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Niravoline

From Wikipedia, the free encyclopedia
Niravoline
Names
Preferred IUPAC name
N-Methyl-2-(3-nitrophenyl)-N-[(1S,2S)-2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-yl]acetamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H25N3O3/c1-23(21(26)14-16-7-6-9-18(13-16)25(27)28)22-19-10-3-2-8-17(19)15-20(22)24-11-4-5-12-24/h2-3,6-10,13,20,22H,4-5,11-12,14-15H2,1H3/t20-,22-/m0/s1
    Key: ZSDAQBWGAOKTSI-UNMCSNQZSA-N
  • CN([C@@H]1[C@H](CC2=CC=CC=C12)N3CCCC3)C(=O)CC4=CC(=CC=C4)[N+](=O)[O-]
Properties
C22H25N3O3
Molar mass379.460 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Niravoline is achemical compound with the formulaC
22
H
25
N
3
O
3
.[1] It hasdiuretic andaquaretic effects and has been studied for its potential use forcerebral edema[2] andcirrhosis.[3]

It exerts its pharmacological effect as akappa opioid receptoragonist.[4]

References

[edit]
  1. ^CID 9821174 fromPubChem
  2. ^Guéniau, C.; Oberlander, C. (1997). "The kappa opioid agonist niravoline decreases brain edema in the mouse middle cerebral artery occlusion model of stroke".The Journal of Pharmacology and Experimental Therapeutics.282 (1):1–6.PMID 9223533.
  3. ^Gadano, A.; Moreau, R.; Pessione, F.; Trombino, C.; Giuily, N.; Sinnassamy, P.; Valla, D.; Lebrec, D. (2000). "Aquaretic effects of niravoline, a kappa-opioid agonist, in patients with cirrhosis".Journal of Hepatology.32 (1):38–42.doi:10.1016/S0168-8278(00)80187-7.PMID 10673065.
  4. ^"Niravoline".NCI Thesaurus.National Cancer Institute.
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others


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