Cannabis Ruderalis

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'''MN 18''' is an [[indazole]]-based [[synthetic cannabinoid]] that is presumed to be a potent [[agonist]] of the [[CB1 receptor|CB<sub>1</sub> receptor]] and has been sold online as a [[designer drug]].<ref>{{cite web | url=http://forendex.southernforensic.org/index.php/detail/index/1276 | title=MN-18 | publisher=Southern Association of Forensic Scientists | accessdate=23 July 2015}}</ref><ref name="Uchiyama_2015">{{cite journal | url=https://link.springer.com/article/10.1007%2Fs11419-015-0268-7 | title=A synthetic cannabinoid FDU-NNEI, two 2H-indazole isomers of synthetic cannabinoids AB-CHMINACA and NNEI indazole analog (MN-18), a phenethylamine derivative N–OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products |author1=Nahoko Uchiyama |author2=Yoshihiko Shimokawa |author3=Ruri Kikura-Hanajiri |author4=Yosuke Demizu |author5=Yukihiro Goda |author6=Takashi Hakamatsuka | journal=Forensic Toxicology |date=February 2015 | doi=10.1007/s11419-015-0268-7 | pmid=26257833 | pmc=4525202 | volume=33 | pages=244–259}}</ref> It is the indazole core analogue of [[NNE1]]. Given the known metabolic liberation (and presence as an impurity) of [[amantadine]] in the related compound [[APINACA]], it is suspected that metabolic hydrolysis of the amide group of MN-18 may release [[1-naphthylamine]], a known [[carcinogen]]. MN-18 metabolism has been described in literature.<ref>{{cite journal | author1=Xingxing Diao | url=http://clinchem.aaccjnls.org/content/63/11/1753.long | title=Human Hepatocyte Metabolism of Novel Synthetic Cannabinoids MN-18 and Its 5-Fluoro Analog 5F-MN-18 | date=August 2017 | author2=Jeremy Carlier | author3=Mingshe Zhu | author4=Marilyn A. Huestis | journal=Clinical Chemistry | doi=10.1373/clinchem.2017.277152}}</ref>
'''MN 18''' is an [[indazole]]-based [[synthetic cannabinoid]] that is presumed to be a potent [[agonist]] of the [[CB1 receptor|CB<sub>1</sub> receptor]] and has been sold online as a [[designer drug]].<ref>{{cite web | url=http://forendex.southernforensic.org/index.php/detail/index/1276 | title=MN-18 | publisher=Southern Association of Forensic Scientists | accessdate=23 July 2015}}</ref><ref name="Uchiyama_2015">{{cite journal | url=https://link.springer.com/article/10.1007%2Fs11419-015-0268-7 | title=A synthetic cannabinoid FDU-NNEI, two 2H-indazole isomers of synthetic cannabinoids AB-CHMINACA and NNEI indazole analog (MN-18), a phenethylamine derivative N–OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products |author1=Nahoko Uchiyama |author2=Yoshihiko Shimokawa |author3=Ruri Kikura-Hanajiri |author4=Yosuke Demizu |author5=Yukihiro Goda |author6=Takashi Hakamatsuka | journal=Forensic Toxicology |date=February 2015 | doi=10.1007/s11419-015-0268-7 | pmid=26257833 | pmc=4525202 | volume=33 | pages=244–259}}</ref> It is the indazole core analogue of [[NNE1]]. Given the known metabolic liberation (and presence as an impurity) of [[amantadine]] in the related compound [[APINACA]], it is suspected that metabolic hydrolysis of the amide group of MN-18 may release [[1-naphthylamine]], a known [[carcinogen]]. MN-18 metabolism has been described in literature.<ref>{{cite journal | author1=Xingxing Diao | url=http://clinchem.aaccjnls.org/content/63/11/1753.long | title=Human Hepatocyte Metabolism of Novel Synthetic Cannabinoids MN-18 and Its 5-Fluoro Analog 5F-MN-18 | date=August 2017 | author2=Jeremy Carlier | author3=Mingshe Zhu | author4=Marilyn A. Huestis | journal=Clinical Chemistry | doi=10.1373/clinchem.2017.277152}}</ref><ref>{{cite journal | author1=Richard C. Kevin | url=http://onlinelibrary.wiley.com/doi/10.1002/dta.2262/abstract | title=Kinetic and metabolic profiles of synthetic cannabinoids NNEI and MN-18 | date=August 2017 | author2=Timothy W. Lefever | author3=Rodney W. Snyder | author4=Purvi R. Patel | author5=Thomas F. Gamage | author6=Timothy R. Fennell | author7=Jenny L. Wiley | author8=Iain S. McGregor | author9=Brian F. Thomas | journal=Drug Testing and Analysis | doi=10.1002/dta.2262}}</ref>


==Legal status==
==Legal status==

Revision as of 16:01, 6 November 2017

MN-18
Legal status
Legal status
Identifiers
  • N-(naphthalen-1-yl)-1-pentyl-1H-indazole-3-carboxamide
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H23N3O
Molar mass357.5 g/mol g·mol−1
3D model (JSmol)
  • CCCCCn1nc(c2c1cccc2)C(=O)Nc1cccc2c1cccc2
  • InChI=1S/C23H23N3O/c1-2-3-8-16-26-21-15-7-6-13-19(21)22(25-26)23(27)24-20-14-9-11-17-10-4-5-12-18(17)20/h4-7,9-15H,2-3,8,16H2,1H3,(H,24,27)
  • Key:UJKHLVOEXULDRU-UHFFFAOYSA-N

MN 18 is an indazole-based synthetic cannabinoid that is presumed to be a potent agonist of the CB1 receptor and has been sold online as a designer drug.[1][2] It is the indazole core analogue of NNE1. Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of MN-18 may release 1-naphthylamine, a known carcinogen. MN-18 metabolism has been described in literature.[3][4]

Legal status

MN-18 is banned in Sweden.[5] On 15 September 2014 the Turkey government banned the sale of MN-18 [6]

See also

References

  1. ^ "MN-18". Southern Association of Forensic Scientists. Retrieved 23 July 2015.
  2. ^ Nahoko Uchiyama; Yoshihiko Shimokawa; Ruri Kikura-Hanajiri; Yosuke Demizu; Yukihiro Goda; Takashi Hakamatsuka (February 2015). "A synthetic cannabinoid FDU-NNEI, two 2H-indazole isomers of synthetic cannabinoids AB-CHMINACA and NNEI indazole analog (MN-18), a phenethylamine derivative N–OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products". Forensic Toxicology. 33: 244–259. doi:10.1007/s11419-015-0268-7. PMC 4525202. PMID 26257833.
  3. ^ Xingxing Diao; Jeremy Carlier; Mingshe Zhu; Marilyn A. Huestis (August 2017). "Human Hepatocyte Metabolism of Novel Synthetic Cannabinoids MN-18 and Its 5-Fluoro Analog 5F-MN-18". Clinical Chemistry. doi:10.1373/clinchem.2017.277152.
  4. ^ Richard C. Kevin; Timothy W. Lefever; Rodney W. Snyder; Purvi R. Patel; Thomas F. Gamage; Timothy R. Fennell; Jenny L. Wiley; Iain S. McGregor; Brian F. Thomas (August 2017). "Kinetic and metabolic profiles of synthetic cannabinoids NNEI and MN-18". Drug Testing and Analysis. doi:10.1002/dta.2262.
  5. ^ "Cannabinoider föreslås bli klassificerade som hälsofarlig vara". Folkhälsomyndigheten. 28 May 2014. Retrieved 23 July 2015.
  6. ^ "Turkish Drug Law List". Resmi Gazete. 15 Sep 2014.


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