25O-NBcP

25O-NBcP
Identifiers
	IUPAC name N-(2-cyclopropylbenzyl)-1-(2,4,5-trimethoxyphenyl)-2-aminoethane;
PubChem CID	166130279;
Chemical and physical data
Formula	C21H27NO3
Molar mass	341.451 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1cc(CCNCc2ccccc2C2CC2)c(OC)cc1OC;
	InChI InChI=1S/C21H27NO3/c1-23-19-13-21(25-3)20(24-2)12-16(19)10-11-22-14-17-6-4-5-7-18(17)15-8-9-15/h4-7,12-13,15,22H,8-11,14H2,1-3H3; Key:ASIWTSUIYDTYFT-UHFFFAOYSA-N;

25O-NBcP (NBcPr-2C-O) is a phenethylamine derivative from the 25-NB class. It acts as a potent agonist at the 5-HT_2A receptor with weaker activity at 5-HT_2B and 5-HT_2C, and unlike the parent compound 2C-O, 25O-NBcP produces a head-twitch response in animal studies which often correlates with potential for psychedelic effects in humans.^[1]^[2]

References

^ WO 2022241006, Wallach J, McCorvy J, Halberstadt A, "Selective, Partial and Arrestin-Biased 5-HT2A Agonists with Utility in Various Disorders.", published 17 November 2022, assigned to Saint Joseph's University, The Medical College Of Wisconsin, Inc., The Regents Of The University Of California
^ Wallach J, Cao AB, Calkins MM, Heim AJ, Lanham JK, Bonniwell EM, et al. (July 2023). "Identification of 5-HT_2A Receptor Signaling Pathways Responsible for Psychedelic Potential". bioRxiv. doi:10.1101/2023.07.29.551106. PMC 10418054. PMID 37577474.

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[1] WO 2022241006, Wallach J, McCorvy J, Halberstadt A, "Selective, Partial and Arrestin-Biased 5-HT2A Agonists with Utility in Various Disorders.", published 17 November 2022, assigned to Saint Joseph's University, The Medical College Of Wisconsin, Inc., The Regents Of The University Of California

[pmid37577474-2] Wallach J, Cao AB, Calkins MM, Heim AJ, Lanham JK, Bonniwell EM, et al. (July 2023). "Identification of 5-HT_2A Receptor Signaling Pathways Responsible for Psychedelic Potential". bioRxiv. doi:10.1101/2023.07.29.551106. PMC 10418054. PMID 37577474.

[1]

[2]

Identifiers

IUPAC name N-(2-cyclopropylbenzyl)-1-(2,4,5-trimethoxyphenyl)-2-aminoethane
PubChem CID	166130279
Chemical and physical data
Formula	C₂₁H₂₇NO₃
Molar mass	341.451 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc1cc(CCNCc2ccccc2C2CC2)c(OC)cc1OC
InChI InChI=1S/C21H27NO3/c1-23-19-13-21(25-3)20(24-2)12-16(19)10-11-22-14-17-6-4-5-7-18(17)15-8-9-15/h4-7,12-13,15,22H,8-11,14H2,1-3H3 Key:ASIWTSUIYDTYFT-UHFFFAOYSA-N

25O-NBcP

See also

References