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6-CAT

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
6-CAT
Clinical data
Routes of
administration
Oral
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 6-Chloro-1,2,3,4-tetrahydronaphtalen-2-amine
CAS Number
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
Chemical and physical data
3D model (JSmol)
  • C1CC2=C(CC1N)C=CC(=C2)Cl
  • 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 checkY
  • Key:CJRJTCMSQLEPFQ-UHFFFAOYSA-N checkY
  (verify)

6-Chloro-2-aminotetralin (6-CAT) is adrug which acts as aselective serotonin releasing agent (SSRA) and is a putativeentactogen in humans.[1][2] It is a rigidanalogue ofpara-chloroamphetamine (PCA).[1]

According to Nicholset al.,[3] 6-CAT is a non-neurotoxic analog ofPCA.

Other related compounds that are creditworthy of mention include6,7-DCAT[4] & 5,6-DCAT [57915-89-6].[4] These compounds were invented byBryan Molloy (the inventor ofProzac). These can be thought to be rigid analogs of3,4-Dichloroamphetamine and might be predicted to be similarly non-neurotoxic. Apositional 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 thespirodecanone pharmacophore.

See also

[edit]

References

[edit]
  1. ^abFuller RW, Perry KW, Baker JC, Molloy BB (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.212 (1):141–53.PMID 4455127.
  2. ^Fuller RW, Wong DT, Snoddy HD, Bymaster FP (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.26 (1): 1,333–1, 337.doi:10.1016/0006-2952(77)90094-6.
  3. ^Johnson MP, Frescas SP, Oberlender R, Nichols DE (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.34 (5):1662–8.doi:10.1021/jm00109a020.PMID 1674539.
  4. ^abBryan B Molloy,U.S. patent 3,919,316 (1975 to Eli Lilly and Co).
  5. ^Röver, S., Adam, G., Cesura, A. M., Galley, G., Jenck, F., Monsma, F. J., Wichmann, J., Dautzenberg, F. M. (6 April 2000). "High-Affinity, Non-Peptide Agonists for the ORL1 (Orphanin FQ/Nociceptin) Receptor".Journal of Medicinal Chemistry.43 (7):1329–1338.doi:10.1021/jm991129q.
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