AB-001

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Chemical compound

title: "AB-001" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["cannabinoids", "designer-drugs", "adamantanoylindoles"] description: "Chemical compound" topic_path: "general/cannabinoids" source: "https://en.wikipedia.org/wiki/AB-001" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Chemical compound ::

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 460440720 | IUPAC_name = 1-Pentyl-3-(adamant-1-oyl)indole | image = AB-001_structure.svg | image_class = skin-invert-image | width = 200

| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule II | legal_UK = Class B | legal_US = | legal_DE = Anlage II | routes_of_administration =

| bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion =

| CAS_number_Ref = | CAS_number = 1345973-49-0 | ATC_prefix = | ATC_suffix = | UNII = H657DIA015 | UNII_Ref = | PubChem = 57404070 | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 26286891 | smiles = CCCCCn1cc(c2c1cccc2)C(=O)C34CC5CC(C3)CC(C5)C4 | StdInChI_Ref = | StdInChI = 1S/C24H31NO/c1-2-3-6-9-25-16-21(20-7-4-5-8-22(20)25)23(26)24-13-17-10-18(14-24)12-19(11-17)15-24/h4-5,7-8,16-19H,2-3,6,9-15H2,1H3 | StdInChIKey_Ref = | StdInChIKey = SHWDYCMMUPPWQM-UHFFFAOYSA-N

| C=24 | H=31 | N=1 | O=1

AB-001 (1-pentyl-3-(1-adamantoyl)indole) is a designer drug that was found as an ingredient in synthetic cannabis smoking blends in Ireland in 2010 and Hungary and Germany in 2011. It is unclear who AB-001 was originally developed by, but it is structurally related to compounds such as AM-1248 and its corresponding 1-(tetrahydropyran-4-ylmethyl) analogue, which are known to be potent cannabinoid agonists with moderate to a high selectivity for CB2 over CB1. The first published synthesis and pharmacological evaluation of AB-001 revealed that it acts as a full agonist at CB1 (EC50 = 35 nM) and CB2 receptors (EC50 = 48 nM). However, AB-001 was found to possess only weak cannabimimetic effects in rats at doses up to 30 mg/kg, making it less potent than the carboxamide analogue APICA, which possesses potent cannabimimetic activity at doses of 3 mg/kg.

References

References

  1. (January 2012). "Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary". Forensic Science International.
  2. [http://www.drugs.ie/features/feature/research_on_head_shop_drugs_in_dublin_part_2 Research on Head Shop drugs in Dublin: Part 2]
  3. (June 2012). "The detection of the urinary metabolites of 3-[(adamantan-1-yl)carbonyl]-1-pentylindole (AB-001), a novel cannabimimetic, by gas chromatography-mass spectrometry". Drug Testing and Analysis.
  4. "Receptor selective cannabimimetic aminoalkylindoles".
  5. (July 2013). "The synthesis and pharmacological evaluation of adamantane-derived indoles: cannabimimetic drugs of abuse". ACS Chemical Neuroscience.

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cannabinoidsdesigner-drugsadamantanoylindoles