NBUMP

NBUMP
Clinical data
ATC code	none;
Identifiers
	IUPAC name N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]adamantane-1-carboxamide;
CAS Number	134390-72-0 ;
PubChem CID	64622;
ChemSpider	58183;
UNII	G184WXO36J;
CompTox Dashboard (EPA)	DTXSID901029353 ;
Chemical and physical data
Formula	C26H39N3O2
Molar mass	425.617 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1ccccc1N2CCN(CC2)CCCCNC(=O)C34CC5CC(C3)CC(C5)C4;
	InChI InChI=1S/C26H39N3O2/c1-31-24-7-3-2-6-23(24)29-12-10-28(11-13-29)9-5-4-8-27-25(30)26-17-20-14-21(18-26)16-22(15-20)19-26/h2-3,6-7,20-22H,4-5,8-19H2,1H3,(H,27,30); Key:PRZPXKIXNNNNCD-UHFFFAOYSA-N;
	(verify)

NBUMP is a highly selective 5-HT_1A receptor partial agonist (K_i = 0.1 nM; IA = 40%) with an aryl piperazine structure.^[1] It is one of the highest affinity ligands for the 5-HT_1A receptor known.^[1] It displays 460- and 260-fold selectivity for 5-HT_1A over the α₁-adrenergic and D₂ receptors, respectively.^[1]

References

^ ^a ^b ^c Glennon RA (2006). "Strategies for the development of selective serotonergic agents". In Roth BL (ed.). The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics (The Receptors). Totowa, NJ: Humana Press. p. 113. ISBN 1-58829-568-0.

[isbn1-58829-568-0-1] Glennon RA (2006). "Strategies for the development of selective serotonergic agents". In Roth BL (ed.). The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics (The Receptors). Totowa, NJ: Humana Press. p. 113. ISBN 1-58829-568-0.

[1]

v t e Arylpiperazines
Phenylpiperazines	1-Phenylpiperazine (1-PP; PP) 3,4-CFP 2C-B-PP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-7625 EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635
Benzylpiperazines	2C-B-BZP 3-Methylbenzylpiperazine Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP EGIS-7625 Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide NSI-189 Piberaline Piribedil RN-1747 Sunifiram Trimetazidine Vesnarinone
Naphthylpiperazines	1-Naphthylpiperazine (1-NP) 2-Naphthylpiperazine (2-NP) CSP-2503 F-11,461 S-14,506 S-14671
Quinolinylpiperazines	FPPQ 6-Nitroquipazine Isoquipazine Quipazine
Diphenylalkylpiperazines	AD-1211 Almitrine Amperozide BRL-15,572 Buclizine BW373U86 Cetirizine Chlorbenzoxamine Chlorcyclizine Cinnarizine Clocinizine Cyclizine DBL-583 Diphenpipenol Diphenylmethylpiperazine Dotarizine DPI-221 DPI-287 DPI-3290 GBR-12,783 GBR-12,935 GBR-13,069 GBR-13,098 GBR-13,119 Hydroxyzine JJC8-088 Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine ORG-12962 Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclic-linked piperazines	Amoxapine Clopenthixol Clorotepine Clozapine Cyanothepin Doclothepin Docloxythepin Flupentixol Fluphenazine Isofloxythepin Loxapine Meperathiepin Metitepine Octomethothepin Olanzapine Opipramol Oxyclothepin Oxyprothepin Peradithiepin Perathiepin Perazine Perphenazine Pirenzepine Prochlorperazine Thiethylperazine Thiothixene Trifluoperazine Trifluthepin Zuclopenthixol
Others/uncategorized	AP-238 Azimilide Bucinnazine Cinepazet Cinepazic acid Cinepazide CPD-1 Cyclohexylpiperazine Hexocyclium Indinavir JNJ-7777120 Lodenafil MK-212 Mirodenafil PB-28 Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

NBUMP

NBUMP

NBUMP

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Hub overview

Root Wikipedia Article

NBUMP

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References

Clinical data

ATC code	none
Identifiers
IUPAC name N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]adamantane-1-carboxamide
CAS Number	134390-72-0^Y
PubChem CID	64622
ChemSpider	58183
UNII	G184WXO36J
CompTox Dashboard (EPA)	DTXSID901029353
Chemical and physical data
Formula	C₂₆H₃₉N₃O₂
Molar mass	425.617 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc1ccccc1N2CCN(CC2)CCCCNC(=O)C34CC5CC(C3)CC(C5)C4
InChI InChI=1S/C26H39N3O2/c1-31-24-7-3-2-6-23(24)29-12-10-28(11-13-29)9-5-4-8-27-25(30)26-17-20-14-21(18-26)16-22(15-20)19-26/h2-3,6-7,20-22H,4-5,8-19H2,1H3,(H,27,30) Key:PRZPXKIXNNNNCD-UHFFFAOYSA-N
(verify)