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6-Nitroquipazine

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Chemical compound Pharmaceutical compound
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
3D model (JSmol)
SMILES
  • (=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
  (what is this?)  (verify)

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

6-Nitroquipazine has been found to inhibit melanogenesis in-vitro, 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. 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.
Monoamine reuptake inhibitors
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
See also: Receptor/signaling modulatorsMonoamine releasing agentsAdrenergicsDopaminergicsSerotonergicsMonoamine metabolism modulatorsMonoamine neurotoxins
Piperazines
Simple piperazines
(no additional rings)
Phenylpiperazines
Benzylpiperazines
Diphenylalkylpiperazines
(benzhydrylalkylpiperazines)
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclics
(piperazine attached via side chain)
Others/Uncategorized
Categories:
6-Nitroquipazine Add topic