Trifluoromethylaminoindane

TAI
Clinical data
Other names	5-Trifluoromethyl-2-aminoindane; TAI
Drug class	Serotonin releasing agent; Entactogen
Identifiers
	IUPAC name 5-(trifluoromethyl)-2,3-dihydro-1H-inden-2-amine;
CAS Number	205652-95-5 ;
PubChem CID	10420351;
ChemSpider	8595781 ;
UNII	TW974GB59E;
CompTox Dashboard (EPA)	DTXSID401028481 ;
Chemical and physical data
Formula	C10H10F3N
Molar mass	201.192 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1C(CC2=C1C=CC(=C2)C(F)(F)F)N;
	InChI InChI=1S/C10H10F3N/c11-10(12,13)8-2-1-6-4-9(14)5-7(6)3-8/h1-3,9H,4-5,14H2 ; Key:UBDQCUBRYLGYCL-UHFFFAOYSA-N ;
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5-Trifluoromethyl-2-aminoindane (TAI) is a drug of the 2-aminoindane family with putative entactogenic effects. It acts as a serotonin releasing agent (SRA). TAI is the 2-aminoindane analogue of norfenfluramine and has approximately 50% of the serotonergic neurotoxicity in comparison.^[1]

References

^ Cozzi NV, Frescas S, Marona-Lewicka D, Huang X, Nichols DE (March 1998). "Indan analogs of fenfluramine and norfenfluramine have reduced neurotoxic potential". Pharmacology, Biochemistry, and Behavior. 59 (3): 709–15. doi:10.1016/S0091-3057(97)00557-1. PMID 9512076. S2CID 41048219.

Monoaminergic neurotoxins
Dopaminergic	2′-CH₃-MPTP (2′-methyl-MPTP) 2,4,5-THA 2,4,5-THMA 4-MMA 5-S-Cysteinyldopamine 5,6-DHT 6-Hydroxydopa 6-OHDA quinone 6,7-DHT ALDH inhibitors (e.g., disulfiram, methylmercury) Amphetamine Benomyl Daidzin Dieldrin DOPA quinone DOPAL DOPAL quinone Dopamine Dopamine quinone Fenpropathrin Haloperidol HPP⁺ HPTP Imidazole propionate (ImP) Mancozeb Maneb Mephedrone Methamphetamine Methcathinone Methylone MPP⁺ (cyperquat) MPTP N-Methylnorsalsolinol Norsalsolinol Oxidopamine (6-OHDA) Paraquat Rotenone Salsolinol Ziram
Noradrenergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4,5-THA 4,5-DHT 5,6-DHT 5,7-DHT 6-Hydroxydopa DOPEGAL DSP-4 MDA (tenamfetamine) Oxidopamine (6-OHDA) Xylamine
Serotonergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4-DCA 2,4,5-THA 2,4,5-THMA 3-CA 3,4-DCA 4-CAB (α-ethyl-PCA) 4-CMA 4-HO-5-MeO-T 4,5-DHT 5-IAI 5-MAPB 5-MeO-DiPT 5,6-DHT 5,7-DHT 6,7-DHT αET ETAI Fenfluramine Haloperidol HHA (α-methyldopamine) HHMA (α-methylepinine, α,N-dimethyldopamine) HPP⁺ HPTP MBDB MDA (tenamfetamine) MDMA (midomafetamine) Mephedrone Methamphetamine Methylone Norfenfluramine PBA PBMA PCA PCMA PIA TAI
Unsorted	2,5-DDM-DOM 5-HIAL RHPP⁺ RHPTP
See also: Receptor/signaling modulators • Adrenergics • Dopaminergics • Melatonergics • Serotonergics • Monoamine reuptake inhibitors • Monoamine releasing agents • Monoamine metabolism modulators