25E-NBOMe

25E-NBOMe
Legal status
Legal status	UK: Class A;
Identifiers
	IUPAC name 2-(4-ethyl-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamine;
CAS Number	1354632-14-6;
PubChem CID	118796522;
ChemSpider	52085495 ;
UNII	02HX6G35T3;
Chemical and physical data
Formula	C20H27NO3
Molar mass	329.43 g/mol
3D model (Jmol)	Interactive image;
	SMILES COC(C=CC=C1)=C1CNCCC2=C(OC)C=C(CC)C(OC)=C2 ;
	InChI InChI=1S/C20H27NO3/c1-5-15-12-20(24-4)16(13-19(15)23-3)10-11-21-14-17-8-6-7-9-18(17)22-2/h6-9,12-13,21H,5,10-11,14H2,1-4H3 ; Key:PXDVGFGXPVCNAB-UHFFFAOYSA-N ;

25E-NBOMe (2C-E-NBOMe, NBOMe-2C-E) is a derivative of the phenethylamine 2C-E. It acts in a similar manner to related compounds such as 25I-NBOMe, which are potent agonists at the 5HT_2A receptor.^[1]^[2] 25E-NBOMe has been sold as a drug and produces similar effects in humans to related compounds such as 25I-NBOMe and 25C-NBOMe.

References[edit]

^ 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.

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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.

[1]

[2]

25E-NBOMe

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References[edit]

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Legal status

Legal status	UK: Class A
Identifiers
IUPAC name 2-(4-ethyl-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamine
CAS Number	1354632-14-6
PubChem CID	118796522
ChemSpider	52085495^Y
UNII	02HX6G35T3
Chemical and physical data
Formula	C₂₀H₂₇NO₃
Molar mass	329.43 g/mol
3D model (Jmol)	Interactive image
SMILES COC(C=CC=C1)=C1CNCCC2=C(OC)C=C(CC)C(OC)=C2
InChI InChI=1S/C20H27NO3/c1-5-15-12-20(24-4)16(13-19(15)23-3)10-11-21-14-17-8-6-7-9-18(17)22-2/h6-9,12-13,21H,5,10-11,14H2,1-4H3^Y Key:PXDVGFGXPVCNAB-UHFFFAOYSA-N^Y