25CN-NBOMe

Other names2C-CN-NBOMe; NBOMe-2C-CN

25CN-NBOMe
Clinical data


Other names	2C-CN-NBOMe; NBOMe-2C-CN
Drug class	Serotonin 5-HT₂ receptor agonist
Identifiers
IUPAC name 2,5-Dimethoxy-4-(2-(2-methoxybenzylamino)ethyl)benzonitrile
CAS Number	1354632-16-8^Y
PubChem CID	152743520
ChemSpider	58191430^Y
UNII	2B3AN5ZD3X
Chemical and physical data
Formula	C₁₉H₂₂N₂O₃
Molar mass	326.396 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES N#CC1=CC(OC)=C(CCNCC2=C(OC)C=CC=C2)C=C1OC
InChI InChI=1S/C19H22N2O3/c1-22-17-7-5-4-6-15(17)13-21-9-8-14-10-19(24-3)16(12-20)11-18(14)23-2/h4-7,10-11,21H,8-9,13H2,1-3H3^Y Key:QBJWOIWLBRLGKZ-UHFFFAOYSA-N^Y

25CN-NBOMe, also known as 2C-CN-NBOMe or NBOMe-2C-CN, is a derivative of the phenethylamine 2C-CN. It acts in a similar manner to related compounds such as 25I-NBOMe, which are potent agonists at the serotonin 5-HT_2A receptor.^[1]^[2]^[3]^[4]

Pharmacology

25CN-NBOMe activities
Target	Affinity (K_i, nM)
5-HT_1A	ND
5-HT_1B	ND
5-HT_1D	ND
5-HT_1E	ND
5-HT_1F	ND
5-HT_2A	1.8–4.6 (K_i) 0.40–6.7 (EC₅₀Tooltip half-maximal effective concentration) 77–148% (E_maxTooltip maximal efficacy)
5-HT_2B	21–47 (K_i) 12 (EC₅₀) 79% (E_max)
5-HT_2C	8–180 (K_i) 9.3–230 (EC₅₀) 91–101% (E_max)
5-HT₃	ND
5-HT₄	ND
5-HT_5A	ND
5-HT₆	145
5-HT₇	ND
α_1A–α_1D	ND
α_2A–α_2C	ND
β₁–β₃	ND
D₁–D₅	ND
H₁–H₄	ND
M₁–M₅	ND
I₁	ND
σ₁, σ₂	ND
ORs	ND
TAAR1Tooltip Trace amine-associated receptor 1	ND
SERTTooltip Serotonin transporter	ND (K_i) ND (IC₅₀Tooltip half-maximal inhibitory concentration) ND (EC₅₀)
NETTooltip Norepinephrine transporter	ND (K_i) ND (IC₅₀) ND (EC₅₀)
DATTooltip Dopamine transporter	ND (K_i) ND (IC₅₀) ND (EC₅₀)
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: ^[1]^[2]^[3]^[4]

25CN-NBOMe acts as a potent and selective agonist of the serotonin 5-HT_2A receptor.^[1]^[2]^[3]^[4] To a lesser extent, it also acts as an agonist of the serotonin 5-HT_2B and 5-HT_2C receptors.^[1]^[2]^[3]^[4]

25CN-NBOMe was first described in the scientific literature by 2010.^[1]

25CN-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.^[5]

This substance is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971.^[6]