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6-Nitroquipazine
Clinical data
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 6-nitro-2-piperazin-1-yl-quinoline;
CAS Number	77372-73-7 ;
PubChem CID	5012;
ChemSpider	4837 ;
UNII	28M0X094BH;
ChEMBL	ChEMBL41140 ;
CompTox Dashboard (EPA)	DTXSID7044001 ;
Chemical and physical data
Formula	C13H14N4O2
Molar mass	258.281 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [O-][N+](=O)c3cc1c(nc(cc1)N2CCNCC2)cc3;
	InChI InChI=1S/C13H14N4O2/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16/h1-4,9,14H,5-8H2 ; Key:GGDBEAVVGFNWIA-UHFFFAOYSA-N ;
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6-Nitroquipazine (developmental code name DU-24,565) is a potent and selective serotonin reuptake inhibitor used in scientific research.^[1]^[2]

6-Nitroquipazine has been found to inhibit melanogenesis in-vitro,^[3] suggesting that it can be used for skin whitening.

References

^ Vaatstra WJ, Deiman-Van Aalst WM, Eigeman L (March 1981). "Du 24565, a quipazine derivative, a potent selective serotonin uptake inhibitor". European Journal of Pharmacology. 70 (2): 195–202. doi:10.1016/0014-2999(81)90214-4. PMID 6973481.
^ Classen K, Göthert M, Schlicker E (June 1984). "Effects of DU 24565 (6-nitroquipazine) on serotoninergic and noradrenergic neurones of the rat brain and comparison with the effects of quipazine". Naunyn-Schmiedeberg's Archives of Pharmacology. 326 (3): 198–202. doi:10.1007/bf00505318. PMID 6206407. S2CID 20858707.
^ McEwan M, Parsons PG (July 1987). "Inhibition of melanization in human melanoma cells by a serotonin uptake inhibitor". The Journal of Investigative Dermatology. 89 (1): 82–86. doi:10.1111/1523-1747.ep12580425. PMID 3110297. No-cost access but non-free license.