6-CAT

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Chemical compound

title: "6-CAT" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["2-aminotetralins", "entactogens", "chloroarenes", "serotonin-releasing-agents"] description: "Chemical compound" topic_path: "general/2-aminotetralins" source: "https://en.wikipedia.org/wiki/6-CAT" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Chemical compound ::

| Watchedfields = changed | verifiedrevid = 477225729 | IUPAC_name = 6-Chloro-1,2,3,4-tetrahydronaphtalen-2-amine | image = 6-Chloro-2-aminotetralin.svg | image_class = skin-invert-image

| tradename = | legal_status = Uncontrolled | routes_of_administration = Oral

| CAS_number = 60480-00-4 | ChemSpiderID_Ref = | ChemSpiderID = 11269876 | PubChem = 16244336

| smiles = C1CC2=C(CC1N)C=CC(=C2)Cl | StdInChI_Ref = | StdInChI = 1S/C10H12ClN/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1,3,5,10H,2,4,6,12H2 | StdInChIKey_Ref = | StdInChIKey = CJRJTCMSQLEPFQ-UHFFFAOYSA-N

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. It is a rigid analogue of para-chloroamphetamine (PCA).

According to Nichols et al., 6-CAT is a non-neurotoxic analog of PCA.

Other related compounds that are creditworthy of mention include 6,7-DCAT & 5,6-DCAT [57915-89-6]. 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.

References

References

  1. (November 1974). "6-Chloro-2-aminotetralin, a rigid Conformational analog of 4-chloroamphetamine: pharmacologic properties of it and related compounds in rats". Archives Internationales de Pharmacodynamie et de Therapie.
  2. (1977). "Comparison of the effects of 6-chloro-2-aminotetralin and of ORG 6582, a related chloroamphetamine analog, on brain serotonin metabolism in rats". Biochemical Pharmacology.
  3. (May 1991). "Synthesis and pharmacological examination of 1-(3-methoxy-4-methylphenyl)-2-aminopropane and 5-methoxy-6-methyl-2-aminoindan: similarities to 3,4-(methylenedioxy)methamphetamine (MDMA)". Journal of Medicinal Chemistry.
  4. Bryan B Molloy, {{US patent. 3919316 (1975 to Eli Lilly and Co).
  5. (6 April 2000). "High-Affinity, Non-Peptide Agonists for the ORL1 (Orphanin FQ/Nociceptin) Receptor". Journal of Medicinal Chemistry.

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2-aminotetralinsentactogenschloroarenesserotonin-releasing-agents