3-bromo-7-nitroindazole

• ChemBase ID: 1764
• Molecular Formular: C7H4BrN3O2
• Molecular Mass: 242.02956
• Monoisotopic Mass: 240.94868838
• SMILES: [O-][N+](=O)c1cccc2c(Br)[nH]nc12
• Canonical SMILES: [O-][N+](=O)c1cccc2c1n[nH]c2Br
• InChI: InChI=1S/C7H4BrN3O2/c8-7-4-2-1-3-5(11(12)13)6(4)9-10-7/h1-3H,(H,9,10)
• InChIKey: NFSTZPMYAZRZPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-7-nitroindazole; 3-bromo-7-nitro-1H-indazole
• IUPAC Traditional name: @3-bromo-7-nitroindazole; 3-bromo-7-nitroindazole
• Synonyms: 3-Bromo-7-nitroindazole; 3-Bromo-7-Nitroindazole; 3-Bromo-7-nitro-1H-indazole

Database IDs

• CAS Number: 74209-34-0
• MDL Number: MFCD00159910
• PubChem SID: 160965220; 46507791; 24278258
• PubChem CID: 1649

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.6354475
• Polarizability: 19.494287 Å^3
• Polar Surface Area: 74.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2105355
• LogD (pH = 7.4): 2.20811
• Log P: 2.2105665
• Molar Refractivity: 51.8628 cm^3

ALOGPS 2.1

• Solubility (Water): 7.57e-01 g/l
• Log P: 2.39
• LOG S: -2.51

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO: soluble; ethanol: soluble25 mg/mL; Ethyl Acetate; Methanol
• Apperance: light yellow powder; Yellow Crystals
• Melting Point: 177-178°C; 177-178°C; 182 °C; 182°C

Safety Information

• Storage Warning: Harmful to reproduction; IRRITANT
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60
• Safety Statements: 53-22-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360
• GHS Precautionary statements: P201-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

Product Information

• Purity: >95%; ≥98% (TLC)

DETAILS

DrugBank - DB01997

Drug information: experimental

Apollo Scientific Ltd - OR6862T

A more potent inhibitor of rat cerebellar nitric oxide synthase than 7-nitroindazole.Harmful to reproduction

Sigma Aldrich - B2050

Biochem/physiol Actions
A potent inhibitor of all nitric oxide synthase isoforms. Shows substantial neuroprotective effects against hypoxic damage (such as stroke) and animal models of Parkinsons disease. Crystallographic studies show that inhibition of eNOS is due to an induced cascade of conformation changes that ultimately dissociates the tetrahydrobiopterin cofactor from the enzyme.1

Toronto Research Chemicals - B686250

A more potent inhibitor of rat cerebellar nitric oxide synthase than 7-nitroindazole.

REFERENCES

• Bland-Ward, et al.: Br. J. Pharm., 112, 351P (1994)