1-Aminomethyl-5-methoxyindane

1-Aminomethyl-5-methoxyindane
Clinical data
Legal status	Uncontrolled;
Routes of; administration	Oral
Identifiers
CAS Number	1415750-28-5
ATC code	none
PubChem	CID: 45091234
ChemSpider	24205063
Chemical data
Formula	C11H15NO
Molecular mass	177.242 g/mol
	SMILES NCC1CCc2c1ccc(OC)c2 ;
	InChI InChI=1S/C11H15NO/c1-13-10-4-5-11-8(6-10)2-3-9(11)7-12/h4-6,9H,2-3,7,12H2,1H3 ; Key:WPBKCMLYKMDWRD-UHFFFAOYSA-N ;
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1-Aminomethyl-5-methoxyindane (AMMI), is a drug developed by a team led by David E. Nichols at Purdue University, which acts as a selective serotonin releasing agent (SSRA) and binds to the serotonin transporter with similar affinity to DFMDA.^[1]^[2]

References

↑ Roman DL, Saldaña SN, Nichols DE, Carroll FI, Barker EL. Distinct molecular recognition of psychostimulants by human and Drosophila serotonin transporters. Journal of Pharmacology and Experimental Therapeutics. 2004 Feb;308(2):679-87. PMID 14593087
↑ Walline CC, Nichols DE, Carroll FI, Barker EL. Comparative molecular field analysis using selectivity fields reveals residues in the third transmembrane helix of the serotonin transporter associated with substrate and antagonist recognition. Journal of Pharmacology and Experimental Therapeutics. 2008 Jun;325(3):791-800. PMID 18354055

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v t e Entactogens
Phenylalkylamines	Phenethylamines: Lophophine MDMPEA MDPEA Metaescaline Amphetamines: 2-Methyl-MDA 4-FA 4-FMA 4-MTA 5-APDI 5-MAPDI 5-Methyl-MDA 6-APT 6-Methyl-MDA DiFMDA DMMDA DMMDA-2 EDA EDMA MDA MDDM MDEA MDIP MDMA MDMOH MDOH MDPR MMA MMDA MMDA-2 MMDMA PMA PMEA PMMA Benzofurans: 5-APB 5-MAPB 5-APDB 5-MAPDB 5-EAPB 6-APB 6-MAPB 6-APDB 6-MAPDB 6-EAPB Cathinones: Brephedrone Butylone Ethylone Eutylone Flephedrone Mephedrone Methedrone Methylone Pentylone Others: 4-CAB Ariadne BDB EBDB EBDP MDMP MDPH MBDB MBDP
Cyclized phenyl- alkylamines	Aminoindanes: 5-IAI AMMI ETAI MDAI MDMAI MMAI NM-2-AI TAI Aminotetralins: 6-CAT MDAT MDMAT
Tryptamines	4-Methyl-αET αET αMT
Others	Naphthylisopropylamine Methamnetamine

Clinical data

Legal status	Uncontrolled
Routes of administration	Oral
Identifiers
CAS Number	1415750-28-5^N
ATC code	none
PubChem	CID: 45091234
ChemSpider	24205063^Y
Chemical data
Formula	C₁₁H₁₅NO
Molecular mass	177.242 g/mol
SMILES NCC1CCc2c1ccc(OC)c2
InChI InChI=1S/C11H15NO/c1-13-10-4-5-11-8(6-10)2-3-9(11)7-12/h4-6,9H,2-3,7,12H2,1H3^Y Key:WPBKCMLYKMDWRD-UHFFFAOYSA-N^Y

^NY (what is this?) (verify)