Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

7-Nitroindazole

From Wikipedia, the free encyclopedia
7-Nitroindazole
Names
Preferred IUPAC name
7-Nitro-1H-indazole
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.019.032Edit this at Wikidata
UNII
  • InChI=1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) checkY
    Key: PQCAUHUKTBHUSA-UHFFFAOYSA-N checkY
  • 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
  • [O-][N+](=O)c1cccc2c1[nH]nc2
Properties
C7H5N3O2
Molar mass163.1335
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

7-Nitroindazole, or7-NI, is aheterocyclicsmall molecule containing anindazole ring that has beennitrated at the 7 position. Nitroindazole acts as a selective inhibitor forneuronalnitric oxide synthase, a hemoproteinenzyme that, inneuronal tissue, convertsarginine tocitrulline andnitric oxide (NO).[1] Nitric oxide can diffuse through the plasma membrane into neighbouring cells, allowingcell 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] orN-propyl-L-arginine (NPA), which acts on a different site.[6]

Pharmacology

[edit]

7-Nitroindazole is under investigation as a possible protective agent againstnerve damage caused byexcitotoxicity orneurodegenerative diseases.[1][7] It may act by reducingoxidative stress or by decreasing the amount ofperoxynitrite 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

[edit]

References

[edit]
  1. ^abSouthan GJ; Szabó C (February 1996). "Selective pharmacological inhibition of distinct nitric oxide synthase isoforms".Biochem. Pharmacol.51 (4):383–94.doi:10.1016/0006-2952(95)02099-3.PMID 8619882.
  2. ^Moore PK; Wallace P; Gaffen Z; Hart SL; Babbedge RC (September 1993)."Characterization of the novel nitric oxide synthase inhibitor 7-nitro indazole and related indazoles: antinociceptive and cardiovascular effects".Br. J. Pharmacol.110 (1):219–24.doi:10.1111/j.1476-5381.1993.tb13795.x.PMC 2175981.PMID 7693278.
  3. ^Babbedge RC; Bland-Ward PA; Hart SL; Moore PK (September 1993)."Inhibition of rat cerebellar nitric oxide synthase by 7-nitro indazole and related substituted indazoles".Br. J. Pharmacol.110 (1):225–8.doi:10.1111/j.1476-5381.1993.tb13796.x.PMC 2175991.PMID 7693279.
  4. ^Moore PK; Babbedge RC; Wallace P; Gaffen ZA; Hart SL (February 1993)."7-Nitro indazole, an inhibitor of nitric oxide synthase, exhibits anti-nociceptive activity in the mouse without increasing blood pressure".Br. J. Pharmacol.108 (2):296–7.doi:10.1111/j.1476-5381.1993.tb12798.x.PMC 1907983.PMID 7680591.
  5. ^Gammie SC; Olaghere-da Silva UB; Nelson RJ (July 2000). "3-bromo-7-nitroindazole, a neuronal nitric oxide synthase inhibitor, impairs maternal aggression and citrulline immunoreactivity in prairie voles".Brain Res.870 (1–2):80–6.doi:10.1016/S0006-8993(00)02404-5.PMID 10869504.S2CID 23918529.
  6. ^Kampf C; Roomans GM (May 2001). "Effects of hypochlorite on cultured respiratory epithelial cells".Free Radic. Res.34 (5):499–511.doi:10.1080/10715760100300441.PMID 11378533.S2CID 5920036.
  7. ^Schulz JB; Matthews RT; Klockgether T; Dichgans J; Beal MF (September 1997). "The role of mitochondrial dysfunction and neuronal nitric oxide in animal models of neurodegenerative diseases".Mol. Cell. Biochem.174 (1–2):193–7.doi:10.1023/A:1006852306789.PMID 9309687.S2CID 8301981.
  8. ^Matsumura, N.; Kikuchi-Utsumi, K.; Nakaki, T. (2008). "Activities of 7-nitroindazole and 1-(2-(trifluoromethylphenyl)-imidazole independent of neuronal nitric-oxide synthase inhibition".J Pharmacol Exp Ther.325 (2):357–62.doi:10.1124/jpet.107.135160.PMID 18270316.S2CID 27063286.

External links

[edit]


Forms
Targets
sGC
NO donors
(prodrugs)
Enzyme
(inhibitors)
NOS
nNOS
iNOS
eNOS
Unsorted
Arginase
CAMK
Others
Retrieved from "https://en.wikipedia.org/w/index.php?title=7-Nitroindazole&oldid=1329524455"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp