1H-INDAZOL-7-AMINE Chemical Properties

Melting point:

157-163 °C

Boiling point:

376.6±15.0 °C(Predicted)

Density 

1.367±0.06 g/cm3(Predicted)

RTECS 

NK7713000

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Crystalline Solid

pka

14.89±0.40(Predicted)

color 

Tan

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

34-36/37/38-22

Safety Statements 

26-36/37/39

RIDADR 

3259

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

1H-INDAZOL-7-AMINE Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

1H-Indazol-7-amine is a substituted-indazole, an inhibitor of nitric oxide synthases.

Synthesis

General procedure for the synthesis of 7-aminoindazole from 7-nitroindazole: 7-nitroindazole (100 mg, 0.67 mmol) was dissolved in methanol (6 mL) and Pd/C (10 wt%) was added to the reaction vessel. The reaction mixture was stirred in H2 atmosphere for 12 h at room temperature. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad, the filtrates were combined and concentrated, and finally the product was purified by column chromatography. The yield was 95% (85 mg); 1H-NMR (DMSO-d6, 300 MHz) δ 12.58 (1H, br, NH), 7.91 (1H, s, Ar-H), 6.93 (1H, d, J = 9.0 Hz, Ar-H), 6.83 (1H, t, J = 9.0 Hz, Ar-H), 6.46 (1H, d, J = 6.0 Hz, Ar-H), 5.30 (2H, br, NH2).

References

[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 3, p. 740 - 743
[2] Archives of Pharmacal Research, 2018, vol. 41, # 1, p. 46 - 56
[3] Patent: US2006/270686, 2006, A1. Location in patent: Page/Page column 25
[4] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 26
[5] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 65

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