6-Nitroindazole

CAS NO.：7597-18-4
Empirical Formula: C7H5N3O2
Molecular Weight: 163.13
MDL number: MFCD00005695
EINECS: 231-500-9
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-04 15:02:25

What is 6-Nitroindazole?

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

The Uses of 6-Nitroindazole

Anticonvulsant

The Uses of 6-Nitroindazole

Anticonvulsant.

What are the applications of Application

6-Nitroindazole is an 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.

Properties of 6-Nitroindazole

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
form	Powder
pka	11.08±0.40(Predicted)
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 for 6-Nitroindazole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention.