7-Nitroindazole

7-Nitroindazole, or 7-NI, is a heterocyclic small molecule containing an indazole ring that has been nitrated at the 7 position. Nitroindazole acts as a selective inhibitor for neuronal nitric oxide synthase, a hemoprotein enzyme that, in neuronal tissue, converts arginine to citrulline and nitric oxide (NO).^[1] Nitric oxide can diffuse through the plasma membrane into neighbouring cells, allowing cell signalling, so nitroindazole indirectly inhibits this signalling process.^[2][3][4] Other inhibitors exist such as 3-bromo-7-nitroindazole, which is more potent but less specific,^[5] or N-propyl-L-arginine (NPA), which acts on a different site.^[6]

7-Nitroindazole

Names
Preferred IUPAC name 7-Nitro-1H-indazole
Identifiers
CAS Number	2942-42-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:40287
ChEMBL	ChEMBL247378 Y
ChemSpider	1821 Y
ECHA InfoCard	100.019.032
IUPHAR/BPS	5127
PubChem CID	1893
UNII	UX0N37CMVH Y
CompTox Dashboard (EPA)	DTXSID30183638
InChI InChI=1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) Y Key: PQCAUHUKTBHUSA-UHFFFAOYSA-N Y InChI=1/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) Key: PQCAUHUKTBHUSA-UHFFFAOYAE
SMILES [O-][N+](=O)c1cccc2c1[nH]nc2
Properties
Chemical formula	C7H5N3O2
Molar mass	163.1335
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Pharmacology

7-Nitroindazole is under investigation as a possible protective agent against nerve damage caused by excitotoxicity or neurodegenerative diseases.^[1][7] It may act by reducing oxidative stress or by decreasing the amount of peroxynitrite formed in these tissues. These effects are related to the inhibition of type 1 nitric oxide synthase. However, anticonvulsive effect is derived from some other mechanisms.^[8]

See also

• Dizocilpine (MK-801) a non-competitive antagonist of the NMDA receptor
• Sildenafil a drug for impotence, which inhibits cGMP specific phosphodiesterase type 5 (PDE5), which is responsible for degradation of cGMP, which is produced by guanylate cyclase, which is activated by nitric oxide produced by eNOS
• Tetrahydrobiopterin, cofactor to several enzymes including nitric oxide synthase (NOS)
• Protein kinase A (PKA) and protein kinase C (PKC)