AB-001

AB-001

Systematic (IUPAC) name
1-pentyl-3-(adamant-1-oyl)indole
Clinical data
Legal status	CA: Schedule II DE: Anlage II (Prohibited)
Identifiers
CAS Number	1345973-49-0 N
PubChem	CID: 57404070
ChemSpider	26286891 Y
UNII	H657DIA015 Y
Chemical data
Formula	C24H31NO
Molecular mass	349.508 g/mol
SMILES CCCCCn1cc(c2c1cccc2)C(=O)C34CC5CC(C3)CC(C5)C4
InChI 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 Y Key:SHWDYCMMUPPWQM-UHFFFAOYSA-N Y
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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. 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. 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.

See also

• A-834,735
• AB-005
• AM-1248
• APICA
• JWH-018
• JWH-250
• RCS-4
• RCS-8
• N-(S)-Fenchyl-1-(2-morpholinoethyl)-7-methoxyindole-3-carboxamide
• (1-Pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone