25C-NBOH

25C-NBOH may result in severe injury or death.

While no deaths have been reported, it is likely that this compound shares a similar toxicity profile with 25C-NBOMe (which has been linked to multiple deaths). It is strongly discouraged to take higher doses of this substance or to insufflate (snort) it. Please see this section for more details.

Summary sheet: 25C-NBOH

25C-NBOH
Chemical Nomenclature
Common names	25C-NBOH
Substitutive name	2C-C-NBOH
Systematic name	[[systematic name::2-(4-Chloro-2,5-dimethoxyphenyl)-N-[(2-hydroxyphenyl)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 100 µg Light 250 - 500 µg Common 500 - 750 µg Strong 750 - 1000 µg Heavy 25C-NBOH may be fatal at heavy doses. Duration Total 5 - 7 hours Onset 15 - 45 minutes Come up 30 - 90 minutes After effects 3 - 6 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

25C-NBOH (also known as 2C-C-NBOH and NBOH-2C-C) is novel synthetic psychedelic substance of the phenethylamine chemical class that produces an array of visually-dominant and stimulating psychedelic effects when administered. It is a closely related analog of 25B-NBOMe and is reported to share most of its properties with the exception of a moderately reduced potency and a shorter duration.

The name 25C-NBOH, which is short-hand for 2C-C-NBOH, is a derivative of the phenethylamine psychedelic 2C-C. It was first synthesized and documented in 2011 by Martin Hansen at the University of Copenhagen.

It is worth noting that compounds of the NBOH family are not orally active and should be administered sublingually by placing and holding it into one's mouth and allowing it to absorb over a period of 15-25 minutes.

Extremely little is known about the pharmacological properties, metabolism, and toxicity of 25C-NBOH in humans. It has no history of human use before being sold online as a designer drug in 2011. It is closely related to members of the 25x-NBOMe series, which have been associated with many hospitalizations and deaths. Anecdotal reports suggest that this substance may be difficult to use safely due to its highly sensitive dose-response and unpredictable effects.

Chemistry

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

Pharmacology

Further information: Serotonergic psychedelic

25C-NBOH has efficacy at the 5-HT_2A receptor where it acts as a potent agonist.

This compound is pharmacologically unique when compared to other psychedelics due to the unusually high selectivity it displays for various serotonin receptors. It is notable as one of the most selective agonist ligands for the 5-HT_2A receptor with a pEC₅₀ value of 9.43

It acts as a potent serotonin receptor agonist with similar affinity to the better-known compound 25C-NBOMe at 5-HT_2A and 5-HT_2C receptors with pKis values of 9.4 and 7.8, respectively.

However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

Subjective effects

This subjective effects section is a stub. As such, it is still in progress and may contain incomplete or wrong information. You can help by expanding or correcting it.

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

• • Stimulation - In terms of its effects on the physical energy levels of the user, 25C-NBOH 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 user to move unless they choose to do so. For others, however, the stimulation can be quite uncontrollable, occasionally resulting in bodily shakes and a grinding of the teeth comparable to that of MDMA and traditional stimulants such as amphetamine.
  • Perception of bodily lightness - In terms of the body’s perceived weight, this substance consistently leaves people feeling extremely light, often to the point of total weightlessness.
  • Spontaneous physical 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.
  • Mouth 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.
  • 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.
  • Temperature regulation suppression
    • Increased bodily temperature
  • Abnormal heartbeat
  • Increased heart rate
  • Increased blood pressure
  • Muscle contractions
  • Muscle cramps
  • Muscle tension
  • Gustatory hallucination
  • Vasoconstriction
  • Appetite suppression
  • Stomach cramps
  • Dehydration
  • Dry mouth
  • Difficulty urinating or Frequent urination
  • Restless legs
  • Pupil dilation
  • Headaches
  • Seizures

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.

  Suppressions

  • Frame rate suppression
  • Peripheral information misinterpretation

  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.
  • Colour shifting
  • Colour replacement
  • Colour tinting
  • Depth perception distortions
  • Perspective distortions
  • Tracers
  • Diffraction
  • Brightness alteration
  • After images
  • Symmetrical texture repetition
  • Recursion
  • Scenery slicing

  Geometry

  The visual geometry produced by this substance is similar to LSD and 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.

  25C-NBOH’s geometry leads reliably leads to Level 8A visual geometry with Level 8B remaining so far unconfirmed. It seems to consistently be able to build up in visual intensity when the user 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

  25C-NBOH 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
  • Machinescapes - This component is an uncommon effect that typically only occurs at very strong to heavy doses. It also tends to be accompanied by overwhelming if not dangerous physical and cognitive effects.
  • Internal hallucination - (settings, sceneries, and landscapes; perspective hallucinations 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.

Cognitive effects

• The cognitive effects of 25C-NBOH are described by many as notably light 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, strong to overwhelming cognitive alterations become present, which can lead to states of confusion, amnesia, and general sensory overload. The most prominent of these cognitive effects generally include:
  • Analysis enhancement - This effect is generally only present at low doses.
  • Thought acceleration
  • Conceptual thinking - This effect is considered to be very mild compared to traditional psychedlics.
  • Anxiety & Paranoia - This effect seems to occur more readily than other psychedelics, perhaps due to its very prominent stimulating properties
    • Feelings of impending doom - This is generally only experienced during the comedown period or if one has taken a large amount of the substance.
  • Empathy, affection, 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)
  • Memory suppression
    • Ego death
    • Amnesia
  • Novelty enhancement
  • Immersion enhancement
  • Emotion enhancement
  • Increased sense of humor
    • Laughter fits
  • Increased music appreciation
  • Personal bias suppression
  • Increased libido
  • Time distortion
  • Wakefulness

Auditory effects

• • Auditory enhancement
  • Auditory distortion
  • Auditory hallucination

Multi-sensory effects

• • Dosage independent intensity - While the reasons for this are not understood, many reports suggest that this substance can produce unexpectedly strong or weak effects even when taken at the seemingly same dose in an unpredictable manner. This may contribute to the relative risk it is poses compared to most other psychedelics.
  • Synaesthesia - In its fullest manifestation, this is a very rare and non-reproducible effect. Increasing the dosage can increase the likelihood of this occurring, but seems to only be a prominent part of the experience among those who are already predisposed to synaesthetic states.

Transpersonal effects

• While they are occasionally reported, the transpersonal effects produced by this substance seem to be significantly less consistent and reproducible than other psychedelics, which perhaps corresponds with the notably mild changes to one's perceptual and cognitive processes.
  • Existential self-realization
  • Unity and interconnectedness

Experience reports

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

Additional experience reports can be found here:

• Erowid Experience Vaults: 25C-NBOH

Toxicity and harm potential

This toxicity and harm potential section is a stub. As a result, it may contain incomplete or even dangerously wrong information! You can help by expanding upon or correcting it. Note: Always conduct independent research and use harm reduction practices if using this substance.

Further information: Research chemicals § Toxicity and harm potential, and Responsible use § Hallucinogens

25C-NBOH is a relatively new substance, and little is known about its toxicity or interaction with other substances. It is assumed to pose similar acute health risks as 25C-NBOMe and other members of 25x-NBOMe series. The LD₅₀ has not yet been determined although it is likely to be potentially fatal at heavy dosages.

25C-NBOH's extreme potency means it should not be insufflated (snorted) as this method of administration has been associated with many deaths and hospitalizations with closely related members of the 25x-NBOMe series.

Tolerance and addiction potential

25C-NBOH 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 25C-NBOH is 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). 25C-NBOH presents cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of 25C-NBOH all psychedelics will have a reduced effect.

Dangerous interactions

Warning: Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).

Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

• [[Wikipedia:Lithium_(medication)|DangerousInteraction::Lithium]] - Lithium is commonly prescribed for the treatment of bipolar disorder. There is a large body of anecdotal evidence that suggests taking it with psychedelics significantly increases the risk of psychosis and seizures. As a result, this combination is strictly discouraged.
• "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Cannabis may have an unexpectedly strong and unpredictable synergy with the effects of 25C-NBOH. Caution is advised with this combination as it can significantly increase the risk of adverse psychological reactions like anxiety, paranoia, panic attacks, and psychosis. Users are advised to start off with only a fraction of their normal cannabis dose and take long breaks between hits to avoid unintentional overdose.
• "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Stimulants like amphetamine, cocaine or methylphenidate affect many parts of the brain and alter dopaminergic function. This combination can increase the risk of anxiety, paranoia, panic attacks, and thought loops. This interaction may also result in an elevated risk of mania and psychosis.
• "[[UnsafeInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Tramadol is well-documented to lower the seizure threshold and psychedelics may act to trigger seizures in susceptible individuals.

Legal status

This legality section is a stub. As such, it may contain incomplete or wrong information. You can help by expanding it.

• Brazil: As of December 10, 2018, 25C-NBOH has been added to Portaria SVS/MS nº 344. Possession, distribution and use of this substance is now considered illegal.
• Germany: 25C-NBOH is controlled under the NpSG (New Psychoactive Substances Act) as of November 26, 2016. Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.
• Sweden: The Riksdag added 25C-NBOH to Narcotic Drugs Punishments Act under swedish schedule I ("substances, plant materials and fungi which normally do not have medical use") as of August 18, 2015, published by Medical Products Agency (MPA) in regulation HSLF-FS 2015:12
• Switzerland: 25C-NBOH is a controlled substance specifically named under Verzeichnis E.
• United Kingdom: 25C-NBOH is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause.

See also

• Responsible use
• Research chemical
• Psychedelics
• Phenethylamines
• 25x-NBOH
• 25C-NBOMe

External links

• 25C-NBOH (Wikipedia)
• 25C-NBOH (Isomer Design)