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Because it has received a lot of negative coverage in the media and has caused multiple fatalities, 25I-NBOMe doesn’t have a good reputation. Nevertheless, it’s typically safe at common doses and some people enjoy its effects.
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When using strong+ doses, it may be more likely to cause confusion and be overwhelming than other psychedelics. It could also contribute to HPPD at a somewhat higher rate.
The substance was synthesized in the early 2000s, but it didn’t enter the recreational market until 2010.
Usually it’s sold on blotter paper, but it has also been sold as a powder and liquid.
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25I-NBOMe = N-bomb; N-bome; Smiles; 25I; Bom-25; Cimbi-5
Molecular formula: C18H22INO3
Molecular weight: 427.282 g/mol
25I-NBOMe is a derivative of 2C-I (4-iodo-2,5-dimethoxyphenethylamine), a
known synthetic derivative of phenethylamine with stimulant and
hallucinogenic properties. 25I-NBOMe contains the 2C-I substructure,
substituted with a ‘N-(2-methoxy)benzyl’ group.
Several NBOMe derivatives exist where the iodine atom is exchanged for
another halide element, hydrogen atom or organic functional group, i.e.
bromine (25B-NBOMe), chlorine (25C-NBOMe), hydrogen atom (25HNBOMe), -methyl (25DNBOMe), -ethyl (25E-NBOMe), -nitro (25N-NBOMe)
or –isopropyl (25iP-NBOMe).
These compounds are informally called the ‘NBOMes’. This name comes from
the ‘N-benzylmethoxy’ substituent (-methoxy being written in chemical
shorthand as ‘OMe’). As of 12 December 2013, ten ‘-NBOMe’ compounds
have been notified to the EU early warning system and it is important to note
that –NBOMe compounds can be derived from all ‘2C’ phenethylamines.
Furthermore, two simple variants of 25I-NBOMe are possible by moving the
methoxy group, found in position -2 on the benzyl moiety, to position -3 or -4.
Furthermore, many other chemical variants are possible by changing the
substitution pattern on the benzyl moiety to produce substances, the effects of
which may or may not be similar to 25I-NBOMe. (EMCDDA–Europol Joint
Report on a new psychoactive substance: 25I-NBOMe (4-iodo-2,5-dimethoxyN-(2-methoxybenzyl)phenethylamine; EMCDDA-Europol, Lisbon, January 2014 )
25I-NBOMe is potent, being active in sub-milligram doses. A common dose of the hydrochloride salt is 600–1,200 µg. The UK Advisory Council on the Misuse of Drugs states that a common dose is between 50 and 100 µg, although other sources indicate that these figures are incorrect; Erowid tentatively suggests that the threshold dosage for humans is 50–250 µg, with a light dose between 200–600 µg, a common dose at 500–800 µg, and a strong dose at 700–1500 µg. At this level of potency, it is not possible to accurately measure a single dose of 25I-NBOMe powder without an analytical balance, and attempting to do so may put the user at significant risk of overdose.
25I-NBOMe acts as a highly potent full agonist for the human 5-HT2A receptor, with a dissociation constant (Ki) of 0.044 nM, making it some sixteen times the potency of 2C-I itself at this receptor. A radiolabelled form of 25I-NBOMe can be used for mapping the distribution of 5-HT2A receptors in the brain.
25I-NBOMe induces a head-twitch response in mice which is blocked completely by a selective 5-HT2A antagonist, suggesting its psychedelic effects are mediated by 5-HT2A. This study suggested that 25I-NBOMe is approximately 14-fold more potent than 2C-I in-vivo.
While in-vitro studies showed that N-benzyl derivatives of 2C-I were significantly increased in potency compared to 2C-I, the N-benzyl derivatives of the related compound DOI were inactive.
25I-NBOMe also has weaker interactions with multiple other receptors. Ki values for interaction with the following targets were greater than 500 nM: 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.