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NAN-190

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Chemical compound Pharmaceutical compound
NAN-190
Skeletal formula of NAN-190
Space-filling model of the NAN-190 molecule
Identifiers
IUPAC name
  • 1-(2-Methoxyphenyl)-4-(4-phthalimidobutyl)piperazine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H27N3O3
Molar mass393.487 g·mol
3D model (JSmol)
SMILES
  • O=C1c2ccccc2C(=O)N1CCCCN4CCN(CC4)c3ccccc3OC
InChI
  • InChI=1S/C23H27N3O3/c1-29-21-11-5-4-10-20(21)25-16-14-24(15-17-25)12-6-7-13-26-22(27)18-8-2-3-9-19(18)23(26)28/h2-5,8-11H,6-7,12-17H2,1H3
  • Key:SJDOMIRMMUGQQK-UHFFFAOYSA-N
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NAN-190 is a drug and research chemical widely used in scientific studies. It was previously believed to act as a selective 5-HT1A receptor antagonist, but a subsequent discovery showed that it also potently blocks the α2-adrenergic receptor. The new finding has raised significant concerns about studies using NAN-190 as a specific serotonin receptor antagonist.

References

  1. ^ Foong JP, Bornstein JC (2009). "5-HT antagonists NAN-190 and SB 269970 block alpha2-adrenoceptors in the guinea pig". NeuroReport. 20 (3): 325–330. doi:10.1097/WNR.0b013e3283232caa. PMID 19190523. S2CID 25499247.
Adrenergic receptor modulators
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
Serotonin receptor modulators
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7


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