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Home > Encyclopedia > 5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine

5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine

5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine structure

5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine 

structure
  • CAS No:

    256376-24-6

  • Formula:

    C20H17FN6

  • Chemical Name:

    5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine

  • Synonyms:

    4-Pyrimidinamine,5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-;5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine;BAY 41-2272

5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine Basic Attributes

360.394

360.39

Characteristics

82.5

3.1

white solid

1.49±0.1 g/cm3(Predicted)

210.5-211.4 °C

496.08°C at 760 mmHg

253.82ºC

1.767

DMSO: 26 mg/mL at 60 °C

2-8°C

0mmHg at 25°C

Safety Information

3

36/37/38

26-36

Xi

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

5-Cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyrimidinamine Use and Manufacturing

Methods of Manufacturing

103.7 mg (0.38 mmol) of the amidine from Example VIII and 168.1 mg (1.54 mmol) of the crude 2-cyclopropyl-3-oxopropionitrile from Example I are added together in 0.5 ml of toluene and mixed in an ultrasonic bath. The toluene is evaporated under reduced pressure and the mixture is heated to 100-105° C. without solvent in an open vessel. After one hour, the mixture is cooled, the residue is dissolved in dichloromethane and admixed with 1 g of silica gel and the mixture is concentrated using a rotary evaporator. For purification, the substance is chromatographed over silica gel 60 (particle size 0.040-0.063 mm) using cyclohexane/ethyl acetate 1:1 as mobile phase. Yield: 50.0 mg (36.0percent of theory).

Uses

BAY 41-2272 is a soluble guanylate cyclase agonist that activates human mononuclear phagocytes. Inhibits vascular smooth muscle growth through the cAMP-dependent protein kinase and cGMP-dependent protein kinase pathways.

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