Basic information
- Standard SMILES
O=[N+]([O-])c1ccc2cn[nH]c2c1- InChIKey
ORZRMRUXSPNQQL-UHFFFAOYSA-N- Molecular formula
- C7H5N3O2
- Average molar mass
- 163.13 g/mol
- Monoisotopic mass
- 163.0381764
Names & identifiers
- Preferred name
- 6-Nitroindazole
- IUPAC
- 6-nitro-1H-indazole
- English name
- 6-Nitroindazole
- Molecular formula
- C7H5N3O2
- Molecular weight
- 163.13
Names & synonyms
6-Nitroindazole7597-18-46-Nitro-2H-indazole1H-INDAZOLE, 6-NITRO-6-nitro-indazoleDTXSID40884407RefChem:105094DTXCID901023848231-500-96-Nitro-1H-indazole65750-02-96-Nitroisoindazole
Show more names
6-Nitrobrazol6-Nitroindazoles6-nitro-1h-indazol6-Nitroindazole>6-Nitroindazole 97%6-Nitroindazole,98%6-Nitroindazole ,97%
MFCD000056952H-Indazole, 6-nitro-CHEMBL54277MLS000069593NSC-35066NSC-56816SMR0000590166NI
Database identifiers
- CAS
7597-18-4- PubChem CID
- 24239
- DTXSID
DTXSID40884407- ChEMBL
CHEMBL54277- UNII
- QQ3V5MKN8K
- EC Number
- 231-500-9
- Nikkaji
- J208.784G
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 74.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 192
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
LogP2.06
Solubility>24.5 [ug/mL] (The mean of the results at pH 7.4)
Ionization Efficiency
Positive
1.78
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Physicochemical properties
- Melting point
- 180 · 180-182 °C (lit.)
- Boiling point
- 290.19 °C · 290.19°C (rough estimate)
- Density
- 1.4141 · 1.4141 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- very faint turbidity in hot Methanol
- pka
- 11.08 · 11.08±0.40(Predicted)
- form
- Powder
- color
- Light Yellow
- BRN
- 7812 · 7812
- InChI
- InChI=1S/C7H5N3O2/c11-10(12)6-2-1-5-4-8-9-7(5)3-6/h1-4H,(H,8,9)
- InChIKey
- ORZRMRUXSPNQQL-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC([N+]([O-])=O)=C2)C=N1
- CAS DataBase Reference
- 7597 · 7597-18-4(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- NIST Chemistry Reference
- 6 · 6-Nitroindazole(7597-18-4)
- EPA Substance Registry System
- 1 H-Indazole, · 1H-Indazole, 6-nitro- (7597-18-4)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H315-H319-H335-H351
- Precautionary statements
- 280 · P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338-P308+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20 · 20/21/22-36/37/38-40-68-36
- Safety Statements
- 26 · 26-27-36/37/39
- WGK Germany
- 3 · 3
- RTECS
- 7962100 · NK7962100
- TSCA
- TSCA listed
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (91.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationChemical: 1H-Indazole, 6-nitro-
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesAcute Tox. 4 (91.3%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NK7962100
- hs_code
- 29339900
- risk_code
- 20/21/22-36/37/38-40-68-36
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,Xi
- safety_code
- 26-27-36/37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302+H312+H332-H315-H319-H335-H351
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338-P308+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1H-Indazole, 6-nitro-: INACTIVE
Applications
Description6-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].
UsesAnticonvulsant.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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