1-Methylmedmain

1-Methylmedmain
Clinical data
Other names	1,2-Dimethyl-3-ethyl-5-dimethylaminoindole
Drug class	Serotonin receptor modulator; Serotonin antagonist or partial agonist
ATC code	None;
Identifiers
	IUPAC name 3-ethyl-N,N,1,2-tetramethylindol-5-amine;
CAS Number	28027-41-0;
PubChem CID	244184;
ChemSpider	213520;
ChEMBL	ChEMBL298780;
CompTox Dashboard (EPA)	DTXSID50288235 ;
Chemical and physical data
Formula	C14H20N2
Molar mass	216.328 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1=C(N(C2=C1C=C(C=C2)N(C)C)C)C;
	InChI InChI=1S/C14H20N2/c1-6-12-10(2)16(5)14-8-7-11(15(3)4)9-13(12)14/h7-9H,6H2,1-5H3; Key:MVBMCSOTTKNKHD-UHFFFAOYSA-N;

1-Methylmedmain, also known as 1,2-dimethyl-3-ethyl-5-dimethylaminoindole, is a serotonin receptor modulator and indole derivative related to the neurotransmitter serotonin.^[1]^[2]^[3] It is the 1-methyl derivative of medmain.^[1]^[2]^[3] The drug has low-potency serotonin antagonist or partial agonist activity, with low affinity for serotonin 5-HT₁ and 5-HT₂ receptors (IC₅₀Tooltip half-maximal inhibitory concentration = >1,000 nM) but greater activity against the serotonin receptors in the rat stomach fundus strip (K_B = 48 nM) (thought to represent the serotonin 5-HT_2B receptor).^[3]^[4]^[1] It has similar potency as medmain, but lacks medmain's convulsant activity.^[2]^[3] 1-Methylmedmain was described and studied by E. Shaw and Dilworth Woolley in the 1950s.^[3]^[1]^[2] Other analogues of medmain have also been explored, but none had improved activity at the rat fundus strip serotonin 5-HT_2B receptor compared to medmain and 1-methylmedmain.^[3]^[4]