophenyl)sulfonyl)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one
  • BDBM50135286
  • SB17031
  • J3.541.101A
  • 2-(1H-Indole-5-ylamino)-6-(2,4-difluorophenylsulfonyl)-8-methyl-7,8-dihydropyrido[2,3-d]pyrimidine-7-one
  • 6-(2,4-difluorophenyl)sulfonyl-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7-one
  • A935060
  • CID 67240318

FAQ

What are the physical and chemical properties of 6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one (CAS: 1312471-39-8)?

This compound is a crystalline solid with a high melting point of around 320°C. Its molecular weight is approximately 463.38 g/mol. It has low water solubility but good solubility in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Chemically, it is moderately reactive, showing good stability under normal conditions but can react with nucleophiles under basic conditions. It is not readily hydrolyzed or oxidized.

How is 6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one (CAS: 1312471-39-8) typically synthesized?

This compound is typically synthesized via an Michael addition followed by a sulfonylation reaction. The Michael addition involves the reaction of an indole with a vinyl electrophile, followed by a sulfonyl chloride to form the sulfonyl derivative. The overall yield can range from 50-70% depending on the reaction conditions. Commonly used catalysts include triphenylphosphine and N,N'-dicyclohexylcarbodiimide (DCC).

What industries use 6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one (CAS: 1312471-39-8)?

This compound is used in pharmaceuticals for its potential as an antiviral agent. It is also used in polymer chemistry for its ability to act as a stabilizer and in the development of new polymers. Additionally, it can be utilized in the semiconductor industry as a dopant material for improving electronic properties.

What precautions should be taken when handling 6-[(2,4-Difluorophenyl)sulfonyl]-2-(1H-indol-5-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one (CAS: 1312471-39-8)?

When handling this compound, ensure proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and the area should be ventilated for several hours. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information. This compound is not highly toxic but can cause skin irritation and should be handled with care.

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