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AM-1248

AM-1248 is a drug that acts as a moderately potent agonist for both the cannabinoid receptors CB1 and CB2, but with some dispute between sources over its exact potency and selectivity. Replacing the 3-(1-naphthoyl) group found in many indole derived cannabinoid ligands, with an adamantoyl group, generally confers significant CB2 selectivity,[1] but reasonable CB1 affinity and selectivity is retained when an N-methylpiperidin-2-ylmethyl substitution is used at the indole 1-position.[2][3] The related compound 1-pentyl-3-(1-adamantoyl)indole was identified as having been sold as a cannabinoid designer drug in Hungary in 2011, along with another synthetic cannabinoid AM-679.[4]

AM-1248
Legal status
Legal status
Identifiers
  • 1-[(N-methylpiperidin-2-yl)methyl]-3-(adamant-1-oyl)indole
CAS Number
  • 335160-66-2 N
PubChem CID
  • 10293794
ChemSpider
  • 8469262 N
UNII
  • 5EX9HEF4HK
Chemical and physical data
FormulaC26H34N2O
Molar mass390.571 g·mol−1
3D model (JSmol)
  • Interactive image
  • CN1CCCCC1Cn(c6)c2ccccc2c6C(=O)C5(C3)CC(CC3C4)CC4C5
  • InChI=1S/C26H34N2O/c1-27-9-5-4-6-21(27)16-28-17-23(22-7-2-3-8-24(22)28)25(29)26-13-18-10-19(14-26)12-20(11-18)15-26/h2-3,7-8,17-21H,4-6,9-16H2,1H3 N
  • Key:JRECAXBHMULNJQ-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

Legality Edit

Sweden's public health agency suggested to classify AM-1248 as hazardous substance on June 1, 2015.[5]

As of October 2015 AM-1248 is a controlled substance in China.[6]

See also Edit

References Edit

  1. ^ Frost JM, Dart MJ, Tietje KR, Garrison TR, Grayson GK, Daza AV, et al. (January 2010). "Indol-3-ylcycloalkyl ketones: effects of N1 substituted indole side chain variations on CB(2) cannabinoid receptor activity". Journal of Medicinal Chemistry. 53 (1): 295–315. doi:10.1021/jm901214q. PMID 19921781.
  2. ^ US patent 7820144, Makriyannis A, Deng H, "Receptor selective cannabimimetic aminoalkylindoles", granted 2010-10-26 
  3. ^ WO patent 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07 
  4. ^ Jankovics P, Váradi A, Tölgyesi L, Lohner S, Németh-Palotás J, Balla J (January 2012). "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. 214 (1–3): 27–32. doi:10.1016/j.forsciint.2011.07.011. PMID 21813254.
  5. ^ "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara". Retrieved 29 June 2015.
  6. ^ (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.

1248, drug, that, acts, moderately, potent, agonist, both, cannabinoid, receptors, with, some, dispute, between, sources, over, exact, potency, selectivity, replacing, naphthoyl, group, found, many, indole, derived, cannabinoid, ligands, with, adamantoyl, grou. AM 1248 is a drug that acts as a moderately potent agonist for both the cannabinoid receptors CB1 and CB2 but with some dispute between sources over its exact potency and selectivity Replacing the 3 1 naphthoyl group found in many indole derived cannabinoid ligands with an adamantoyl group generally confers significant CB2 selectivity 1 but reasonable CB1 affinity and selectivity is retained when an N methylpiperidin 2 ylmethyl substitution is used at the indole 1 position 2 3 The related compound 1 pentyl 3 1 adamantoyl indole was identified as having been sold as a cannabinoid designer drug in Hungary in 2011 along with another synthetic cannabinoid AM 679 4 AM 1248Legal statusLegal statusCA Schedule II DE NpSG Industrial and scientific use only NZ Temporary Class UK Class BIdentifiersIUPAC name 1 N methylpiperidin 2 yl methyl 3 adamant 1 oyl indoleCAS Number335160 66 2 NPubChem CID10293794ChemSpider8469262 NUNII5EX9HEF4HKChemical and physical dataFormulaC 26H 34N 2OMolar mass390 571 g mol 13D model JSmol Interactive imageSMILES CN1CCCCC1Cn c6 c2ccccc2c6C O C5 C3 CC CC3C4 CC4C5InChI InChI 1S C26H34N2O c1 27 9 5 4 6 21 27 16 28 17 23 22 7 2 3 8 24 22 28 25 29 26 13 18 10 19 14 26 12 20 11 18 15 26 h2 3 7 8 17 21H 4 6 9 16H2 1H3 NKey JRECAXBHMULNJQ UHFFFAOYSA N N N Y what is this verify Legality EditSweden s public health agency suggested to classify AM 1248 as hazardous substance on June 1 2015 5 As of October 2015 AM 1248 is a controlled substance in China 6 See also EditA 834 735 AB 001 AM 411 AM 1220 AM 2233 CannabipiperidiethanoneReferences Edit Frost JM Dart MJ Tietje KR Garrison TR Grayson GK Daza AV et al January 2010 Indol 3 ylcycloalkyl ketones effects of N1 substituted indole side chain variations on CB 2 cannabinoid receptor activity Journal of Medicinal Chemistry 53 1 295 315 doi 10 1021 jm901214q PMID 19921781 US patent 7820144 Makriyannis A Deng H Receptor selective cannabimimetic aminoalkylindoles granted 2010 10 26 WO patent 200128557 Makriyannis A Deng H Cannabimimetic indole derivatives granted 2001 06 07 Jankovics P Varadi A Tolgyesi L Lohner S Nemeth Palotas J Balla J January 2012 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 214 1 3 27 32 doi 10 1016 j forsciint 2011 07 011 PMID 21813254 23 nya amnen kan klassas som narkotika eller halsofarlig vara Retrieved 29 June 2015 关于印发 非药用类麻醉药品和精神药品列管办法 的通知 in Chinese China Food and Drug Administration 27 September 2015 Archived from the original on 1 October 2015 Retrieved 1 October 2015 This cannabinoid related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title AM 1248 amp oldid 1105897224, wikipedia, wiki, book, books, library,

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