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Revision as of 20:04, 10 September 2011 editPotatoBot (talk | contribs)Bots51,239 editsm Stub sorting and placement of stub template(s): nervous-system-drug-stub. See approval. Report errors and suggestions at User talk:PotatoBot.← Previous edit		Latest revision as of 15:58, 23 September 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,127 edits removed Category:N-(2-methoxyphenyl)piperazines; added Category:Piperazines using HotCat
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			{{Short description|Chemical compound}}
	{{Drugbox		{{Drugbox
			| Verifiedfields = changed
⚫	| verifiedrevid = 360220908
			| Watchedfields = changed
⚫	| IUPAC_name = (S)-N-tert-butyl- 3-(4-(2-methoxyphenyl)- piperazin-1-yl)- 2-phenylpropanamide
		⚫	| verifiedrevid = 449588681
		⚫	| IUPAC_name = (''S'')-''N''-''tert''-Butyl-3-(4-(2-methoxyphenyl)-piperazin-1-yl)-2-phenylpropanamide
	| image = WAY-100,135_structure.png		| image = WAY-100,135_structure.png
	| width = 200		| width = 200
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	<!--Identifiers-->		<!--Identifiers-->
			| CAS_number_Ref = {{cascite|correct|??}}
	| CAS_number = 133025-23-7		| CAS_number = 133025-23-7
	| ATC_prefix =		| ATC_prefix = None
	| PubChem = 115111		| PubChem = 115111
	| IUPHAR_ligand = 79		| IUPHAR_ligand = 79
			| ChEMBL_Ref = {{ebicite|changed|EBI}}
			| ChEMBL = 38288
			| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
			| ChemSpiderID = 103008
	<!--Chemical data-->		<!--Chemical data-->
	| C=24 | H=33 | N=3 | O=2		| C = 24 | H = 33 | N = 3 | O = 2
	| molecular_weight = 395.536 g/mol
	| smiles = c2ccccc2C(C(=O)NC(C)(C)C)CN(CC3)CCN3c1ccccc1OC		| smiles = c2ccccc2C(C(=O)NC(C)(C)C)CN(CC3)CCN3c1ccccc1OC
			| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
			| StdInChI = 1S/C24H33N3O2/c1-24(2,3)25-23(28)20(19-10-6-5-7-11-19)18-26-14-16-27(17-15-26)21-12-8-9-13-22(21)29-4/h5-13,20H,14-18H2,1-4H3,(H,25,28)
			| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
			| StdInChIKey = UMTDAKAAYOXIKU-UHFFFAOYSA-N
	}}		}}
	'''WAY-100,135''' is a ] ] and research chemical used in scientific studies. It was originally believed to act as a selective ] ] ], but subsequent research demonstrated that it also acts as a ] at the ] and ] receptors.<ref name="pmid8496920">{{cite journal | author = Cliffe IA, Brightwell CI, Fletcher A, Forster EA, Mansell HL, Reilly Y, Routledge C, White AC. | title = (S)-N-tert-butyl- 3-(4-(2-methoxyphenyl)- piperazin-1-yl)- 2-phenylpropanamide : a selective antagonist at presynaptic and postsynaptic 5-HT1A receptors. | journal = J Med Chem. | volume = 36 | issue = 10 | pages = 1509–1510 | year = 1993 | pmid = 8496920 | doi = 10.1021/jm00062a028 }}</ref><ref name="pmid9208142">{{cite journal | author = Davidson C, Ho M, Price GW, Jones BJ, Stamford JA. | title = (+)-WAY 100135, a partial agonist, at native and recombinant 5-HT1B/1D receptors. | journal = Br J Pharmacol. | volume = 121 | issue = 4 | pages = 737–742 | year = 1997 | pmid = 9208142 | doi = 10.1038/sj.bjp.0701197 | pmc = 1564750 }}</ref>		'''WAY-100135''' is a ] ] of the ] family which is used in ].<ref name="pmid8365456">{{cite journal |vauthors=Fletcher A, Bill DJ, Bill SJ, etal | title = WAY100135: a novel, selective antagonist at presynaptic and postsynaptic 5-HT1A receptors | journal = European Journal of Pharmacology | volume = 237 | issue = 2–3 | pages = 283–91 |date=June 1993 | pmid = 8365456 | doi = 10.1016/0014-2999(93)90280-u}}</ref> It acts as ] ] ],<ref name="pmid8496920">{{cite journal |vauthors=Cliffe IA, Brightwell CI, Fletcher A, etal | title = (S)-N-tert-butyl-3-(4-(2-methoxyphenyl)-piperazin-1-yl)-2-phenylpropanamide : a selective antagonist at presynaptic and postsynaptic 5-HT1A receptors | journal = Journal of Medicinal Chemistry | volume = 36 | issue = 10 | pages = 1509–10 |date=May 1993 | pmid = 8496920 | doi = 10.1021/jm00062a028}}</ref> and was originally believed to be highly ], but further studies have demonstrated that it also acts as a ] of the ] (pK<sub>i</sub> = 7.58; virtually the same affinity for 5-HT<sub>1A</sub>), and to a much lesser extent, of the ] (pK<sub>i</sub> = 5.82).<ref name="pmid9208142">{{cite journal | vauthors = Davidson C, Ho M, Price GW, Jones BJ, Stamford JA | title = (+)-WAY 100135, a partial agonist, at native and recombinant 5-HT1B/1D receptors | journal = ] | volume = 121 | issue = 4 | pages = 737–42 |date=June 1997 | pmid = 9208142 | pmc = 1564750 | doi = 10.1038/sj.bjp.0701197 }}</ref> These findings may have prompted the development of the related compound ], another purportedly selective and even more potent 5-HT<sub>1A</sub> antagonist, which was synthesized shortly thereafter.<ref name="pmid8768728">{{cite journal | vauthors = Fornal CA, Metzler CW, Gallegos RA, Veasey SC, McCreary AC, Jacobs BL | title = WAY-100635, a potent and selective 5-hydroxytryptamine1A antagonist, increases serotonergic neuronal activity in behaving cats: comparison with (S)-WAY-100135 | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 278 | issue = 2 | pages = 752–62 |date=August 1996 | pmid = 8768728 | url = http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=8768728}}</ref> However, WAY-100635 turned out to be non-selective as well, having been shown to act additionally as a potent ] ] later on.<ref name="pmid16915381">{{cite journal|author2-link=Bryan Roth | vauthors = Chemel BR, Roth BL, Armbruster B, Watts VJ, Nichols DE | title = WAY-100635 is a potent dopamine D4 receptor agonist | journal = Psychopharmacology | volume = 188 | issue = 2 | pages = 244–51 |date=October 2006 | pmid = 16915381 | doi = 10.1007/s00213-006-0490-4 | s2cid = 24194034 }}</ref>
	== See also ==		== See also ==
	* ]		* ]
	== References ==		== References ==
	{{Reflist|2}}		{{Reflist}}
	{{Serotonergics}}		{{Serotonergics}}
	{{Piperazines}}		{{Piperazines}}
			]
			]
	]		]
	]		]
	]		]
			]
	{{nervous-system-drug-stub}}		{{nervous-system-drug-stub}}
	]