6-Nitroindazole Chemical Properties

Melting point:

180-182 °C (lit.)

Boiling point:

290.19°C (rough estimate)

Density 

1.4141 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

very faint turbidity in hot Methanol

pka

11.08±0.40(Predicted)

form 

Powder

color 

Light Yellow

BRN 

7812

CAS DataBase Reference

7597-18-4(CAS DataBase Reference)

NIST Chemistry Reference

6-Nitroindazole(7597-18-4)

EPA Substance Registry System

1H-Indazole, 6-nitro- (7597-18-4)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-40-68-36

Safety Statements 

26-27-36/37/39

WGK Germany 

3

RTECS 

NK7962100

TSCA 

Yes

HS Code 

29339900

MSDS

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

6-Nitroindazole Usage And Synthesis

Description

6-Nitroindazole is a competitive and reversible Monoamine oxidase(MAO)inhibitor. It can inhibit MAO-A and MAO-B (IC50= 2.5 μM). Monoamine oxidase (MAO) B is a mitochondrial enzyme selectively involved in the oxidative activation of 1-methyl-4- phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to toxic pyridinium cations producing Parkinsonism in animal models. In addition, it is an nNOS inhibitor, which has neuroprotective effects^[1].

Chemical Properties

yellow powder

Uses

Anticonvulsant.

Synthesis

6-Nitroindazole is prepared by (2-methyl-5-nitrophenyl)azo phenyl sulfide and 1,8-diazabicyclo[5.4.0]undec-7-ene in the presence of concentrated  acetonitrile.

References

[1] HERRAIZTOMAS  GuillénHugo  AránVicente J. Nitroindazole compounds inhibit the oxidative activation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to neurotoxic pyridinium cations by human monoamine oxidase (MAO).[J]. Free Radical Research, 2009: 975-984. DOI:10.1080/10715760903159170.

6-Nitroindazole(7597-18-4)Related Product Information

• 3-Methyl-6-nitroindazole
• 3-Nitroacetophenone
• Sodium 3-nitrobenzenesulphonate
• 2-Ethyl-5-nitrobenzenamine ,98%
• 5-Amino-2-methylbenzenesulfonamide
• N4-(2,3-Dimethyl-2H-indazol-6-yl)-N4-methyl-2,4-pyrimidinediamine
• Pazopanib Impurity 48
• 3-methyl-1H-indazol-6-amine
• 5-Amino-2,3-dimethyl-2H-indazole
• Pazopanib Impurity 32
• 2,4-Dichloropyrimidine
• Benzenamine, 2-ethyl-4-nitro-
• 3-AMINO-4-METHYLBENZENESULFONAMIDE
• 2-amino-5-methylbenzenesulfonamide
• Pazopanib-d6
• 2H-Indazol-4-amine, 2,3-dimethyl-
• 1H-Indazol-6-amine, N-(2-chloro-4-pyrimidinyl)-3-methyl-
• Pazopanib Impurity 47