AB-001

AB-001

Systematic (IUPAC) name
1-pentyl-3-(adamant-1-oyl)indole
Clinical data
Pregnancy cat.	?
Legal status	Illegal in Russia
Identifiers
CAS number	1345973-49-0 N
ATC code	?
ChemSpider	26286891 Y
Chemical data
Formula	C24H31NO
Mol. mass	349.508 g/mol
SMILES	eMolecules & PubChem
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
N(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, and no information has been published on its receptor binding or pharmacological profile, 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]

See also

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

References

1. ^ Jankovics P, Váradi A, Tölgyesi L, Lohner S, Németh-Palotás J, Balla J (August 2011). "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. doi:10.1016/j.forsciint.2011.07.011. PMID 21813254. 
2. ^ Research on Head Shop drugs in Dublin: Part 2
3. ^ Grigoryev A, Kavanagh P, Melnik A. 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. 2011 Nov 18. DOI 10.1002/dta.350 PMID 22102533
4. ^ US patent 7820144, Makriyannis A, Deng H, "Receptor selective cannabimimetic aminoalkylindoles", granted 2010-10-26  
5. ^ Frost, J. M.; Dart, M. J.; Tietje, K. R.; Garrison, T. R.; Grayson, G. K.; Daza, A. V.; El-Kouhen, O. F.; Yao, B. B. et al (2010). "Indol-3-ylcycloalkyl Ketones: Effects of N1 Substituted Indole Side Chain Variations on CB2 Cannabinoid Receptor Activity". Journal of Medicinal Chemistry 53 (1): 295. doi:10.1021/jm901214q. PMID 19921781.  edit

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