7-Aminoisoquinoline Chemical Properties

Melting point:

204 °C

Boiling point:

343.1±15.0 °C(Predicted)

Density 

1.210±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

6.18±0.10(Predicted)

color 

Off-white to yellow

Safety Information

Safety Statements 

24/25

HS Code 

29334900

7-Aminoisoquinoline Usage And Synthesis

Chemical Properties

Tan powder

Uses

7-Aminoisoquinoline is an isoquinoline compound with substitutable amino groups on its benzene ring structure, mainly used as pharmaceutical intermediates. Studies have shown that the novel 7-aminoisoquinoline-5,8-quinone derivatives have anti-tumour effects on cancer cells.

Synthesis

Synthesis of 7-aminoisoquinoline: To a suspension of methanol (20 mL) containing Pd/C (10%, 100 mg) was added a solution of 7-nitroisoquinoline (200 mg, 1.15 mmol) in methanol (40 mL). The system was degassed and charged with hydrogen, followed by stirring the reaction mixture at room temperature for 24.5 hours. The completion of the reaction was confirmed by TLC monitoring. The reaction mixture was filtered to remove the Pd/C catalyst and the filtrate was concentrated under reduced pressure to remove the solvent. The resulting residue (150 mg, 90% yield) was used for subsequent reactions without further purification.

References

[1] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 307
[2] Journal of the Chemical Society, 1951, p. 2851
[3] Patent: US5807886, 1998, A
[4] Journal of the American Chemical Society, 2011, vol. 133, # 20, p. 8014 - 8027
[5] Synlett, 2013, vol. 24, # 3, p. 301 - 304

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