25-NB
The 25-NB (25x-NBx) series, sometimes alternatively referred to as the NBOMe compounds, is a family of
Toxicity and harm potential
NBOMe compounds are often associated with life-threatening toxicity and death.
NBOMe and NBOHs are regularly sold as LSD in blotter papers,[11][19] which have a bitter taste and different safety profiles.[13][10] Despite high potency, recreational doses of LSD have only produced low incidents of acute toxicity.[10] Fatalities involved in NBOMe intoxication suggest that a significant number of individuals ingested the substance which they believed was LSD,[15] and researchers report that "users familiar with LSD may have a false sense of security when ingesting NBOMe inadvertently".[13] While most fatalities are due to the physical effects of the drug, there have also been reports of death due to self-harm and suicide under the influence of the substance.[20][21][13]
Given limited documentation of NBOMe consumption, the long-term effects of the substance remain unknown.
Neurotoxic and cardiotoxic actions
Many of the NBOMe compounds have high potency agonist activity at additional 5-HT receptors and prolonged activation of 5-HT2B can cause cardiac valvulopathy in high doses and chronic use.[11][16] 5-HT2B receptors have been strongly implicated in causing drug-induced valvular heart disease.[26][27][28] The high affinity of NBOMe compounds for adrenergic α1 receptor has been reported to contribute to the stimulant-type cardiovascular effects.[16]
In vitro studies, 25C-NBOMe has been shown to exhibit cytotoxicity on neuronal cell lines SH-SY5Y, PC12, and SN471, and the compound was more potent than methamphetamine at reducing the visibility of the respective cells; the neurotoxicity of the compound involves activation of MAPK/ERK cascade and inhibition of Akt/PKB signaling pathway.[12] 25C-NBOMe, including the other derivative 25D-NBOMe, reduced the visibility of cardiomyocytes H9c2 cells, and both substances downregulated expression level of p21 (CDC24/RAC)-activated kinase 1 (PAK1), an enzyme with documented cardiac protective effects.[12]
Preliminary studies on 25C-NBOMe have shown that the substance is toxic to development, heart health, and brain health in zebrafish, rats, and Artemia salina, a common organism for studying potential drug effects on humans, but more research is needed on the topic, the dosages, and if the toxicology results apply to humans. Researchers of the study also recommended further investigation of the drug's potential in damaging pregnant women and their fetus due to the substance's damaging effects to development.[29][30]
Emergency treatment
At present, there are no specific antidotes for NBOMes, and all acute intoxication is managed by symptomatic treatments, such as administration of benzodiazepines, antipsychotic drugs, and antiarrhythmic agents, such as beta blockers; some emergency interventions are intended to specifically treat rhabdomyolysis, which may lead to critical complications such as metabolic acidosis and acute kidney injury.[12]
Chemical structure
The 25-NB compounds are mostly N-benzylphenethylamines,
Generally speaking, they have
Rarely an alpha-methyl group is present making them N-benzyl amphetamines rather than N-benzyl phenethylamines, but this greatly reduces potency and activity. However in some cases where a side chain methyl group is cyclised back to the ring (e.g. in 2CBCB-NBOMe) or links the two alpha positions (e.g. in DMBMPP), this can improve selectivity for the 5-HT2A receptor subtype.[36]
List of 25-NB derivatives
This list includes notable compounds representative of most of the structural variations that have been explored in this series, but is by no means exhaustive. Many derivatives invented for scientific study into the structure-activity relationships of 5-HT2 receptor agonists have never appeared as designer drugs, while conversely some derivatives that have appeared as designer drugs are structurally novel and of unknown pharmacological activity (e.g. C30-NBOMe, 5-APB-NBOMe).
Chemical structure | Common name | Chemical name | CAS number | R | R1 | Cyc |
---|---|---|---|---|---|---|
25B-NB
|
N-benzyl-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 155639-26-2 | 2,5-dimethoxy-4-bromo | H | phenyl | |
25C-NB | N-benzyl-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1391487-65-2 | 2,5-dimethoxy-4-chloro | H | phenyl | |
25I-NB | N-benzyl-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 919797-18-5 | 2,5-dimethoxy-4-iodo | H | phenyl | |
25I-NMeTh | N-[(thiophen-2-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1391499-03-8 | 2,5-dimethoxy-4-iodo | H | thiophen-2-yl | |
25B-NMePyr | N-[(pyridin-2-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391499-21-0 | 2,5-dimethoxy-4-bromo | H | pyridin-2-yl | |
25I-NMeFur | N-[(furan-2-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1391498-93-3 | 2,5-dimethoxy-4-iodo | H | furan-2-yl | |
25I-NMeTHF | N-[(tetrahydrofuran-2-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 2,5-dimethoxy-4-iodo | H | tetrahydrofuran-2-yl | ||
25B-NBF | N-(2-fluorobenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1539266-17-5 | 2,5-dimethoxy-4-bromo | H | 2-fluorophenyl | |
25B-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1335331-46-8 | 2,5-dimethoxy-4-bromo | H | 2-hydroxyphenyl | |
25B-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1026511-90-9 | 2,5-dimethoxy-4-bromo | H | 2-methoxyphenyl | |
25B-NB23DM | N-(2,3-dimethoxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391493-68-7 | 2,5-dimethoxy-4-bromo | H | 2,3-dimethoxyphenyl | |
25B-NB25DM | N-(2,5-dimethoxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 2,5-dimethoxy-4-bromo | H | 2,5-dimethoxyphenyl | ||
25B-NMe7BF | N-[(benzofuran-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391492-46-8 | 2,5-dimethoxy-4-bromo | H | benzofuran-7-yl | |
25B-NMe7DHBF | N-[(2,3-dihydrobenzofuran-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391492-40-2 | 2,5-dimethoxy-4-bromo | H | 2,3-dihydrobenzofuran-7-yl | |
25B-NMe7BT | N-[(benzothiophen-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391492-59-3 | 2,5-dimethoxy-4-bromo | H | benzothiophen-7-yl | |
25B-NMe7Box | N-[(benzoxazol-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391498-73-9 | 2,5-dimethoxy-4-bromo | H | benzoxazol-7-yl | |
25B-NMe7Ind | N-[(indol-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391498-28-4 | 2,5-dimethoxy-4-bromo | H | indol-7-yl | |
25B-NMe7Indz | N-[(indazol-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391498-43-3 | 2,5-dimethoxy-4-bromo | H | indazol-7-yl | |
25B-NMe7Bim | N-[(benzimidazol-7-yl)methyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1391498-62-6 | 2,5-dimethoxy-4-bromo | H | benzimidazol-7-yl | |
FECIMBI-36 | N-[(2-fluoroethoxy)benzyl]-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 2,5-dimethoxy-4-bromo | H | 2-(2-fluoroethoxy)phenyl | ||
DOB-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane | 2,5-dimethoxy-4-bromo | methyl | 2-methoxyphenyl | ||
25C-NB3OMe | N-(3-methoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1566571-34-3 | 2,5-dimethoxy-4-chloro | H | 3-methoxyphenyl | |
25C-NB4OMe | N-(4-methoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1566571-35-4 | 2,5-dimethoxy-4-chloro | H | 4-methoxyphenyl | |
C30-NBOMe | N-(3,4,5-trimethoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1445574-98-0 | 2,5-dimethoxy-4-chloro | H | 3,4,5-trimethoxyphenyl | |
25C-NBF | N-(2-fluorobenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1539266-21-1 | 2,5-dimethoxy-4-chloro | H | 2-fluorophenyl | |
25C-NBCl | N-(2-chlorobenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 2,5-dimethoxy-4-chloro | H | 2-chlorophenyl | ||
25C-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1391488-16-6 | 2,5-dimethoxy-4-chloro | H | 2-hydroxyphenyl | |
25C-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1227608-02-7 | 2,5-dimethoxy-4-chloro | H | 2-methoxyphenyl | |
25C-NBOEt | N-(2-ethoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 2,5-dimethoxy-4-chloro | H | 2-ethoxyphenyl | ||
25C-NBOiPr | N-(2-isopropoxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 2,5-dimethoxy-4-chloro | H | 2-isopropoxyphenyl | ||
25F-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-fluorophenyl)-2-aminoethane | 1373917-84-0 | 2,5-dimethoxy-4-fluoro | H | 2-methoxyphenyl | |
25CN-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-cyanophenyl)-2-aminoethane | 1539266-32-4 | 2,5-dimethoxy-4-cyano | H | 2-hydroxyphenyl | |
25CN-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-cyanophenyl)-2-aminoethane | 1354632-16-8 | 2,5-dimethoxy-4-cyano | H | 2-methoxyphenyl | |
25D-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-methylphenyl)-2-aminoethane | 1354632-02-2 | 2,5-dimethoxy-4-methyl | H | 2-methoxyphenyl | |
25D-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-methylphenyl)-2-aminoethane | 1391488-44-0 | 2,5-dimethoxy-4-methyl | H | 2-hydroxyphenyl | |
25E-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-ethylphenyl)-2-aminoethane | 1354632-14-6 | 2,5-dimethoxy-4-ethyl | H | 2-methoxyphenyl | |
25E-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-ethylphenyl)-2-aminoethane | 1391489-79-4 | 2,5-dimethoxy-4-ethyl | H | 2-hydroxyphenyl | |
25G-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-3,4-dimethylphenyl)-2-aminoethane | 1354632-65-7 | 2,5-dimethoxy-3,4-dimethyl | H | 2-methoxyphenyl | |
25H-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxyphenyl)-2-aminoethane | 1566571-52-5 | 2,5-dimethoxy | H | 2-methoxyphenyl | |
25I-NB34MD | N-(3,4-methylenedioxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1391497-81-6 | 2,5-dimethoxy-4-iodo | H | 3,4-methylenedioxyphenyl | |
25I-NB3OMe | N-(3-methoxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1566571-40-1 | 2,5-dimethoxy-4-iodo | H | 3-methoxyphenyl | |
25I-NB4OMe | N-(4-methoxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1566571-41-2 | 2,5-dimethoxy-4-iodo | H | 4-methoxyphenyl | |
25I-NBF | N-(2-fluorobenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 919797-21-0 | 2,5-dimethoxy-4-iodo | H | 2-fluorophenyl | |
25I-NBBr | N-(2-bromobenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1648649-98-2 | 2,5-dimethoxy-4-iodo | H | 2-bromophenyl | |
25I-NBTFM | N-[2-(trifluoromethyl)benzyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 2,5-dimethoxy-4-iodo | H | 2-(trifluoromethyl)phenyl | ||
25I-NBMD | N-(2,3-methylenedioxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 919797-25-4 | 2,5-dimethoxy-4-iodo | H | 2,3-methylenedioxyphenyl | |
25B-NBMD | N-(2,3-methylenedioxybenzyl)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminoethane | 1354632-19-1 | 2,5-dimethoxy-4-bromo | H | 2,3-methylenedioxyphenyl | |
25C-NBMD | N-(2,3-methylenedioxybenzyl)-1-(2,5-dimethoxy-4-chlorophenyl)-2-aminoethane | 1373879-26-5 | 2,5-dimethoxy-4-chloro | H | 2,3-methylenedioxyphenyl | |
25D-NBMD | N-(2,3-methylenedioxybenzyl)-1-(2,5-dimethoxy-4-methylphenyl)-2-aminoethane | 1391488-97-3 | 2,5-dimethoxy-4-methyl | H | 2,3-methylenedioxyphenyl | |
25I-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 919797-20-9 | 2,5-dimethoxy-4-iodo | H | 2-hydroxyphenyl | |
25I-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 919797-19-6 | 2,5-dimethoxy-4-iodo | H | 2-methoxyphenyl | |
DOI-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane | 2,5-dimethoxy-4-iodo | methyl | 2-methoxyphenyl | ||
25I-NBMeOH | N-[2-(hydroxymethyl)benzyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1391494-71-5 | 2,5-dimethoxy-4-iodo | H | 2-(hydroxymethyl)phenyl | |
25I-NBAm | N-[2-(carbamoyl)benzyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1391494-85-1 | 2,5-dimethoxy-4-iodo | H | 2-(carbamoyl)phenyl | |
25I-NMe7DHBF | N-[(2,3-dihydrobenzofuran-7-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 2,5-dimethoxy-4-iodo | H | 2,3-dihydrobenzofuran-7-yl | ||
25I-N2Nap1OH | N-[(1-hydroxynaphthalen-2-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 2,5-dimethoxy-4-iodo | H | 1-hydroxynaphthalen-2-yl | ||
25I-N3MT2M | N-[(3-methoxythiophen-2-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1354632-66-8 | 2,5-dimethoxy-4-iodo | H | 3-methoxythiophen-2-yl | |
25I-N4MT3M | N-[(4-methoxythiophen-3-yl)methyl]-1-(2,5-dimethoxy-4-iodophenyl)-2-aminoethane | 1354632-73-7 | 2,5-dimethoxy-4-iodo | H | 4-methoxythiophen-3-yl | |
25iP-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-isopropylphenyl)-2-aminoethane | 1391487-83-4 | 2,5-dimethoxy-4-isopropyl | H | 2-methoxyphenyl | |
25N-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 1354632-03-3 | 2,5-dimethoxy-4-nitro | H | 2-methoxyphenyl | |
25N-NBOEt [37] | N-(2-ethoxybenzyl)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 2,5-dimethoxy-4-nitro | H | 2-ethoxyphenyl | ||
25N-NB-2-OH-3-Me | N-(2-hydroxy-3-methylbenzyl)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 2,5-dimethoxy-4-nitro | H | 2-hydroxy-3-methylphenyl | ||
25N-NBOCF2H | N-(2-difluoromethoxybenzyl)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 2,5-dimethoxy-4-nitro | H | 2-difluoromethoxyphenyl | ||
25N-NBPh[38] | N-[(2-phenyl)benzyl]-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 2,5-dimethoxy-4-nitro | H | o-biphenyl | ||
25N-N1-Nap | N-[(naphthalen-1-yl)methyl]-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane | 2,5-dimethoxy-4-nitro | H | 1-naphthyl | ||
25P-NBOMe | N-(2-methoxybenzyl)-1-(2,5-dimethoxy-4-propylphenyl)-2-aminoethane | 1391489-07-8 | 2,5-dimethoxy-4-propyl | H | 2-methoxyphenyl | |
25P-NBOH | N-(2-hydroxybenzyl)-1-(2,5-dimethoxy-4-propylphenyl)-2-aminoethane | 1391490-34-8 | 2,5-dimethoxy-4-propyl | H | 2-hydroxyphenyl | |
25TFM-NBOMe | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-(trifluoromethyl)phenyl]-2-aminoethane | 1027161-33-6 | 2,5-dimethoxy-4-(trifluoromethyl) | H | 2-methoxyphenyl | |
25O-NBcP | N-(2-cyclopropylbenzyl)-1-(2,4,5-trimethoxyphenyl)-2-aminoethane | 2,4,5-trimethoxy | H | 2-cyclopropylphenyl | ||
25T-NBOMe | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-(methylthio)phenyl]-2-aminoethane | 1539266-47-1 | 2,5-dimethoxy-4-(methylthio) | H | 2-methoxyphenyl | |
25T2-NBOMe | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-(ethylthio)phenyl]-2-aminoethane | 1539266-51-7 | 2,5-dimethoxy-4-(ethylthio) | H | 2-methoxyphenyl | |
25T4-NBOMe | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-(isopropylthio)phenyl]-2-aminoethane | 1354632-17-9 | 2,5-dimethoxy-4-(isopropylthio) | H | 2-methoxyphenyl | |
25T7-NBOMe | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-(propylthio)phenyl]-2-aminoethane | 1539266-55-1 | 2,5-dimethoxy-4-(propylthio) | H | 2-methoxyphenyl | |
25T7-NBOH | N-(2-hydroxybenzyl)-1-[2,5-dimethoxy-4-(propylthio)phenyl]-2-aminoethane | 1354632-41-9 | 2,5-dimethoxy-4-(propylthio) | H | 2-hydroxyphenyl | |
25AM-NBOMe [39] | N-(2-methoxybenzyl)-1-[2,5-dimethoxy-4-pentylphenyl]-2-aminoethane | 2,5-dimethoxy-4-(n-pentyl) | H | 2-methoxyphenyl | ||
NBOMe-mescaline | N-(2-methoxybenzyl)-1-(3,4,5-trimethoxyphenyl)-2-aminoethane | 1354632-01-1 | 3,4,5-trimethoxy | H | 2-methoxyphenyl | |
NBOMe-escaline | N-(2-methoxybenzyl)-1-(3,5-dimethoxy-4-ethoxyphenyl)-2-aminoethane | 3,5-dimethoxy-4-ethoxy | H | 2-methoxyphenyl | ||
NBOMe-thiobuscaline | N-(2-methoxybenzyl)-1-(3,5-dimethoxy-4-butylthiophenyl)-2-aminoethane | 3,5-dimethoxy-4-(n-butylthio) | H | 2-methoxyphenyl | ||
MDPEA-NBOMe | N-(2-methoxybenzyl)-1-(3,4-methylenedioxyphenyl)-2-aminoethane | 3,4-methylenedioxy | H | 2-methoxyphenyl | ||
2C2-NBOMe | N-(2-methoxybenzyl)-1-(2-methoxy-4,5-methylenedioxyphenyl)-2-aminoethane | 2-methoxy-4,5-methylenedioxy | H | 2-methoxyphenyl | ||
MDBZ | N-benzyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane | 65033-29-6 | 3,4-methylenedioxy | methyl | phenyl | |
Clobenzorex | N-(2-chlorobenzyl)-1-phenyl-2-aminopropane | 13364-32-4 | H | methyl | 2-chlorophenyl | |
4-EA-NBOMe | N-(2-methoxybenzyl)-1-(4-ethylphenyl)-2-aminopropane | 4-ethyl | methyl | 2-methoxyphenyl | ||
5-APB-NBOMe | N-(2-methoxybenzyl)-1-(benzofuran-5-yl)-2-aminopropane | benzofuran-5-yl instead of phenyl | methyl | 2-methoxyphenyl |
Similar compounds with related structures are also known including;
Chemical structure | Common name | Chemical name | CAS number |
---|---|---|---|
25B-N1POMe | N-[1-(2-methoxyphenyl)ethyl]-2,5-dimethoxy-4-bromophenethylamine | 1335331-49-1 (R) 1335331-51-5 (S) | |
2C-B-AN [40][41] | 2-phenyl-2-[2-(2,5-dimethoxy-4-bromophenyl)ethylamino]acetonitrile | ||
25B-N(BOMe)2 | 2-(4-Bromo-2,5-dimethoxyphenyl)-N,N-bis(2-methoxybenzyl)ethan-1-amine | ||
2CBCB-NBOMe | N-[(3-bromo-2,5-dimethoxy-bicyclo[4,2,0]octa-1,3,5-trien-7-yl)methyl]-1-(2-methoxyphenyl)methanamine | 1354634-09-5 | |
2CBFly-NBOMe | N-(2-methoxybenzyl)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl)-2-aminoethane | 1335331-42-4 | |
2C-B-DRAGONFLY-NBOH | N-(2-hydroxybenzyl)-1-(8-bromobenzo[1,2-b:4,5-b']difuran-4-yl)-2-aminoethane | 1335331-45-7 | |
2C-B-FLY-NB2EtO5Cl [42] | N-(2-ethoxy-5-chlorobenzyl)-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl)-2-aminoethane | ||
DMBMPP | (S,S)-2-(2,5-dimethoxy-4-bromobenzyl)-6-(2-methoxyphenyl)piperidine | 1391499-52-7 | |
25B-NAcPip | 2-{[2-(4-bromo-2,5-dimethoxyphenyl)ethyl]amino}-1-(piperidin-1-yl)ethanone | ||
ZDCM-04 | 1,3-dimethyl-7-{2-[1-(2,5-dimethoxy-4-chlorophenyl)propan-2-ylamino]ethyl}purine-2,6-dione | ||
RH-34 | 3-[2-(2-methoxybenzylamino)ethyl]-1H-quinazoline-2,4-dione | 1028307-48-3 | |
5-MeO-T-NBOMe[43] | N-(2-methoxybenzyl)-5-methoxytryptamine | 1335331-37-7 | |
5MT-NB3OMe | N-(3-methoxybenzyl)-5-methoxytryptamine | 1648553-42-7 |
Legality
United Kingdom
A large number of substances in the 25-NB class are Class A drugs in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971[44] or are otherwise covered by the Psychoactive Substances Act 2016.[45]
See also
Notes
- ^ The potency of N-benzylphenethylamines via buccal, sublingual, or nasal absorption is 50-100 greater (by weight) than oral route compared to the parent 2C-x compounds.[22] Researchers hypothesize the low oral metabolic stability of N-benzylphenethylamines is likely causing the low bioavailability on the oral route, although the metabolic profile of this compounds remains unpredictable; therefore researchers state that the fatalities linked to these substances may partly be explained by differences in the metabolism between individuals.[22]
External links
References
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- ^ Heim R (February 28, 2010). Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts (Thesis) (in German). Berlin: Freie Univ. Retrieved 2013-05-10.
- ^ Silva M (2009). Theoretical study of the interaction of agonists with the 5-HT2A receptor (Ph.D. thesis). Universität Regensburg.
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