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ChemicalBook--->CAS DataBase List--->7597-18-4

7597-18-4

7597-18-4 Structure

7597-18-4 Structure
IdentificationMore
[Name]

6-Nitroindazole
[CAS]

7597-18-4
[Synonyms]

6-NITRO-1H-INDAZOLE
6-NITROINDAZOLE
1H-Indazole, 6-nitro-
6-nitro-1h-indazol
6-Nitroisoindazole
6-Nitro-1(2)H-indazole
6-Nitroindazole ,97%
[EINECS(EC#)]

231-500-9
[Molecular Formula]

C7H5N3O2
[MDL Number]

MFCD00005695
[Molecular Weight]

163.13
[MOL File]

7597-18-4.mol
Chemical PropertiesBack Directory
[Appearance]

yellow powder
[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
[Usage]

Anticonvulsant
[Detection Methods]

HPLC
[BRN ]

7812
[CAS DataBase Reference]

7597-18-4(CAS DataBase Reference)
[NIST Chemistry Reference]

6-Nitroindazole(7597-18-4)
[EPA Substance Registry System]

7597-18-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

NK7962100
[TSCA ]

Yes
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->Sodium nitrite-->2-Methyl-5-nitroaniline
[Preparation Products]

6-Iodo-1H-indazole-->6-AMINO-2-METHYL-2H-INDAZOLE-->(E)-6-Nitro-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-->(E)-3-[2-(Pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-amine-->1-METHYL-1H-INDAZOL-6-YLAMINE-->2-Methyl-5-nitrophenol-->3-Iodo-6-nitroindazole-->6-Hydroxyindazole-->5,6-dinitro-1H-indazole-->tert-butyl 6-nitro-1H-indazole-1-carboxylate-->6-Nitro-1H-indazol-7-aMine-->6-Aminoindazole
Hazard InformationBack Directory
[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.6-Nitroindazole
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

6-Nitroindazole(7597-18-4)1HNMR
6-Nitroindazole(7597-18-4)13CNMR
6-Nitroindazole(7597-18-4)IR1
6-Nitroindazole(7597-18-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Nitroindazole, 98%(7597-18-4)
[Alfa Aesar]

6-Nitro-1H-indazole, 97%(7597-18-4)
[Sigma Aldrich]

7597-18-4(sigmaaldrich)
[TCI AMERICA]

6-Nitroindazole,>98.0%(GC)(7597-18-4)
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