AM-1220 - CAS 134959-64-1
Catalog number: 134959-64-1
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C26H26N2O
Molecular Weight:
382.50
COA:
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Targets:
Cannabinoid Receptor
Description:
AM-1220 is a selective cannabinoid receptor CB1 agonist , with about 19x selectivity for CB1 over the related CB2 receptor originated by Sterling Winthrop. In October 2015 AM-1220 is a controlled substance in China. AM-1220 was first detected as an ingredient of synthetic cannabis smoking blends in 2010.
Purity:
98%
Appearance:
Powder
Synonyms:
(R)-(1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone
Solubility:
Soluble in DMSO
Storage:
-20°C Freezer
MSDS:
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Application:
an ingredient of synthetic cannabis smoking blends
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Gram
InChIKey:
URKVBEKZCMUTQC-HXUWFJFHSA-N
InChI:
1S/C26H26N2O/c1-27-16-7-6-11-20(27)17-28-18-24(22-13-4-5-15-25(22)28)26(29)23-14-8-10-19-9-2-3-12-21(19)23/h2-5,8-10,12-15,18,20H,6-7,11,16-17H2,1H3/t20-/m1/s1
Canonical SMILES:
CN1CCCC[C@@H]1Cn2cc(C(=O)c3cccc4ccccc34)c5ccccc25
Current Developer:
Sterling Winthrop
1.High-resolution mass spectrometric determination of the synthetic cannabinoids MAM-2201, AM-2201, AM-2232, and their metabolites in postmortem plasma and urine by LC/Q-TOFMS.
Zaitsu K;Nakayama H;Yamanaka M;Hisatsune K;Taki K;Asano T;Kamata T;Katagai M;Hayashi Y;Kusano M;Tsuchihashi H;Ishii A Int J Legal Med. 2015 Nov;129(6):1233-45. doi: 10.1007/s00414-015-1257-4. Epub 2015 Sep 8.
High-resolution mass spectrometry and accurate mass measurement by liquid chromatography/quadrupole-time of flight mass spectrometry (LC/Q-TOFMS) was applied to postmortem plasma and urine specimens from an autopsy of a fatal case involving synthetic cannabinoid use, resulting in the detection of three synthetic cannabinoids: MAM-2201, AM-1220, and AM-2232. We searched for their metabolites existing in postmortem plasma or urine by LC/Q-TOFMS and were able to detect N-dealkylated metabolites, defluorinated and further oxidized metabolites of MAM-2201, and some hydroxylated metabolites. Postmortem plasma concentrations of the parent drugs, N-dealkylated metabolites, and fluorinated and further oxidized metabolites of MAM-2201 were measured, and quantitation results revealed site differences between heart and femoral postmortem plasma concentrations of parent drugs and some metabolites, suggesting postmortem redistribution of the synthetic cannabinoids and their metabolites. Quantitation results suggest that defluorination is a major metabolic pathway for MAM-2201, and N-dealkylation is a common but minor pathway for the naphthoylindole-type synthetic cannabinoids in human.
2.Finding order in chemical chaos - Continuing characterization of synthetic cannabinoid receptor agonists.
Marusich JA;Wiley JL;Lefever TW;Patel PR;Thomas BF Neuropharmacology. 2018 May 15;134(Pt A):73-81. doi: 10.1016/j.neuropharm.2017.10.041. Epub 2017 Nov 4.
Diversion of synthetic cannabinoids from the lab to drugs of abuse has become increasingly prevalent in recent years. Moreover, as earlier synthetic cannabinoids were banned, manufacturers introduced a new supply of novel compounds to serve as replacements. Hence, the chemical diversity of synthetic cannabinoid analogs has also rapidly increased. The present study examined 8 new synthetic cannabinoids: AM-1220, AM-2232, AM-2233, AM-679, EAM-2201, JWH-210, JHW-251, and MAM-2201. Each compound was assessed for binding affinity and functional activation of CB;1; and CB;2; receptors, and pharmacological equivalence with Δ;9;-tetrahydrocannabinol (THC) in THC drug discrimination. All compounds bound to and activated CB;1; and CB;2; receptors, although efficacy at the CB;2; receptor was reduced compared to that for the CB;1; receptor. Similarly, all compounds stimulated [;35;S]GTPγS binding through the CB;1; receptor, and all compounds except AM-1220 and AM-2233 stimulated [;35;S]GTPγS binding through the CB;2; receptor. Furthermore, these compounds, along with CP55,940, substituted for THC in THC drug discrimination. Rank order of potency in drug discrimination was correlated with CB;1; receptor binding affinity.
3.Detection of synthetic cannabinoids in oral fluid using ELISA and LC-MS-MS.
Rodrigues WC;Catbagan P;Rana S;Wang G;Moore C J Anal Toxicol. 2013 Oct;37(8):526-33. doi: 10.1093/jat/bkt067. Epub 2013 Aug 14.
Synthetic cannabinoids are often referred to as 'Spice' or K2 compounds. Detection of these compounds in oral fluid has, to date, been limited to chromatographic procedures such as liquid chromatography with tandem mass spectrometry detection. We report the first analytical immunoassay for the screening of some synthetic cannabinoids in oral fluid specimens collected with the Quantisal™ device. JWH-200 was chosen as the calibration standard, because parent compounds, not metabolites, are predominantly detected in oral fluid. The immunoassay is capable of detecting JWH-200, JWH-018, JWH-073, JWH-022, AM-2201, AM-2232 and AM-1220. The assay was validated according to accepted laboratory protocols and applied to 32 authentic oral fluid specimens previously analyzed using LC-MS-MS at an accredited laboratory. The assay is sensitive, with a cutoff concentration of 0.25 ng/mL, and has a wide working range from 0.1 to 5 ng/mL. Intra- and interday precision were determined to be <10%. The screening method was completely validated and characterized; critical aspects of the screening included the incorporation of a preincubation step that improves the sensitivity of the assay to allow relevant concentrations of synthetic compounds in oral fluid to be detected.
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