List of miscellaneous 5-HT2A receptor agonists

This is a list of miscellaneous agonists of the serotonin receptor subtype 5-HT_2A (and other 5-HT₂ subtypes to a varying extent) that fall outside the common structural classes. Most agonists at this receptor are either substituted phenethylamine derivatives from the 2C, DOx and 25-NB groups, or substituted tryptamines and related compounds along with more complex derivatives of these such as lysergamides and iboga-type alkaloids.^[1] There are however numerous 5-HT_2A receptor agonists which do not fall within any of these groups, some representative examples of which are listed below. K_i and EC₅₀ values vary depending on the assay conditions used and so may not be directly comparable between sources. Many of these compounds have been designed to be non-psychoactive derivatives for medical applications, and it should not be assumed that a compound which acts as a 5-HT_2A agonist will necessarily be psychedelic in nature.^[2]

Structure	Name	Chemical name	h5-HT2A Ki (EC50) (nM)	PubChem	CAS #	Ref
	Compound 11a	11-chloro-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,7-a]indole	6.5	20726100	599173-28-1	[3]
	Compound 23	9-Chloro-7-(2-ethoxy-phenyl)-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,7-a]indole	32	44315398	599173-25-8	[3]
	Compound 10d	7-Benzyloxy-8-bromo-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine	22	10472780	616201-60-6	[4]
	Example 22.67	4-(6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepin-2-yl)thiomorpholine	21	44124494	1003589-43-2	[5]
	N-Bn-THAZ (compound 3d)	2-benzyl-5,6,7,8-tetrahydro-4H-[1,2]oxazolo[4,5-d]azepin-3-one	(549)	14515725	125115-66-4	[6]
	DEIMDHPCA (compound 11 or formula IIa)	(3R)-N,N-diethyl-5-(1H-indol-4-yl)-1-methyl-3,6-dihydro-2H-pyridine-3-carboxamide	(<10)	156278040	2640392-28-3	[7]
	Compound 106	6-chloro-1-(2,4,5-trimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole		4376990	528525-37-3	[8]
	Compound 6c	(6S)-2,3-dichloro-7,8,9,10-tetrahydro-6H-6,9-epiminocyclohepta[b]quinoxaline	(400)		2991367-88-3	[9]
	Compound 70	3-(4-bromo-2-methylpyrazol-3-yl)-N-(4-chlorophenyl)-4-methoxyaniline	1.77	9952456	720702-40-9	[10]
	Compound 22	7-(trifluoromethoxy)-2,3,4,10b-tetrahydro-1H-pyrazino[1,2-b]isoindol-6-one	67 (87)	11448649	850033-15-7	[10]
	Example 1 (ZC-B)	3-(4-bromo-2,5-dimethoxyphenyl)azetidine	(1.6)	156337249	2641630-65-9	[11]
	2C-B-aminorex	5-(4-bromo-2,5-dimethoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine		165360199		[12]
	2C-B-morpholine	2-(2,5-dimethoxy-4-bromophenyl)morpholine	20.6	11429275	807631-07-8	[13]
	DM-506 (ibogaminalog)	3-methyl-2,4,5,6-tetrahydro-1H-azepino[4,5-b]indole		24183	7546-66-9	[14]
	LPH-5	(3S)-3-[2,5-dimethoxy-4-(trifluoromethyl)phenyl]piperidine	(3.2)	156337168	2641630-97-7	[15]
	2C-B-PP	1-(2,5-dimethoxy-4-bromophenyl)piperazine		4738744	100939-87-5	[16]
	ENX-105	5-chloro-2-methoxy-N-((2R,3R)-2-methyl-1-(phenylmethyl-d2)pyrrolidin-3-yl)-4-((methyl-d3)amino)benzamide			2950168-16-6	[17]
	cis-urocanic acid (cis-UCA)	(Z)-3-(1H-imidazol-5-yl)prop-2-enoic acid	4.6	1549103	7699-35-6	[18][19][20]
	CPD-1	(3S)-3-Methyl-1-[4-(trifluoromethyl)-1-benzofuran-7-yl]piperazine		9925822	325145-37-7	[21]
	Efavirenz	(4S)-6-Chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one		64139	154598-52-4	[22]
	IHCH-7079	(6bR,10aS)-8-(2-Methoxyphenethyl)-3-methyl-2,3,6b,7,8,9,10,10a-octahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline		169488014	2957888-63-8	[23]
	IHCH-7113	(6bR,10aS)-3-methyl-2,3,6b,7,8,9,10,10a-octahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline		21302499	313368-85-3	[23]
	ITI-1549	?	10.2	?	?	[24]
	NDTDI	N,N-diethyl-3-[methyl(1,3,4,5-tetrahydrobenzo[cd]indol-4-yl)amino]propanamide		163192742		[25]
	Mefloquine	2,8-bis(trifluoromethyl)quinolin-4-yl-(2-piperidyl)methanol		40692	53230-10-7	[26]
	ORG-12962	1-(5-trifluoromethyl-6-chloropyridin-2-yl)piperazine		9796408	210821-63-9	[27]
	ORG-37684	(3S)-3-[(2,3-dihydro-5-methoxy-1H-inden-4-yl)oxy]pyrrolidine		9794656	213007-95-5	[28]
	OSU-6162	(3S)-3-[3-(methylsulfonyl)phenyl]-1-propylpiperidine		9795741	156907-84-5	[29]
	PHA-57378	2,7,8,9,10,11-hexahydro-1H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indole	4.1	10198481	303798-94-9	[3]
	P-54	2-(5-methoxypyrazolo[1,5-a]pyridin-3-yl)-N,N-dimethylethanamine		168946740	2943954-59-2	[30]
	I-28	N-[2-(8-methoxynaphthalen-1-yl)ethyl]-N-methylpropan-2-amine		170604481	3019268-34-6	[31]
	(R)-69	3-[(5R)-5-methyl-1,2,5,6-tetrahydropyridin-3-yl]-1H-pyrrolo[2,3-b]pyridine		164513426	2765652-48-8	[32]
	(R)-70	3-[(3R)-1,3-dimethyl-3,6-dihydro-2H-pyridin-5-yl]-1H-pyrrolo[2,3-b]pyridine		170328782		[32]
	RS134-49	4-methyl-3-(1,2,3,6-tetrahydropyridin-5-yl)-1H-indole		168941768	2945139-94-4	[33][34]
	RH-34	3-[2-(2-methoxybenzylamino)ethyl]-1H-quinazoline-2,4-dione		10041987	1028307-48-3	[35]
	SCHEMBL5334361	7-[(3-methoxyphenoxy)methyl]-2,3,4,5-tetrahydro-1H-3-benzazepine	(0.4)	59027940	959867-47-1	[36]
	Tabernanthalog	8-methoxy-3-methyl-2,4,5,6-tetrahydro-1H-azepino[4,5-b]indole		146026994	2483829-59-8	[37]
	TKU-II-100	[(1S,2S)-2-(2-fluorophenyl)cyclopropyl]methanamine	0.62	44572747	1821802-54-3	[38]
	WAY-470	1,16-diazatetracyclo[8.8.1.02,9.014,19]-nonadeca-2(9),10,12,14(19)-tetraene	36	10037962	422318-22-7	[39]
	WXVL_BT0793LQ2118	6-fluoro-4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1H-indole		171676435		[40]
	Z2825713589	(4-amino-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-(6-methoxypyrazin-2-yl)methanone		167788805		[40]
	Z2876442907	ethyl 2-[[2-(4-methyl-1H-indol-3-yl)ethylamino]methyl]-1,3-thiazole-5-carboxylate		167850865		[40]
	Z3517967757	4-[1-(1-pyrimidin-2-ylethyl)piperidin-3-yl]phenol		167949972	2817502-85-3	[40]
	Z3881312504	2-bromo-4-[2-[methyl-[2-(1,3-thiazol-2-yl)ethyl]amino]ethyl]phenol		167904469		[40]
	Z4154032166	2,2,2-trifluoro-1-[6-(1,2,3,6-tetrahydropyridin-5-yl)pyridin-2-yl]ethanol		167878716		[40]
	Z5247692566	4-[(3,3-dimethyloxolan-2-yl)methyl]-3-[(1H-indol-3-yl)methyl]morpholine				[40]
	Z5247692629	1-(1-bicyclo[1.1.1]pentanyl)-4-[[5-(4-chlorophenyl)-1H-pyrazol-4-yl]methyl]piperazine		166358273	2728554-00-3	[40]
	RU-28306	N,N-dimethyl-1,3,4,5-tetrahydrobenzo[cd]indol-4-amine	314 (5-HT2)	194528	73625-11-3	[41]
	Barettin	2-[3-[(2S,5Z)-5-[(6-bromo-1H-indol-3-yl)methylidene]-3,6-dioxopiperazin-2-yl]propyl]guanidine		11177588	104311-70-8	[42]

See also

• Partial lysergamide
• DPCPX
• LY-341,495
• Robalzotan
• WAY-100635
• UH-301
• Head-twitch response
• Substituted benzofuran
• Substituted phenylmorpholine
• List of fentanyl analogues