1-Aminomethyl-5-methoxyindane

1-Aminomethyl-5-methoxyindane
Clinical data
Routes of; administration	Oral
ATC code	none
Legal status
Legal status	Uncontrolled;
Identifiers
	IUPAC name (5-Methoxy-2,3-dihydro-1H-inden-1-yl)methanamine;
CAS Number	1415750-28-5
PubChem (CID)	45091234
ChemSpider	24205063
Chemical and physical data
Formula	C11H15NO
Molar mass	177.242 g/mol
3D model (Jmol)	Interactive image
	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[edit]

^ 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 Empathogens/entactogens (category)

Phenylalkyl- amines (other than cathinones)	Unfused benzene ring: 4-CAB 4-FA 4-FMA 4-MTA 4,4'-DMAR Ariadne Metaescaline MMA PMA PMEA PMMA Benzodioxine: EDMA Benzodioxoles: Phenethylamine: { Lophophine } Amphetamines: { 2-Methyl-MDA 2,3-MDA 3,4-MDA 5-Methyl-MDA 6-Methyl-MDA DiFMDA DMMDA DMMDA-2 EIDA MDEA MDMA MDMOH MDOH MMDA MMDA-2 MMDMA } 1-Phenylbutan-2-amines: { BDB EBDB MBDB } Phentermines: { MDMP MDPH } Benzofurans and dihidrobenzofurans: 5-APB 5-APDB 5-EAPB 5-MAPB 5-MAPDB 5-MBPB 6-APB 6-APDB 6-EAPB 6-MAPB 6-MAPDB Indanes: 5-APDI 5-MAPDI Indole: 6-API Naphtalenes: Methamnetamine Naphthylaminopropane Tetralin: 6-APT

Cyclized phenyl- alkylamines	Aminoindanes: 5-IAI AMMI ETAI MDAI MDMAI MMAI NM-2-AI TAI Aminotetralins: 6-CAT MDAT MDMAT

Cathinones	3-MMC 4-EMC Brephedrone Butylone Ethylone Eutylone Flephedrone Mephedrone Methedrone Methylone Pentylone

Tryptamines	4-Methyl-αET αET αMT

Chemical classes	Substituted amphetamine Sub. benzofuran Sub. cathinone Sub. MDPEA Sub. PEA Sub. tryptamine

Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	Uncontrolled
Identifiers
IUPAC name (5-Methoxy-2,3-dihydro-1H-inden-1-yl)methanamine
CAS Number	1415750-28-5^N
PubChem (CID)	45091234
ChemSpider	24205063^Y
Chemical and physical data
Formula	C₁₁H₁₅NO
Molar mass	177.242 g/mol
3D model (Jmol)	Interactive image
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
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