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MedKoo Cat#: 524181 | Name: AM-2201

Description:

WARNING: This product is for research use only, not for human or veterinary use.

AM-2201 acts as a potent but nonselective full agonist for the cannabinoid receptor. The physiological actions and metabolism of AM2201 have not been characterized. AM-2201 is discontinued.

Chemical Structure

AM-2201
AM-2201
CAS#335161-24-5

Theoretical Analysis

MedKoo Cat#: 524181

Name: AM-2201

CAS#: 335161-24-5

Chemical Formula: C24H22FNO

Exact Mass: 359.1685

Molecular Weight: 359.44

Elemental Analysis: C, 80.20; H, 6.17; F, 5.29; N, 3.90; O, 4.45

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
No Data
Synonym
AM-2201; AM 2201; AM2201; JWH 2201; UNII-TBJ0966F1O;
IUPAC/Chemical Name
(1-(5-Fluoropentyl)-3-(1-naphthoyl)indole)
InChi Key
ALQFAGFPQCBPED-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H22FNO/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,15-16H2
SMILES Code
c1ccc2c(c1)cccc2C(=O)c3cn(c4c3cccc4)CCCCCF
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 359.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Davies BB, Bayard C, Larson SJ, Zarwell LW, Mitchell RA. Retrospective Analysis of Synthetic Cannabinoid Metabolites in Urine of Individuals Suspected of Driving Impaired. J Anal Toxicol. 2016 Mar;40(2):89-96. doi: 10.1093/jat/bkv136. Epub 2015 Dec 19. PubMed PMID: 26687103. 2: Diao X, Wohlfarth A, Pang S, Scheidweiler KB, Huestis MA. High-Resolution Mass Spectrometry for Characterizing the Metabolism of Synthetic Cannabinoid THJ-018 and Its 5-Fluoro Analog THJ-2201 after Incubation in Human Hepatocytes. Clin Chem. 2016 Jan;62(1):157-69. doi: 10.1373/clinchem.2015.243535. Epub 2015 Oct 1. PubMed PMID: 26430074. 3: Hess C, Stockhausen S, Kernbach-Wighton G, Madea B. Death due to diabetic ketoacidosis: Induction by the consumption of synthetic cannabinoids? Forensic Sci Int. 2015 Dec;257:e6-11. doi: 10.1016/j.forsciint.2015.08.012. Epub 2015 Aug 29. PubMed PMID: 26363623. 4: Zaitsu K, Nakayama H, Yamanaka M, Hisatsune K, Taki K, Asano T, Kamata T, Katagai M, Hayashi Y, Kusano M, Tsuchihashi H, Ishii A. 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. Int J Legal Med. 2015 Nov;129(6):1233-45. doi: 10.1007/s00414-015-1257-4. Epub 2015 Sep 8. Erratum in: Int J Legal Med. 2016 Jan;130(1):309-16. PubMed PMID: 26349566. 5: Berg T, Kaur L, Risnes A, Havig SM, Karinen R. Determination of a selection of synthetic cannabinoids and metabolites in urine by UHPSFC-MS/MS and by UHPLC-MS/MS. Drug Test Anal. 2015 Aug 25. doi: 10.1002/dta.1844. [Epub ahead of print] PubMed PMID: 26304456. 6: Bertol E, Vaiano F, Di Milia MG, Mari F. In vivo detection of the new psychoactive substance AM-694 and its metabolites. Forensic Sci Int. 2015 Nov;256:21-7. doi: 10.1016/j.forsciint.2015.07.018. Epub 2015 Jul 17. PubMed PMID: 26295909. 7: Obafemi AI, Kleinschmidt K, Goto C, Fout D. Cluster of Acute Toxicity from Ingestion of Synthetic Cannabinoid-Laced Brownies. J Med Toxicol. 2015 Dec;11(4):426-9. doi: 10.1007/s13181-015-0482-z. PubMed PMID: 25967137; PubMed Central PMCID: PMC4675604. 8: Banister SD, Stuart J, Kevin RC, Edington A, Longworth M, Wilkinson SM, Beinat C, Buchanan AS, Hibbs DE, Glass M, Connor M, McGregor IS, Kassiou M. Effects of bioisosteric fluorine in synthetic cannabinoid designer drugs JWH-018, AM-2201, UR-144, XLR-11, PB-22, 5F-PB-22, APICA, and STS-135. ACS Chem Neurosci. 2015 Aug 19;6(8):1445-58. doi: 10.1021/acschemneuro.5b00107. Epub 2015 May 8. PubMed PMID: 25921407. 9: Koller VJ, Ferk F, Al-Serori H, Mišík M, Nersesyan A, Auwärter V, Grummt T, Knasmüller S. Genotoxic properties of representatives of alkylindazoles and aminoalkyl-indoles which are consumed as synthetic cannabinoids. Food Chem Toxicol. 2015 Jun;80:130-6. doi: 10.1016/j.fct.2015.03.004. Epub 2015 Mar 16. PubMed PMID: 25792264. 10: Uchiyama N, Kikura-Hanajiri R, Hakamatsuka T. [Evaluation of an on-site drug-testing device for the detection of synthetic cannabinoids in illegal herbal products]. Yakugaku Zasshi. 2015;135(3):535-41. doi: 10.1248/yakushi.14-00247. Epub 2015 Jan 19. Japanese. PubMed PMID: 25759062. 11: Karinen R, Tuv SS, Øiestad EL, Vindenes V. Concentrations of APINACA, 5F-APINACA, UR-144 and its degradant product in blood samples from six impaired drivers compared to previous reported concentrations of other synthetic cannabinoids. Forensic Sci Int. 2015 Jan;246:98-103. doi: 10.1016/j.forsciint.2014.11.012. Epub 2014 Nov 21. PubMed PMID: 25485949. 12: Celofiga A, Koprivsek J, Klavz J. Use of synthetic cannabinoids in patients with psychotic disorders: case series. J Dual Diagn. 2014;10(3):168-73. doi: 10.1080/15504263.2014.929364. PubMed PMID: 25392292. 13: Gatch MB, Forster MJ. Δ9-Tetrahydrocannabinol-like discriminative stimulus effects of compounds commonly found in K2/Spice. Behav Pharmacol. 2014 Dec;25(8):750-7. doi: 10.1097/FBP.0000000000000093. PubMed PMID: 25325289; PubMed Central PMCID: PMC4216610. 14: Kim J, Park Y, Park M, Kim E, Yang W, Baeck S, Lee S, Han S. Simultaneous determination of five naphthoylindole-based synthetic cannabinoids and metabolites and their deposition in human and rat hair. J Pharm Biomed Anal. 2015 Jan;102:162-75. doi: 10.1016/j.jpba.2014.09.013. Epub 2014 Sep 21. PubMed PMID: 25282599. 15: Simões SS, Silva I, Ajenjo AC, Dias MJ. Validation and application of an UPLC-MS/MS method for the quantification of synthetic cannabinoids in urine samples and analysis of seized materials from the Portuguese market. Forensic Sci Int. 2014 Oct;243:117-25. doi: 10.1016/j.forsciint.2014.07.022. Epub 2014 Jul 27. PubMed PMID: 25127518. 16: Rasanen I, Kyber M, Szilvay I, Rintatalo J, Ojanperä I. Straightforward single-calibrant quantification of seized designer drugs by liquid chromatography-chemiluminescence nitrogen detection. Forensic Sci Int. 2014 Apr;237:119-25. doi: 10.1016/j.forsciint.2014.02.003. Epub 2014 Feb 18. PubMed PMID: 24631831. 17: Elian AA, Hackett J. Analysis of AM-2201 and metabolites in a drugs and driving case. Drug Test Anal. 2014 Apr;6(4):389-95. doi: 10.1002/dta.1535. Epub 2013 Oct 28. PubMed PMID: 24574312. 18: Lonati D, Buscaglia E, Papa P, Valli A, Coccini T, Giampreti A, Petrolini VM, Vecchio S, Serpelloni G, Locatelli CA. MAM-2201 (analytically confirmed) intoxication after "Synthacaine" consumption. Ann Emerg Med. 2014 Dec;64(6):629-32. doi: 10.1016/j.annemergmed.2014.01.007. Epub 2014 Feb 13. PubMed PMID: 24530110. 19: Kronstrand R, Brinkhagen L, Birath-Karlsson C, Roman M, Josefsson M. LC-QTOF-MS as a superior strategy to immunoassay for the comprehensive analysis of synthetic cannabinoids in urine. Anal Bioanal Chem. 2014 Jun;406(15):3599-609. doi: 10.1007/s00216-013-7574-x. Epub 2014 Jan 15. PubMed PMID: 24424965. 20: Scheidweiler KB, Huestis MA. Simultaneous quantification of 20 synthetic cannabinoids and 21 metabolites, and semi-quantification of 12 alkyl hydroxy metabolites in human urine by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2014 Jan 31;1327:105-17. doi: 10.1016/j.chroma.2013.12.067. Epub 2013 Dec 30. PubMed PMID: 24418231; PubMed Central PMCID: PMC3963402.