AB-001

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AB-001
AB-001 structure.png
Systematic (IUPAC) name
1-pentyl-3-(adamant-1-oyl)indole
Clinical data
Legal status
Identifiers
CAS Number 1345973-49-0 N
PubChem CID: 57404070
ChemSpider 26286891 YesY
UNII H657DIA015 YesY
Chemical data
Formula C24H31NO
Molecular mass 349.508 g/mol
  • CCCCCn1cc(c2c1cccc2)C(=O)C34CC5CC(C3)CC(C5)C4
  • InChI=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 YesY
  • Key:SHWDYCMMUPPWQM-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

AB-001 or 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.[1][2][3] 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 high selectivity for CB2 over CB1.[4][5] 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).[6] 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.[6]

See also

References

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  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Research on Head Shop drugs in Dublin: Part 2
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ US patent 7820144, Makriyannis A, Deng H, "Receptor selective cannabimimetic aminoalkylindoles", granted 2010-10-26 
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ 6.0 6.1 Lua error in package.lua at line 80: module 'strict' not found.
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