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IPI 145

IPI 145 structure

IPI 145 

structure
  • CAS No:

    1201438-56-3

  • Formula:

    C22H17ClN6O

  • Chemical Name:

    IPI 145

  • Synonyms:

    1(2H)-Isoquinolinone,8-chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-;8-Chloro-2-phenyl-3-[(1S)-1-(9H-purin-6-ylamino)ethyl]-1(2H)-isoquinolinone;IPI 145;INK 1197;Duvelisib;Copiktra;1355213-59-0;1428465-12-6

  • Categories:

    Biochemical Engineering  >  Inhibitors

IPI 145 Basic Attributes

415.85504

416.86

Characteristics

86.8

4.1

1.474±0.06 g/cm3(Predicted)

757.8±60.0 °C(Predicted)

Safety Information

P201, P202, P281, P308+P313, P405, P501

H360

IPI 145 Use and Manufacturing

Methods of Manufacturing

The intermediate (Compound 10) (200 g) was slurried in an ethanol (900 mL; 4.5 vol)/water (300 mL; 1.5 vol) mixture at 22° C. followed by addition of conc. HCl (300 mL; 1.5 vol) and holding for one and half hours at 25-35° C. Addition of HCl resulted in complete dissolution of all solids producing a dark brown solution. Ammonium hydroxide (260 mL) was added adjusting the pH to 8-9. Product seeds of polymorph Form C (0.5 g) (Form A seeds can also be used) were then added and the batch which was held for ten minutes followed by addition of water (3 L; 15 vol) over two hours resulting in crystallization of the product. The batch was held for 3.5 hours at 20-25° C. and then filtered. The cake was washed with water (1 L; 5 vol) followed by heptane (800 mL; 4 vol) and vacuum dried at 52° C. for 23 hours to give 155.5 g (93.5percent) of product with 99.6percent (AUC) purity and 93.8percent ee (chiral HPLC).

Uses

IPI 145 is an 1,2-dihydroisoquinolin-1(2H)-one derivative and has been developed as a modulator of PI3 kinase.

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