| 词条 | 7-Nitroindazole |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477226776 | ImageFile = Structure of 7-Nitroindazole.png | ImageSize = 150 | IUPACName = 7-nitro-1H-indazole | OtherNames = |Section1={{Chembox Identifiers | IUPHAR_ligand = 5127 | InChI = 1/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) | InChIKey = PQCAUHUKTBHUSA-UHFFFAOYAE | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 247378 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = PQCAUHUKTBHUSA-UHFFFAOYSA-N | CASNo_Ref = {{cascite|changed|??}} | CASNo=2942-42-9 | PubChem=1893 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 1821 | SMILES = [O-][N+](=O)c1cccc2c1[nH]nc2 }} |Section2={{Chembox Properties | Formula=C7H5N3O2 | MolarMass=163.1335 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }}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 NPA (N-propyl-L-arginine), which acts on a different site.[6] Pharmacology7-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
References1. ^1 {{cite journal |author =Southan GJ |author2 = Szabó C |title=Selective pharmacological inhibition of distinct nitric oxide synthase isoforms |journal=Biochem. Pharmacol. |volume=51 |issue=4 |pages=383–94 |date=February 1996 |pmid=8619882 |doi=10.1016/0006-2952(95)02099-3}} 2. ^{{cite journal | author = Moore PK | author2 = Wallace P | author3 = Gaffen Z | author4 = Hart SL | author5 = Babbedge RC | title = Characterization of the novel nitric oxide synthase inhibitor 7-nitro indazole and related indazoles: antinociceptive and cardiovascular effects | journal = Br. J. Pharmacol. | volume = 110 | issue = 1 | pages = 219–24 |date=September 1993 | pmid = 7693278 | doi = 10.1111/j.1476-5381.1993.tb13795.x| url = | issn = | pmc = 2175981 }} 3. ^{{cite journal | author = Babbedge RC | author2 = Bland-Ward PA | author3 = Hart SL | author4 = Moore PK | title = Inhibition of rat cerebellar nitric oxide synthase by 7-nitro indazole and related substituted indazoles | journal = Br. J. Pharmacol. | volume = 110 | issue = 1 | pages = 225–8 |date=September 1993 | pmid = 7693279 | doi = 10.1111/j.1476-5381.1993.tb13796.x| url = | issn = | pmc = 2175991 }} 4. ^{{cite journal | author = Moore PK | author2 = Babbedge RC | author3 = Wallace P | author4 = Gaffen ZA | author5 = Hart SL | title = 7-Nitro indazole, an inhibitor of nitric oxide synthase, exhibits anti-nociceptive activity in the mouse without increasing blood pressure | journal = Br. J. Pharmacol. | volume = 108 | issue = 2 | pages = 296–7 |date=February 1993 | pmid = 7680591 | doi = 10.1111/j.1476-5381.1993.tb12798.x| url = | issn = | pmc = 1907983 }} 5. ^{{cite journal | author = Gammie SC | author2 = Olaghere-da Silva UB | author3 = Nelson RJ | title = 3-bromo-7-nitroindazole, a neuronal nitric oxide synthase inhibitor, impairs maternal aggression and citrulline immunoreactivity in prairie voles | journal = Brain Res. | volume = 870 | issue = 1-2 | pages = 80–6 |date=July 2000 | pmid = 10869504 | doi = 10.1016/S0006-8993(00)02404-5| url = http://linkinghub.elsevier.com/retrieve/pii/S0006-8993(00)02404-5 }} 6. ^{{cite journal | author = Kampf C | author2 = Roomans GM | title = Effects of hypochlorite on cultured respiratory epithelial cells | journal = Free Radic. Res. | volume = 34 | issue = 5 | pages = 499–511 |date=May 2001 | pmid = 11378533 | doi = 10.1080/10715760100300441| url = }} 7. ^{{cite journal |author =Schulz JB |author2 =Matthews RT |author3 =Klockgether T |author4 =Dichgans J |author5 =Beal MF |title=The role of mitochondrial dysfunction and neuronal nitric oxide in animal models of neurodegenerative diseases |journal=Mol. Cell. Biochem. |volume=174 |issue=1-2 |pages=193–7 |date=September 1997 |pmid=9309687 |doi=10.1023/A:1006852306789}} 8. ^{{cite journal |author =Matsumura, N. |author2 =Kikuchi-Utsumi, K. |author3 =Nakaki, T. |title=Activities of 7-nitroindazole and 1-(2-(trifluoromethylphenyl)-imidazole independent of neuronal nitric-oxide synthase inhibition |journal=J Pharmacol Exp Ther |volume=325 |issue=2 |pages=357–62 |year=2008 |pmid=18270316 |doi=10.1124/jpet.107.135160}} External links
3 : Nitro compounds|Oxidoreductase inhibitors|Indazoles |
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