6-Nitroquipazine

6-Nitroquipazine (developmental code name DU-24,565) is a potent and selective serotonin reuptake inhibitor used in scientific research.[1][2]

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
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H14N4O2
Molar mass258.281 g·mol−1
3D model (JSmol)
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 Y
  • Key:GGDBEAVVGFNWIA-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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

See also

References

  1. 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.
  2. 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.
  3. Max, McEwan; Persons, Peter G. (1987). "Inhibition of melanization in human melanoma cells by a serotonin uptake inhibitor". J. Invest. Dermatol. 89 (1): 82–6. doi:10.1111/1523-1747.ep12580425. PMID 3110297. No-cost access but non-free license.


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