Niravoline - Misplaced Pages

Niravoline
Names

Preferred IUPAC name N-Methyl-2-(3-nitrophenyl)-N-acetamide
Identifiers
CAS Number	130610-93-4
3D model (JSmol)	Interactive image
PubChem CID	9821174
UNII	R8T17Q4LXC
CompTox Dashboard (EPA)	DTXSID601123055
InChI 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/s1Key: ZSDAQBWGAOKTSI-UNMCSNQZSA-N
SMILES CN(1(CC2=CC=CC=C12)N3CCCC3)C(=O)CC4=CC(=CC=C4)(=O)
Properties
Chemical formula	C₂₂H₂₅N₃O₃
Molar mass	379.460 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Niravoline is a chemical compound with the formula C
₂₂H
₂₅N
₃O
₃. It has diuretic and aquaretic effects and has been studied for its potential use for cerebral edema and cirrhosis.

It exerts its pharmacological effect as a kappa opioid receptor agonist.

References

CID 9821174 from PubChem
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.
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.
"Niravoline". NCI Thesaurus. National Cancer Institute.