25N-NBOMe: Difference between revisions

25N-NBOMe
Names
	IUPAC name 2-(2,5-Dimethoxy-4-nitrophenyl)-N-(2-methoxybenzyl)ethanamine
	Other names 2C-N-NBOMe, NBOMe-2C-N
Identifiers
CAS Number	1354632-03-3;
3D model (JSmol)	Interactive image;
UNII	0G7SSW2N0S ;
CompTox Dashboard (EPA)	DTXSID501014186 ;
	InChI InChI=1/C18H22N2O5/c1-23-16-7-5-4-6-14(16)12-19-9-8-13-10-18(25-3)15(20(21)22)11-17(13)24-2/h4-7,10-11,19H,8-9,12H2,1-3H3/i1-12,2-12,3-12,4-12,5-12,6-12,7-12,8-12,9-12,10-12,11-12,12-12,13-12,14-12,15-12,16-12,17-12,18-12,19-14,20-14,21-16,22-16,23-16,24-16,25-16;
	SMILES COC1=C(CCNCC2=C(OC)C=CC=C2)C=C(OC)C([N+]([O-])=O)=C1;
Properties
Chemical formula	C18H22N2O5
Molar mass	346.383 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Revision as of 20:19, 21 February 2016

25N-NBOMe (2C-N-NBOMe, NBOMe-2C-N) is a derivative of the hallucinogen 2C-N. The pharmacological properties of 25N-NBOMe have not been described in the scientific literature, but it is believed to act in a similar manner to related compounds such as 25I-NBOMe and 25C-NBOMe, which are potent agonists at the 5HT_2A receptor.^[1]^[2] 25N-NBOMe has been sold as a street drug and has only been described in the literature in terms of identification by forensic analysis.^[3]^[4]

Legality

Sweden's public health agency suggested to classify 25N-NBOMe as hazardous substance on November 10, 2014.^[5] 25N-NBOMe is also illegal in Alabama,^[6] and Hungary.^[7]

References

^ Hansen, M.; Phonekeo, K.; Paine, J. S.; Leth-Petersen, S.; Begtrup, M.; Bräuner-Osborne, H.; Kristensen, J. L. (2014). "Synthesis and Structure-Activity Relationships of N-Benzyl Phenethylamines as 5-HT_2A/2C Agonists". ACS Chemical Neuroscience. 5 (3): 243–9. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.
^ Hansen, M. Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain. PhD Thesis, University of Copenhagen, 2011.
^ Casale, John F.; Hays, Patrick A. (2012). "Characterization of Eleven 2,5-Dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) Derivatives and Differentiation from their 3- and 4-Methoxybenzyl Analogues - Part I" (PDF). Microgram Journal. 9 (2): 84–109. Retrieved 14 January 2014.
^ Uchiyama N, Shimokawa Y, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2014). "Two new synthetic cannabinoids, AM-2201 benzimidazole analog (FUBIMINA) and (4-methylpiperazin-1-yl)(1-pentyl-1H-indol-3-yl)methanone (MEPIRAPIM), and three phenethylamine derivatives, 25H-NBOMe 3,4,5-trimethoxybenzyl analog, 25B-NBOMe, and 2C-N-NBOMe, identified in illegal products". Forensic Toxicology. 32 (1): 105–115. doi:10.1007/s11419-013-0217-2.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ "Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved 29 June 2015.
^ Alabama Senate Bill SB 333: Controlled Substances
^ A Daath.hu kiegészítése a BSZKI "designer jogi listáján" nem szereplő, de az UP jegyzék 1.-4. szerkezeti leírásainak megfelelő, illetve az 5. felsorolásában szereplő néhány anyagról

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[1] Hansen, M.; Phonekeo, K.; Paine, J. S.; Leth-Petersen, S.; Begtrup, M.; Bräuner-Osborne, H.; Kristensen, J. L. (2014). "Synthesis and Structure-Activity Relationships of N-Benzyl Phenethylamines as 5-HT_2A/2C Agonists". ACS Chemical Neuroscience. 5 (3): 243–9. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.

[2] Hansen, M. Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain. PhD Thesis, University of Copenhagen, 2011.

[3] Casale, John F.; Hays, Patrick A. (2012). "Characterization of Eleven 2,5-Dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) Derivatives and Differentiation from their 3- and 4-Methoxybenzyl Analogues - Part I" (PDF). Microgram Journal. 9 (2): 84–109. Retrieved 14 January 2014.

[4] Uchiyama N, Shimokawa Y, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2014). "Two new synthetic cannabinoids, AM-2201 benzimidazole analog (FUBIMINA) and (4-methylpiperazin-1-yl)(1-pentyl-1H-indol-3-yl)methanone (MEPIRAPIM), and three phenethylamine derivatives, 25H-NBOMe 3,4,5-trimethoxybenzyl analog, 25B-NBOMe, and 2C-N-NBOMe, identified in illegal products". Forensic Toxicology. 32 (1): 105–115. doi:10.1007/s11419-013-0217-2.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[5] "Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved 29 June 2015.

[6] Alabama Senate Bill SB 333: Controlled Substances

[7] A Daath.hu kiegészítése a BSZKI "designer jogi listáján" nem szereplő, de az UP jegyzék 1.-4. szerkezeti leírásainak megfelelő, illetve az 5. felsorolásában szereplő néhány anyagról

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@@ Line 6: / Line 6: @@
 | Section1 = {{Chembox Identifiers
 |  CASNo = 1354632-03-3
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = 0G7SSW2N0S
 |  PubChem =
 |  SMILES = COC1=C(CCNCC2=C(OC)C=CC=C2)C=C(OC)C([N+]([O-])=O)=C1

Revision as of 20:19, 21 February 2016

Legality

See also

References