6-CAT

6-Chloro-2-aminotetralin (6-CAT) is a drug which acts as a selective serotonin releasing agent (SSRA) and is a putative entactogen in humans.^[1][2] It is a rigid analogue of para-chloroamphetamine (PCA).^[1]

Routes of
administrationOral

Legal status

• In general: uncontrolled

CAS Number

• 60480-00-4

PubChem CID

• 16244336

Quick facts Clinical data, Routes ofadministration ...

6-CAT

Clinical data
Routes of administration	Oral
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 6-Chloro-1,2,3,4-tetrahydronaphtalen-2-amine
CAS Number	60480-00-4
PubChem CID	16244336
ChemSpider	11269876 Y
CompTox Dashboard (EPA)	DTXSID20585667
Chemical and physical data
3D model (JSmol)	Interactive image
SMILES C1CC2=C(CC1N)C=CC(=C2)Cl
InChI InChI=1S/C10H12ClN/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1,3,5,10H,2,4,6,12H2 Y Key:CJRJTCMSQLEPFQ-UHFFFAOYSA-N Y
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According to Nichols et al.,^[3] 6-CAT is a non-neurotoxic analog of PCA.

Other related compounds that are creditworthy of mention include 6,7-DCAT^[4] & 5,6-DCAT [57915-89-6].^[4] These compounds were invented by Bryan Molloy (the inventor of Prozac). These can be thought to be rigid analogs of 3,4-Dichloroamphetamine and might be predicted to be similarly non-neurotoxic. A positional isomer of the aforementioned two compounds is also known to exist in the literature with a 5,8-dichloro substitution pattern (PC9954388).^[5] The compound depicted in the latter case is with the spirodecanone pharmacophore.

It is worth pointing out that the precursor used in the synthesis of 6-CAT is called 6-Chloro-2-tetralone [17556-18-2]. This compound is actually the starting material in the synthesis of Bexlosteride.