Editing 2C-B (section)

===Analogues and derivatives===
{{2C-B analogues and derivatives}}

A variety of N-substituted derivatives of 2C-B have been tested, including N-methyl-2CB, N,N-dimethyl-2CB, N-ethyl-2CB and N-benzyl-2CB. Most simple [[alkyl]] derivatives were considerably less potent than 2C-B, with N-ethyl-2CB for instance having a 40 times lower affinity for the 5-HT<sub>2A</sub> receptor. The N-[[Benzyl group|benzyl]] derivative however was found to have higher [[binding affinity]] than 2C-B itself, with N-(4-bromobenzyl)-2CB binding even more tightly.<ref name="pmid8027974">{{cite journal | vauthors = Glennon RA, Dukat M, el-Bermawy M, Law H, De los Angeles J, Teitler M, King A, Herrick-Davis K | title = Influence of amine substituents on 5-HT2A versus 5-HT2C binding of phenylalkyl- and indolylalkylamines | journal = Journal of Medicinal Chemistry | volume = 37 | issue = 13 | pages = 1929–35 | date = June 1994 | pmid = 8027974 | doi = 10.1021/jm00039a004 }}</ref> This initial research did not include functional assays of activity, but later led to the development of potent substituted N-benzyl derivatives such as [[25B-NBOMe]],<ref>{{cite thesis |url=http://www.diss.fu-berlin.de/diss/receive/FUDISS_thesis_000000001221 | vauthors = Heim R |title=Synthese und Pharmakologie potenter 5-HT<sub>2A</sub>-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur: Entwicklung eines neuen Struktur-Wirkungskonzepts |trans-title=Synthesis and pharmacology of potent 5-HT<sub>2A</sub> receptor agonists which have a partial N-2-methoxybenzyl structure: Development of a new structure-activity concept |language=de |publisher=[[Free University of Berlin]] |date=March 19, 2004 |access-date=August 1, 2014}}</ref> and [[25B-NBOH]]. [[βk-2C-B]] shows dramatically reduced [[potency (pharmacology)|potency]] and [[intrinsic activity|efficacy]] as a serotonin [[5-HT2A receptor|5-HT<sub>2A</sub> receptor]] agonist compared to 2C-B.<ref name="PottieCannaertStove2020">{{cite journal | vauthors = Pottie E, Cannaert A, Stove CP | title = In vitro structure-activity relationship determination of 30 psychedelic new psychoactive substances by means of β-arrestin 2 recruitment to the serotonin 2A receptor | journal = Arch Toxicol | volume = 94 | issue = 10 | pages = 3449–3460 | date = October 2020 | pmid = 32627074 | doi = 10.1007/s00204-020-02836-w | bibcode = 2020ArTox..94.3449P | url = | hdl = 1854/LU-8687071 | hdl-access = free }}</ref>

[[ASR-2001]] (2CB-5PrO) is another notable analogue of 2C-B which is under development for treatment of [[psychiatric disorder]]s.<ref name="Busby2023">{{cite web | last=Busby | first=Mattha | title=The Heirs to a Vault of Novel Psychedelics Take a Trip Into the Unknown | website=DoubleBlind Mag | date=2 November 2023 | url=https://doubleblindmag.com/sasha-shulgin-legacy/ | access-date=19 April 2025}}</ref><ref name="Busby2025">{{cite web | last=Busby | first=Mattha | title=What Happens When You Inherit 500 Psychedelic Compounds? | website=DoubleBlind Mag | date=30 March 2025 | url=https://doubleblindmag.com/what-happens-when-you-inherit-500-psychedelic-compounds/ | access-date=19 April 2025}}</ref><ref name="Kargbo2025">{{cite journal | vauthors = Kargbo RB | title = Innovative Approaches in Psychedelics, AI, and Communication: A Multi-Domain Perspective | journal = ACS Med Chem Lett | volume = 16 | issue = 4 | pages = 514–516 | date = April 2025 | pmid = 40236531 | doi = 10.1021/acsmedchemlett.5c00114 | url = }}</ref>