5-AMINOINDAZOLE Chemical Properties

Melting point:

175-178 °C (lit.)

Boiling point:

235.67°C (rough estimate)

Density 

1.1873 (rough estimate)

refractive index 

1.5341 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

14.52±0.40(Predicted)

color 

White to Brown

BRN 

3259

InChI

InChI=1S/C7H7N3/c8-6-1-2-7-5(3-6)4-9-10-7/h1-4H,8H2,(H,9,10)

InChIKey

XBTOSRUBOXQWBO-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(N)C=C2)C=N1

CAS DataBase Reference

19335-11-6(CAS DataBase Reference)

EPA Substance Registry System

5-Aminoindazole (19335-11-6)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

25-36/37/38

Safety Statements 

26-36-45-37/39

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

NK7711000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29339900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-AMINOINDAZOLE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

5-Amino-1H-indazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Application

1H-Indazol-5-amine is a useful research chemical, an indazole derivatives with anti- inflammatory properties.

Synthesis

General procedure for the synthesis of 5-aminoindazole from 5-nitroindazole: To a 5000 mL autoclave equipped with a hydrogen inlet, thermometer, and mechanical stirrer, a tetrahydrofuran solution (THF, 3500 mL) of 5-nitro-1H-indazole (500 g, 3.06 mol) was added. Palladium-carbon catalyst (10%, 50 g, 141 mmol) was subsequently added. The reaction mixture was stirred overnight at 25 °C under hydrogen atmosphere (5 kg pressure). Upon completion of the reaction, the system was purged with nitrogen and the mixture was subsequently filtered. The filtrate was concentrated under vacuum to give 5-aminoindazole as a brown solid (420 g, 100% yield). Mass spectrometry (MS) data: m/z 134.1 ([M+H]+).

References

[1] Patent: US2012/28984, 2012, A1. Location in patent: Page/Page column 3
[2] Patent: WO2006/71940, 2006, A2. Location in patent: Page/Page column 409
[3] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 45
[4] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00321
[5] MedChemComm, 2016, vol. 7, # 5, p. 881 - 899

5-AMINOINDAZOLE(19335-11-6)Related Product Information

• 5-Nitroindazole
• 2-METHYL-5-NITRO-2H-INDAZOLE
• Piroxantrone
• 1-METHYL-5-NITRO-1H-INDAZOLE
• 3-Amino-5-nitroindazole
• 3-CHLORO-5-NITRO-1H-INDAZOLE
• 5-AMINOINDAZOLE
• Losoxantrone
• 5-AMINO-3-BROMO (1H)INDAZOLE
• 4-Aminoindazole
• 5-BOC-AMINOINDAZOLE
• 6-AMINO-3-CHLORO (1H)INDAZOLE
• 6-AMINO-3-BROMO (1H)INDAZOLE
• Aminoindazole,6-AMINOINDAZOLE
• 3-AMINOINDAZOLE
• 5-AMINOINDAZOLE-3-CARBOXYLIC ACID
• 3-methyl-1H-indazol-6-amine
• 1H-INDAZOL-7-AMINE