Chemistry: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;
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)

Short description: Chemical compound

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

↑ ^1.0 ^1.1 ^1.2 "Strategies for the development of selective serotonergic agents". The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics (The Receptors). Totowa, NJ: Humana Press. 2006. p. 113. ISBN 1-58829-568-0. https://books.google.com/books?id=J6i6YpvCQfIC&q=NBUMP&pg=PA113.

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Original source: https://en.wikipedia.org/wiki/NBUMP. Read more

[isbn1-58829-568-0-1] 1.0 ^1.1 ^1.2 "Strategies for the development of selective serotonergic agents". The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics (The Receptors). Totowa, NJ: Humana Press. 2006. p. 113. ISBN 1-58829-568-0. https://books.google.com/books?id=J6i6YpvCQfIC&q=NBUMP&pg=PA113.

[1]

v t e Piperazines
Simple piperazines (no additional rings)	1-Cyclohexylpiperazine Aminoethylpiperazine Diethylcarbamazine HEPPS Midafotel Piperazine PIPES
Phenylpiperazines	Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin CSP-2503 Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Naphthylpiperazine 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 Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide Piberaline Piribedil Sunifiram Trimetazidine Vesnarinone
Diphenylalkylpiperazines (benzhydrylalkylpiperazines)	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 Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Prazitone Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclics (piperazine attached via side chain)	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	6-Nitroquipazine Azimilide Cinepazet Cinepazic acid Cinepazide Cyclohexylpiperazine EGIS-7625 Hexocyclium Indinavir JNJ-7777120 Lodenafil Mirodenafil PB-28 Quipazine Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

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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
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)

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