N-Benzyl-2C-B

N-Benzyl-2C-B
Identifiers
	IUPAC name N-benzyl-2-(4-bromo-2,5-dimethoxyphenyl)ethanamine;
CAS Number	155639-26-2;
PubChem CID	10360487;
ChemSpider	8535936;
UNII	2D6Q55542W;
ChEMBL	ChEMBL292692;
CompTox Dashboard (EPA)	DTXSID701337023 ;
Chemical and physical data
Formula	C17H20BrNO2
Molar mass	350.256 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC(=C(C=C1CCNCC2=CC=CC=C2)OC)Br;
	InChI InChI=1S/C17H20BrNO2/c1-20-16-11-15(18)17(21-2)10-14(16)8-9-19-12-13-6-4-3-5-7-13/h3-7,10-11,19H,8-9,12H2,1-2H3; Key:XXLRSXIQVKHKPM-UHFFFAOYSA-N;

N-Benzyl-2C-B (25B-NB, NB-2C-B) is a recreational designer drug from the 25-NB subgroup of the substituted phenethylamine family, with psychedelic effects. It has a binding affinity (K_i) of 16 nM at the serotonin receptor 5-HT_2A and 90 nM at 5-HT_2C and reportedly has a potency in between that of 2C-B and NBOMe-2C-B.^[1]^[2]

References

^ Glennon RA, Dukat M, el-Bermawy M, Law H, De los Angeles J, Teitler M, King A, Herrick-Davis K (June 1994). "Influence of amine substituents on 5-HT2A versus 5-HT2C binding of phenylalkyl- and indolylalkylamines". Journal of Medicinal Chemistry. 37 (13): 1929–35. doi:10.1021/jm00039a004. PMID 8027974.
^ Halberstadt AL (2017). "Pharmacology and Toxicology of N-Benzylphenethylamine ("NBOMe") Hallucinogens". In Baumann M, Glennon R, Wiley J (eds.). Neuropharmacology of New Psychoactive Substances (NPS). Current Topics in Behavioral Neurosciences. Vol. 32. Cham: Springer. pp. 283–311. doi:10.1007/7854_2016_64. ISBN 978-3-319-52444-3. PMID 28097528.

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Identifiers

IUPAC name N-benzyl-2-(4-bromo-2,5-dimethoxyphenyl)ethanamine
CAS Number	155639-26-2
PubChem CID	10360487
ChemSpider	8535936
UNII	2D6Q55542W
ChEMBL	ChEMBL292692
CompTox Dashboard (EPA)	DTXSID701337023
Chemical and physical data
Formula	C₁₇H₂₀BrNO₂
Molar mass	350.256 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C=C1CCNCC2=CC=CC=C2)OC)Br
InChI InChI=1S/C17H20BrNO2/c1-20-16-11-15(18)17(21-2)10-14(16)8-9-19-12-13-6-4-3-5-7-13/h3-7,10-11,19H,8-9,12H2,1-2H3 Key:XXLRSXIQVKHKPM-UHFFFAOYSA-N