Chemistry:NAN-190

NAN-190
Identifiers
	IUPAC name 1-(2-Methoxyphenyl)-4-(4-phthalimidobutyl)piperazine;
CAS Number	102392-05-2 ; 115388-32-4 (hydrobromide);
PubChem CID	4431;
IUPHAR/BPS	73;
ChemSpider	4278 ;
UNII	LQE19CTV54;
ChEMBL	ChEMBL8618 ;
Chemical and physical data
Formula	C23H27N3O3
Molar mass	393.487 g·mol−1
3D model (JSmol)	Interactive image;
	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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Short description: Chemical compound

NAN-190 is a drug and research chemical widely used in scientific studies. It was previously believed to act as a selective 5-HT_1A receptor antagonist, but a subsequent discovery showed that it also potently blocks the α₂-adrenergic receptor.^[1] The new finding has raised significant concerns about studies using NAN-190 as a specific serotonin receptor antagonist.^[1]

References

↑ ^1.0 ^1.1 "5-HT antagonists NAN-190 and SB 269970 block alpha2-adrenoceptors in the guinea pig.". NeuroReport 20 (3): 325–330. 2009. doi:10.1097/WNR.0b013e3283232caa. PMID 19190523.

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Original source: https://en.wikipedia.org/wiki/NAN-190. Read more

[pmid19190523-1] 1.0 ^1.1 "5-HT antagonists NAN-190 and SB 269970 block alpha2-adrenoceptors in the guinea pig.". NeuroReport 20 (3): 325–330. 2009. doi:10.1097/WNR.0b013e3283232caa. PMID 19190523.

[1]

v t e Adrenergic receptor modulators
α₁	Agonists: 6-FNE Amidephrine Anisodine Buspirone Cirazoline Corbadrine Desglymidodrine Dexisometheptene Dipivefrine Dopamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etilefrine Etilevodopa Ethylnorepinephrine Indanidine Isometheptene L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Melevodopa Metaraminol Methoxamine Methyldopa Midodrine Naphazoline Norepinephrine Octopamine (drug) Oxymetazoline Phenylephrine Phenylpropanolamine Pseudoephedrine Synephrine Tetryzoline Tiamenidine XP21279 Xylometazoline Antagonists: Abanoquil Adimolol Ajmalicine Alfuzosin Amosulalol Anisodamine Arotinolol Atiprosin Atypical antipsychotics (e.g., brexpiprazole, clozapine,Chemistry:Olanzapine
α₂	Agonists: (R)-3-Nitrobiphenyline 4-NEMD 6-FNE Amitraz Apraclonidine Brimonidine Cannabivarin Clonidine Corbadrine Detomidine Dexmedetomidine Dihydroergotamine Dipivefrine Dopamine Droxidopa (L-DOPS) Etilevodopa Ephedrine Ergotamine Epinephrine Etilefrine Ethylnorepinephrine Guanabenz Guanfacine Guanoxabenz L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Lofexidine Medetomidine Melevodopa Methyldopa Mivazerol Naphazoline Norepinephrine Oxymetazoline Phenylpropanolamine Piperoxan Pseudoephedrine Rezatomidine Rilmenidine Romifidine Talipexole Tasipimidine Tetrahydrozoline Tiamenidine Tizanidine Tolonidine Urapidil Vatinoxan XP21279 Xylazine Xylometazoline Antagonists: 1-PP Adimolol Amesergide Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine, Chemistry:Brexpiprazole
β	Agonists: Abediterol Alifedrine Amibegron Arbutamine Arformoterol Arotinolol BAAM Bambuterol Befunolol Bitolterol Broxaterol Buphenine Carbuterol Carmoterol Cimaterol Clenbuterol Colterol Corbadrine Denopamine Dipivefrine Dobutamine Dopamine Dopexamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etafedrine Etilefrine Etilevodopa Ethylnorepinephrine Fenoterol Formoterol Hexoprenaline Higenamine Indacaterol Isoetarine Isoprenaline Isoxsuprine L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Levosalbutamol Mabuterol Melevodopa Methoxyphenamine Methyldopa Mirabegron Norepinephrine Orciprenaline Oxyfedrine PF-610355 Phenylpropanolamine Pirbuterol Prenalterol Ractopamine Procaterol Pseudoephedrine Reproterol Rimiterol Ritodrine Salbutamol Salmeterol Solabegron Terbutaline Tretoquinol Tulobuterol Vilanterol Xamoterol XP21279 Zilpaterol Zinterol Antagonists: Acebutolol Adaprolol Adimolol Afurolol Alprenolol Alprenoxime Amosulalol Ancarolol Arnolol Arotinolol Atenolol Befunolol Betaxolol Bevantolol Bisoprolol Bopindolol Bornaprolol Brefonalol Bucindolol Bucumolol Bufetolol Bufuralol Bunitrolol Bunolol Bupranolol Butaxamine Butidrine Butofilolol Capsinolol Carazolol Carpindolol Carteolol Carvedilol Celiprolol Cetamolol Cicloprolol Cinamolol Cloranolol Cyanopindolol Dalbraminol Dexpropranolol Diacetolol Dichloroisoprenaline Dihydroalprenolol Dilevalol Diprafenone Draquinolol Ecastolol Epanolol Ericolol Ersentilide Esatenolol Esprolol Eugenodilol Exaprolol Falintolol Flestolol Flusoxolol Hydroxycarteolol Hydroxytertatolol ICI-118,551 Idropranolol Indenolol Indopanolol Iodocyanopindolol Iprocrolol Isoxaprolol Isamoltane Labetalol Landiolol Levobetaxolol Levobunolol Levomoprolol Medroxalol Mepindolol Metipranolol Metoprolol Moprolol Nadolol Nadoxolol Nebivolol Nifenalol Nipradilol Oxprenolol Pacrinolol Pafenolol Pamatolol Pargolol Penbutolol Pindolol Practolol Primidolol Procinolol Pronethalol Propafenone Propranolol Ridazolol Ronactolol Soquinolol Sotalol Spirendolol SR 59230A Sulfinalol Talinolol Tazolol Tertatolol Tienoxolol Tilisolol Timolol Tiprenolol Tolamolol Toliprolol Xibenolol Xipranolol

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Identifiers


IUPAC name 1-(2-Methoxyphenyl)-4-(4-phthalimidobutyl)piperazine
CAS Number	102392-05-2^Y 115388-32-4 (hydrobromide)
PubChem CID	4431
IUPHAR/BPS	73
ChemSpider	4278^N
UNII	LQE19CTV54
ChEMBL	ChEMBL8618^N
Chemical and physical data
Formula	C₂₃H₂₇N₃O₃
Molar mass	393.487 g·mol⁻¹
3D model (JSmol)	Interactive image
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^N Key:SJDOMIRMMUGQQK-UHFFFAOYSA-N^N
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