25I-NBOMe

25I-NBOMe can be fatal at heavy doses.

It is strongly discouraged to take large amounts of this substance or to insufflate (snort) it. Please see this section for more details.

25I-NBOMe (2C-I-NBOMe) is a derivative of the substituted phenethylamine psychedelic 2C-I, discovered in 2003 by Ralf Heim at the Free University of Berlin, and subsequently investigated by a team at Purdue University led by David Nichols.

25I-NBOMe
Chemical Nomenclature
Common names	25i-NBOMe, 25i, Cimbi-5
Substitutive name	2C-I-NBOMe
Systematic name	[[systematic name::2-(4-Iodo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine]]
Class Membership
Psychoactive class	Psychedelic
Chemical class	Phenethylamine
Routes of Administration
WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section. ⇣ Sublingual Dosage Threshold 50 µg Light 200 - 500 µg Common 500 - 700 µg Strong 700 - 1000 µg Heavy 25I-NBOMe can be fatal at heavy doses. Duration Total 6 - 10 hours Onset 15 - 120 minutes Come up 30 - 120 minutes Peak 2 - 4 hours Offset 1 - 4 hours After effects 3 - 6 days ⇣ Insufflated Dosage Threshold 50 µg Light 200 - 500 µg Common 500 - 700 µg Strong 700+ µg Heavy 25I-NBOMe can be fatal at heavy doses. Duration Total 4 - 6 hours Onset 5 - 10 minutes Come up 10 - 30 minutes Peak 60 - 120 minutes Offset 120 - 180 minutes After effects 1 - 7 days DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.
Interactions
2C-T-X
5-MeO-xxt
Caffeine
Cannabis
DOx
MAOIs
MDMA
MXE
Amphetamines
aMT
Cocaine
DXM
Tramadol
Lithium

Summary sheet: 25I-NBOMe

It is worth noting that compounds of the NBOMe class are not orally active and should, therefore, be taken sublingually by simply placing the substance into one's mouth and allowing it to absorb over a period of 30 minutes slowly.

25I-NBOMe can also be vaporized and inhaled; this may cause significantly quicker effects and shorter duration as is expected from that route of administration. However, this route of administration is not recommended, unless using precise liquid measurement, due to the difficulties of measuring and handling substances active in the microgram range.

In comparison to 2C-I, the addition of an NBOMe group to the structure results in a sixteen-fold increase in potency, allowing even the most extreme of dosages to fit in liquid form onto tabs and blotter paper, which people often mistake for LSD. 25i-NBOMe has a distinctly bitter and metallic taste that LSD does not have, which can be useful in determining what substance is really on the blotter.

This chemical had no history of human use before being sold online as a designer drug in 2010.

Chemistry

25I-NBOMe or 2C-I-NBOMe is a serotonergic N-benzyl derivative of the substituted phenethylamine psychedelic known as 2C-I. 25I-NBOMe is a substituted phenethylamine with methoxy groups CH₃O- attached to carbons R₂ and R₅ as well as an iodine atom attached to carbon R₄. It differs from 2C-I structurally through a substitution on the amine (NH2) with a 2-methoxybenzyl (BOMe) group. 25I-NBOMe shares this 2-methoxybenzyl substitution with other chemicals of the NBOMe family. This NBOMe addition contains a methoxy ether CH₃O- bound to a benzene ring at R₂.

Pharmacology

Main article: Serotonergic psychedelic

25I-NBOMe has efficacy at the 5-HT_2A receptor where it acts as a potent partial agonist. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

This compound is pharmacologically unique when compared to other psychedelics through its action on serotonin receptors. It is one of the only full agonists for the human 5-HT_2A receptor receptor in existence. In comparison, classical psychedelics such as LSD, DMT and psilocin can only be considered partial agonists.

The Ki values of the following targets were greater than 500 Ki: 5-HT1A, D3, H2, 5-HT1D, α1A adrenergic, δ opioid, serotonin uptake transporter, 5-HT5A, 5-HT1B, D2, 5-HT7, D1, 5-HT3, 5-HT1E, D5, muscarinic M1-M5, H3, and the dopamine uptake transporter.

Ki-values

Receptor	Ki (nM)	±
5-HT2A	0.044
5-HT2C	2
5-HT6	73	12
μ-opioid	82	14
H1	189	35
5-HT2B	231	73
κ-opioid	288	50

Subjective effects

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects

• Sublingual numbing - Assuming the substance has been taken sublingually, the very first physical effect which a person will notice immediately after sublingual absorption is a strong, unpleasant metallic chemical taste. This is accompanied by a very distinct feeling of general numbness of the tongue and mouth which can stay for up to an hour after the blotter paper has been consumed. This is the key difference when it comes to determining whether your blotter paper contains LSD or one of the NBOMe series.
• Spontaneous tactile sensations - The "body high" itself can be described as a mild, all-encompassing, soft but euphoric tingling sensation. This tingling sensation is also accompanied by spontaneous rushes of euphoria that become longer and more drawn out proportional to the dosage consumed.
• Perception of decreased weight - In terms of the body’s perceived weight, this substance consistently leaves people feeling extremely light, often to the point of total weightlessness.
• Stimulation - In terms of its effects on the physical energy levels of the tripper 25I-NBOMe is usually considered to be very energetic and stimulating. For most people, this substance induces a unique type of physical stimulation which can be described as feeling extremely energetic but in a way which does not force the tripper to move unless they genuinely choose to do so. For others, however, the stimulation can be quite uncontrollably, occasionally resulting in bodily shakes and a grinding of the teeth comparable to that of MDMA and traditional stimulants such as amphetamine.
• Nausea - As the user begins to come up, nausea is not uncommon and can sometimes result in initial vomiting, although nausea usually disappears when the user has vomited or the trip fully set in. In comparison to other psychedelics such as psilocin, LSD, 2C-E and 2C-I, this could actually be considered very mild in its intensity.
• Vasoconstriction
• Increased heart rate
• Pupil dilation
• Difficulty urinating
• Wakefulness
• Increased blood pressure

Cognitive effects

The cognitive effects of 25I-NBOMe are described by many as remarkably light and underwhelming in comparison to the classical psychedelics. It is not uncommon for people to report feeling that their thought stream has maintained general normality in its specific style throughout low to moderate dosages. At high dosages, however, mild to overwhelming cognitive alterations become present.

The most prominent of these cognitive effects generally include:

• Analysis enhancement
• Empathy, love, and sociability enhancement - the entactogenic effects range from mild to powerful, but are inconsistently manifested. Entactogenic effects for people who try this substance usually become prominent in the presence of others. These feelings of increased sociability, love and empathy do not seem to be quite as strong or profound as those found within other entactogens (such as MDMA, 2C-B and AMT)
• Laughter
• Thought acceleration and Thought deceleration - Although one of 25i-NBOME's effects is thought acceleration, the opposite may occur at higher doses.
• Feelings of impending doom - This is generally only experienced during the comedown period or if one has taken a large amount of the drug.
• Memory suppression
  • Ego death
• Language suppression
• Time distortion
• Novelty enhancement
• Conceptual thinking
• Immersion enhancement
• Increased music appreciation
• Thought connectivity
• Emotion enhancement
• Personal bias suppression
• Increased libido

Visual effects

Enhancements

• Visual acuity enhancement
• Colour enhancement
• Pattern recognition enhancement
• Magnification - At higher doses, users can experience a "fish-eye" effect, where magnification changes based on the direction the user is looking relative to the object.

Distortions

• Drifting (melting, flowing, breathing and morphing) - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and unrealistic/cartoon-like in style.
• Tracers
• After images
• Symmetrical texture repetition
• Colour shifting
• Scenery slicing

Geometry

The visual geometry that is present throughout this trip is often said to be similar in appearance to that of LSD. They can be comprehensively described as algorithmic in geometric style, intricate in complexity, fine and zoomed out in detail, fast and smooth in motion, structured in shape, colorful in scheme, glossy in color, sharp around the edges and equally angular as well as rounded across their corners. In comparison to other more commonly used psychedelics they can be described as significantly more intricate than the visual geometry found within 2C-I and most of the 2C-x family in general as well as completely on par with LSD, Psilocin and DMT at appropriately high dosages.

Regarding their behavior, 25I-NBOMe’s geometry leads onto Level 8A visual geometry with Level 8B remaining so far unconfirmed within this substance. They also seem to consistently build up in visual intensity when the tripper stares at a central point. This eventually envelops the visual field and creates the sensation that the tripper has broken through into a continuously shifting geometric landscape or structure with a vast sense of immersive physical size attributed to it.

Hallucinatory states

25I-NBOMe is capable of producing a full range of hallucinatory states within the level 1 - 3 range extremely consistently. However, level 4 hallucinatory breakthroughs are reported but very different and inconsistent in comparison to other more commonly used psychedelics such as psilocin, 2C-E and DMT.

These effects include:

• Transformations
• Internal hallucinations - (autonomous entities; settings, sceneries, and landscapes; alterations in perspective and scenarios and plots). These are more common within dark environments and can be described as lucid in believability, interactive in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.

Auditory effects

• Enhancements
• Distortions
• Hallucinations

Experience reports

Anecdotal reports which describe the effects of this compound within our experience index include:

• Experience:1000ug / 1 tab - No sense of enlightenment but absolutely breath taking visuals
• Experience:Becoming a god with my boyfriend
• Experience:Unknown dosage - Ego death and becoming one with a singular entity
• Experience:Unknown dosage / 1 tabs - Prolonged unity and messiah syndrome at school
• Experience:Unknown dosage / 3 tabs - Ego death and a total break through in the snow

Additional experience reports can be found here:

• Erowid Experience Vaults: 25I-NBOMe

Toxicity and harm potential

Main articles: Research chemicals § Toxicity and harm potential & Responsible use § Hallucinogens

25I-NBOMe is a relatively new substance, and little is known about its pharmacological risks or its interaction with other substances. The LD50 has not yet been determined although it is potentially fatal at heavy dosages. PsychonautWiki advises that due to 25I-NBOMe's extreme potency it should not be insufflated as this method of administration appears to have led to several deaths in the past year.

This substance came to media attention in early 2012 after a cluster of seven non-fatal overdoses with the drug were reported in or around Richmond, Virginia. As of May 2013, 25I-NBOMe has reportedly led to five overdose deaths in the United States. In June 2012, two teens in Grand Forks, North Dakota and East Grand Forks, Minnesota fatally overdosed on a substance that was allegedly 25I-NBOMe, resulting in lengthy sentences for two of the parties involved and a Federal indictment against the Texas based online vendor.

A 21-year-old man from Little Rock, Arkansas died in October 2012 after taking a liquid drop of the drug nasally at a music festival. He was reported to have consumed caffeinated alcoholic beverages for "several hours" beforehand. It is unclear what other drugs he may have consumed, as autopsies generally do not test for the presence of research chemicals.

A man in Australia died from injuries sustained by running into trees and power poles while intoxicated by 25I-NBOMe.

It is strongly recommended that one use harm reduction practices when using this drug.

Tolerance and addiction potential

25I-NBOMe is not habit-forming and the desire to use it can actually decrease with use. It is most often self-regulating.

Tolerance to the effects of 25I-NBOMe are built almost immediately after ingestion. After that, it takes about 1 week for the tolerance to be reduced to half and 2 weeks to be back at baseline (in the absence of further consumption). 25I-NBOMe presents cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of 25I-NBOMe all psychedelics will have a reduced effect.

Legal issues

• Australia: Possession, production and sale is illegal.
• Israel: The drug was banned in 2012.
• Russia: Possession, production and sale is illegal.
• Sweden: 25I-NBOMe is classed as Schedule I.
• UK: On 10 June 2014, all NBOMe's became Class A drugs which means that they’re illegal to have, give away or sell. Possession could get one up to seven years in jail and/or an unlimited fine. Supplying someone else, could result in a heavy jail time sentence, between a minimum of eight years and a life sentence and/or an unlimited fine.
• USA: On Nov 15, 2013, the DEA added 25I-NBOMe to Schedule I using their emergency scheduling powers, making it "temporarily" in Schedule I for 2 years.
• Romania: In 2011, Romania banned all psychoactive substances, no matter what they really are.
• Latvia: 25I-NBOMe is a Schedule I controlled substance.

See also

• Responsible use
• 25x-NBOMe
• 25C-NBOMe
• 25B-NBOMe
• Psychedelics
• Phenethylamines

External links

• 25I-NBOMe (Wikipedia)
• 25I-NBOMe (Erowid)
• 25I-NBOMe experiences (Erowid)
• 25I-NBOMe (TripSit)
• 25I-NBOMe (Disregard Everything I Say)