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25I-NBOMe: History & Applications

25I-NBOMe, also known as 2C-I-NBOMe, Cimbi-5, and shortened to "25I", is a psychedelic drug of the phenethylamine, 2C, and NBOMe (25-NB) families. Since 2010, it has circulated in the recreational drug scene, often misrepresented as LSD. It is the most well-known member of the 25-NB family and the earliest member to be encountered as a novel recreational…

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25I-NBOMe topic overview

The analysis highlights History and Applications as prominent areas in the source structure around 25I-NBOMe.

Related topics
164
Source areas
7
Connected nodes
171
Extracted relationships
145
Related term clusters
35
Bridge connections
171

What this topic covers Research coverage

Source areas are shown by the number of related topics found in each part of the analysis. Use smaller areas too: they can reveal specialized angles and content gaps.

Pharmacology · 43 topics
Toxicity and harm potential · 38 topics
Chemistry · 23 topics
Use and effects · 22 topics
Overview · 19 topics
Interactions · 12 topics
History · 7 topics

Smaller areas are not necessarily less important. They contain fewer connections in this analysis and can be useful for finding specialized angles or coverage gaps.

Key facts & relationships

High-confidence facts extracted from structured source data. Use them as anchors for further research.

3D model (JSmol)
Interactive image
ATC code
None
Bioavailability
Very low
CAS Number
919797-19-6 Y · hydrochloride: 1043868-97-8
ChEMBL
ChEMBL1908863 Y
ChemSpider
8427392 Y

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Explore all related topics Closing gaps

Browse the complete topic structure, not only the most central items. Less prominent entities and concepts can reveal missing angles, specialized context and useful research gaps. Each item opens a new analysis centered on that subject.

Overview

Use and effects

Toxicity and harm potential

Interactions

Pharmacology

Chemistry

History

For the semantics nerds

You can skip this section if you’re here for content ideas and keyword inspiration.

Advanced semantic analysis

How 25I-NBOMe connects Entity context

The extracted context around 25I-NBOMe shows recurring relationship patterns in the source. For example, 25I-NBOMe → April, Arizona, Arkansas, August, California, East Grand Forks, Erowid, Federal, Grand Forks, In January, In June, In October, Isla Vista, January, Little Rock, LSD, Minnesota, NBOMe, North Dakota, October Another extracted example is 25I-NBOMe → Analogues, Cimbi-5, Copenhagen, DOI, DOI-NBOMe, HT2A, NB34MD, NB3OMe, NB4OMe, NBF, NBMD, NBOH, NBOMe, PET. Use these groups to spot repeated connection types before inspecting the individual relationships.

25I-NBOMe

Top relations

related to Attributed deaths · 31
25I-NBOMe → April, Arizona, Arkansas, August, California, East Grand Forks, Erowid, Federal, Grand Forks, In January, In June, In October, Isla Vista, January, Little Rock, LSD, Minnesota, NBOMe, North Dakota, October
related to Analogues · 14
25I-NBOMe → Analogues, Cimbi-5, Copenhagen, DOI, DOI-NBOMe, HT2A, NB34MD, NB3OMe, NB4OMe, NBF, NBMD, NBOH, NBOMe, PET
related to Pharmacodynamics · 11
25I-NBOMe → Conversely, DOI, EC50Tooltip, HT2, HT2A, HT2B, HT2C, Ki, N-benzyl, NBOMe, TAAR1
related to history · 10
25I-NBOMe → Berlin, David Nichols, Free University, Heim, LSD, NBOMe, Purdue University, Ralf Heim, Schedule, United States
related to Chemistry · 8
25I-NBOMe → Alexander Shulgin, BnOMe, Like, N-benzyl, NBOMe, PiHKAL, Specifically, X-NBOMe
Legal status · 7
25I-NBOMe → BR: Class F2 (Prohibited psychotropics), CA: Schedule III, DE: Anlage I (Authorized scientific use only), EU: Controlled, UK: Class A, UN: Psychotropic Schedule I, US: Schedule I
related to Dosing · 7
25I-NBOMe → Drugs, Erowid, LSD, Misuse, NBOMe, One, The UK Advisory Council
related to Interactions · 7
25I-NBOMe → MAO, MAO-A, MAO-B, MAOIs, NB, NBOMe, P450
related to Pharmacokinetics · 7
25I-NBOMe → CYP2D6, CYP3A4, MAO, MAO-A, MAO-B, NBOMe, P450
has effect · 6
25I-NBOMe → According, Although, Common, LSD, N-Bomb, NBOMe

Important terminology

Use these terms to understand the vocabulary surrounding the topic, not as a checklist for keyword stuffing.

Important terminology

drug nbome lsd drugs effects 2013 substance receptor recreational also states use 2c-i toxicity compounds substances overdose death due potency

25I-NBOMe relationships Subject–Predicate–Object triples

TTTA extracted 145 structured relationships around 25I-NBOMe. Examples in this analysis include 25I-NBOMe → 3D model (JSmol) → Interactive image and 25I-NBOMe → ATC code → None. The table shows each extracted connection, where it came from and its confidence.

SubjectPredicateObjectConfidenceSrc
25I-NBOMe3D model (JSmol)Interactive image1.00infobox
25I-NBOMeATC codeNone1.00infobox
25I-NBOMeBioavailabilityVery low1.00infobox
25I-NBOMeCAS Number919797-19-6 Y1.00infobox
25I-NBOMeCAS Numberhydrochloride: 1043868-97-81.00infobox
25I-NBOMeChEMBLChEMBL1908863 Y1.00infobox
25I-NBOMeChemSpider8427392 Y1.00infobox
25I-NBOMeCompTox Dashboard (EPA)DTXSID202388081.00infobox
25I-NBOMeDrug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen1.00infobox
25I-NBOMeDuration of actionInsufflation: 4–6 h Sublingual: 6–10 h Buccal: 6–10 h1.00infobox
25I-NBOMeExcretionUrine1.00infobox
25I-NBOMeFormulaC18H22INO31.00infobox
25I-NBOMeKEGGC22774 Y1.00infobox
25I-NBOMeLegal statusBR: Class F2 (Prohibited psychotropics)1.00infobox
25I-NBOMeLegal statusCA: Schedule III1.00infobox
25I-NBOMeLegal statusDE: Anlage I (Authorized scientific use only)1.00infobox
25I-NBOMeLegal statusUK: Class A1.00infobox
25I-NBOMeLegal statusUS: Schedule I1.00infobox
25I-NBOMeLegal statusUN: Psychotropic Schedule I1.00infobox
25I-NBOMeLegal statusEU: Controlled1.00infobox
25I-NBOMeMetabolismExtensive first-pass metabolism in the liver1.00infobox
25I-NBOMeMolar mass427.282 g·mol−11.00infobox
25I-NBOMeOnset of action15–120 min (0.25–2 hours)1.00infobox
25I-NBOMeOther names2C-I-NBOMe; 25I-NB2OMe; 25I; 25i; N-Bomb; Smiles; Wizard; INBMeO; Cimbi-5; Cimbi-5-2; N-(2-Methoxybenzyl)-4-iodo-2,5-dimethoxyphenethylamine; 4-Iodo-2,5-dimethoxy-N-(2-methoxybe…1.00infobox
25I-NBOMePubChem CID102519061.00infobox
25I-NBOMeRoutes of administrationMainly sublingual, buccal, and insufflation1.00infobox
25I-NBOMeUNII547KGL06IP1.00infobox
25I-NBOMeUNIIhydrochloride: 0V30416N511.00infobox
25I-NBOMeis aderivative of the 2C family of phenethylamines described by chemist Alexander Shulgin in his book PiHKAL0.90text
25I-NBOMeis aN-benzyl derivative of the phenethylamine molecule 2C-I0.90text

Related concept clusters Related term clusters

The concept neighborhoods around 25I-NBOMe bring nearby vocabulary together. In this analysis, examples include Drugs, Drug and Effects. Use the clusters to find adjacent concepts and terminology that may deserve separate research.

  • 25I-NBOMe
    • Drugs
    • Drug
    • Effects
    • Described
    • Schedule
    • Nbome
    • States
    • Substances
    • Lsd
    • Controlled
    • Deaths
    • Psychedelics
  • 25i-nbome
    • Drugs
    • Drug
    • Effects
    • Described
    • Schedule
    • Nbome
    • States
    • Substances
    • Lsd
    • Controlled
    • Deaths
    • Psychedelics
  • drug
    • Recreational
    • Lsd
    • Deaths
    • Due
    • Effects
    • Overdose
    • Common
    • Reports
    • Substance
    • Drugs
    • United
    • Psychedelics
  • recreational drug
    • Recreational
    • Toxicity
    • Lsd
    • Use
    • Drugs
    • Deaths
    • Due
    • Effects
    • Overdose
    • Common
    • Reports
    • Substance
  • class a drug
    • Recreational
    • Lsd
    • Deaths
    • Due
    • Effects
    • Overdose
    • Common
    • Reports
    • Substance
    • Drugs
    • United
    • Psychedelics
  • agonist
    • Receptor
    • 5-ht2a
    • Use
    • States
    • 25b-nbome
    • Controlled
    • Potent
    • United
    • Deaths
    • Described
    • Potency
    • Schedule
  • partial agonist
    • Receptor
    • 5-ht2a
    • Use
    • States
    • 25b-nbome
    • Controlled
    • Potent
    • United
    • Deaths
    • Described
    • Potency
    • Schedule
  • use and effects
    • Agonist
    • Deaths
    • Schedule
    • Recreational
    • Common
    • Drugs
    • Substances
    • Substance
    • 25c-nbome
    • Administration
    • Described
    • Effects

Connections between topic areas Semantic bridges

For 25I-NBOMe, one of the stronger structural bridges in this analysis connects 25I-NBOMe with Pharmacology. Bridges highlight paths between different parts of the map and can reveal research angles that are easy to miss in a flat list.

Min side: 3
25I-NBOMe — Pharmacology · splits 128 ⟂ 44
25I-NBOMe — Toxicity and harm potential · splits 133 ⟂ 39
25I-NBOMe — Chemistry · splits 148 ⟂ 24
25I-NBOMe — Use and effects · splits 149 ⟂ 23
25I-NBOMe — Overview · splits 152 ⟂ 20
25I-NBOMe — Interactions · splits 159 ⟂ 13
25I-NBOMe — History · splits 164 ⟂ 8

Map overview Semantic statistics

25I-NBOMe

Nodes172
Edges171
Triples145
Avg. degree1.99
Density0.011628
Components1

Source & methodology

TTTA analyzes the structure around 25I-NBOMe to surface related topics, entities, relationships, concept neighborhoods and bridge connections. Use the map to explore areas such as History & Applications, including less central topics that may reveal useful research gaps. Automatically extracted connections are research leads rather than rewritten encyclopedia content.

Source: Wikipedia — 25I-NBOMe · EN edition · Analysis: TopicsToTalkAbout

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