WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 571059
Description: AB-002 is a homologue of AB-001, which is a cannibimimetic. It is a CB (cannabinoid) receptor ligand that governs the cannabimimetic potency. It is derived from adamantane and is less potent than other ligands which can induce significant hypothermic and bradycardic effects. Its role in binding CB receptors may be useful in therapeutic discovery for relief against MS, particularly when studying selective CB2 agonists.
MedKoo Cat#: 571059
Chemical Formula: C25H33NO
Exact Mass: 363.2562
Molecular Weight: 363.55
Elemental Analysis: C, 82.60; H, 9.15; N, 3.85; O, 4.40
Related CAS #: 1430634-79-9 (AB-001) 1345973-49-0 (AB-002)
Synonym: AB-002; AB 002; AB002
IUPAC/Chemical Name: 2-(adamantan-1-yl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one
InChi Key: BRHHDIPEHOKFET-UHFFFAOYSA-N
InChi Code: InChI=1S/C25H33NO/c1-2-3-6-9-26-17-22(21-7-4-5-8-23(21)26)24(27)16-25-13-18-10-19(14-25)12-20(11-18)15-25/h4-5,7-8,17-20H,2-3,6,9-16H2,1H3
SMILES Code: O=C(CC12CC3CC(C2)CC(C3)C1)C4=CN(CCCCC)C5=C4C=CC=C5
The endocannabinoid system consists of at least two cannabinoid (CB) receptors, namely, the CB1 and CB2 receptors. Stimulation of the CB1 receptor leads to modulation of feeding behavior, through a proposed mechanism of N-type and P/Q-type calcium channel blockade while activating the inwardly rectifying potassium channels, implicating an important role for CB1 receptor in obesity and metabolic disorders through release of neuromodulators. However, the usage of the drugs may have severe side effects on the CNS such as depression, anxiety, and suicidal thoughts. Selective CB2 agonists represent an attractive therapeutic strategy for the treatment of a variety of diseases such as MS without psychiatric side effects mediated by the CB1 receptor.
1: Banister SD, Wilkinson SM, Longworth M, Stuart J, Apetz N, English K, Brooker L, Goebel C, Hibbs DE, Glass M, Connor M, McGregor IS, Kassiou M. The synthesis and pharmacological evaluation of adamantane-derived indoles: cannabimimetic drugs of abuse. ACS Chem Neurosci. 2013 Jul 17;4(7):1081-92. doi: 10.1021/cn400035r. Epub 2013 Apr 17. PubMed PMID: 23551277; PubMed Central PMCID: PMC3715837.
1: Shi Y, Duan YH, Ji YY, Wang ZL, Wu YR, Gunosewoyo H, Xie XY, Chen JZ, Yang F, Li J, Tang J, Xie X, Yu LF. Amidoalkylindoles as Potent and Selective Cannabinoid Type 2 Receptor Agonists with in Vivo Efficacy in a Mouse Model of Multiple Sclerosis. J Med Chem. 2017 Aug 3. doi: 10.1021/acs.jmedchem.7b00724. [Epub ahead of print] PubMed PMID: 28726401.