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2C-B-3PIP-NBOMe

In this article, we will explore the fascinating world of 2C-B-3PIP-NBOMe, a topic that has captured the attention of individuals and experts alike. From its beginnings to its current state, 2C-B-3PIP-NBOMe has been the object of study, debate and admiration. Over the years, it has aroused different opinions and emotions, generating endless research and discoveries. Through this article, we will delve into the most relevant aspects of 2C-B-3PIP-NBOMe, offering a detailed and complete vision that allows our readers to better understand this fascinating topic.

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2C-B-3PIP-NBOMe
Clinical data
Drug classSerotonin receptor modulator
ATC code
  • None
Identifiers
  • 3-(4-bromo-2,5-dimethoxyphenyl)-1-piperidine
Chemical and physical data
FormulaC21H26BrNO3
Molar mass420.347 g·mol−1
3D model (JSmol)
  • COc1cc(Br)c(cc1C1CCCN(C1)Cc1ccccc1OC)OC
  • InChI=1S/C21H26BrNO3/c1-24-19-9-5-4-7-16(19)14-23-10-6-8-15(13-23)17-11-21(26-3)18(22)12-20(17)25-2/h4-5,7,9,11-12,15H,6,8,10,13-14H2,1-3H3
  • Key:XCBPFHGQWYIAJG-UHFFFAOYSA-N

2C-B-3PIP-NBOMe is a serotonin receptor modulator of the phenethylamine, 2C, 3-phenylpiperidine (3PIP), and NBOMe families.[1][2][3] It is a cyclized phenethylamine and along with 2C-B-3PIP-POMe is an NBOMe derivative of 2C-B-3PIP.[1][2][3] The drug shows very weak affinity for the serotonin 5-HT2A and 5-HT2C receptors (Ki = 2,150 nM and 5,880 nM, respectively), with its affinities being profoundly reduced relative to those of 2C-B.[1][2][3][4] The chemical synthesis of 2C-B-3PIP-NBOMe has been described.[1][2] 2C-B-3PIP-NBOMe was first described in the scientific literature by Martin Hansen in 2010.[1][2][3]

See also

References

  1. ^ a b c d e Hansen M (2010-12-16). Design and Synthesis of Selective Serotonin Receptor Agonists for Positron Emission Tomography Imaging of the Brain (Ph.D. thesis). University of Copenhagen. doi:10.13140/RG.2.2.33671.14245.
  2. ^ a b c d e Juncosa JI, Hansen M, Bonner LA, Cueva JP, Maglathlin R, McCorvy JD, et al. (January 2013). "Extensive rigid analogue design maps the binding conformation of potent N-benzylphenethylamine 5-HT2A serotonin receptor agonist ligands". ACS Chemical Neuroscience. 4 (1): 96–109. doi:10.1021/cn3000668. PMC 3547484. PMID 23336049.
  3. ^ a b c d Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. p. 867. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
  4. ^ M Ro Rsted E, Jensen AA, Smits G, Frydenvang K, Kristensen JL (May 2024). "Discovery and Structure-Activity Relationships of 2,5-Dimethoxyphenylpiperidines as Selective Serotonin 5-HT2A Receptor Agonists". Journal of Medicinal Chemistry. 67 (9): 7224–7244. doi:10.1021/acs.jmedchem.4c00082. PMC 11089506. PMID 38648420.