5-IAI
Chemical compound
From Wikipedia, the free encyclopedia
5-Iodo-2-aminoindane (5-IAI) is an entactogen drug of the 2-aminoindane family.[3][1] Human anecdotal reports suggest that it is entactogenic but produces little euphoria or stimulation.[1][3]
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| Other names | 5-Iodo-2-aminoindane; 5-Iodo-2-aminoindan; 5-IAI; NRG-5 |
| Routes of administration | Oral[1] |
| Drug class | Serotonin–norepinephrine–dopamine releasing agent; Entactogen |
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| Duration of action | 2–4 hours[1] |
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| Formula | C9H10IN |
| Molar mass | 259.090 g·mol−1 |
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The drug acts as a releasing agent of serotonin, norepinephrine, and dopamine.[1][3][4] It produces much less serotonergic neurotoxicity than MDMA in animals.[1][3]
5-IAI was developed in the 1990s by a team led by David E. Nichols at Purdue University.[3][5] It was encountered as a novel recreational designer drug in 2010, but never gained widespread popularity.[1][3]
Use and effects
The human dosage of 5-IAI has been described as 100 to 200 mg and its duration of action as 2 to 4 hours.[1] Human anecdotal reports suggest that 5-IAI is entactogenic and that it increases sociability and trust.[1] On the other hand, it is reported that 5-IAI produces very little euphoria and is far less stimulating than MDMA and other amphetamines.[1] Relatedly, 2-aminoindanes like 5-IAI never gained widespread popularity as recreational drugs, probably due to their relative lack of euphoria.[1]
Interactions
Pharmacology
Pharmacodynamics
Similarly to MDMA, 5-IAI acts as a serotonin–norepinephrine–dopamine releasing agent (SNDRA).[1] Its EC50 values for induction of monoamine release have not been reported.[1] In any case, its relative potency for monoamine release is serotonin > dopamine > norepinephrine.[1] In addition, 5-IAI's affinity (Ki) values for the monoamine transporters are 879 nM for the serotonin transporter (SERT), 311 nM for the norepinephrine transporter (NET), and 992 nM for the dopamine transporter (DAT), whereas its values in terms of functional inhibition have been reported to be 241 nM or 2,500 nM at the SERT, 612 nM or 760 nM at the NET, and 992 nM or 2,300 nM at the DAT in two different respective studies.[1]
In addition to its interactions with the monoamine transporters, 5-IAI shows high affinity for the serotonin 5-HT1A, 5-HT2A, 5-HT2B, and 5-HT2C receptors, as well as affinity for the α2A-, α2B-, and α2C-adrenergic receptors.[1] The high affinity for the serotonin receptors is in contrast to MDAI.[1]
5-IAI and MDAI fully substitute for MDMA in drug discrimination tests in rodents.[1][5] This suggests that they produce MDMA-like subjective and entactogenic effects in rodents.[1]
Unlike related 2-aminoindane derivatives like MDAI and MMAI, 5-IAI causes some serotonergic neurotoxicity in rats (15% or less reduction of serotonergic markers), but is less neurotoxic than its corresponding amphetamine homologue para-iodoamphetamine (pIA) and the doses employed have been described as "extremely high".[1][4] In any case, regular high-dose 5-IAI has been found to produce cognitive and memory deficits in rodents.[1]
History
5-IAI was first described in the scientific literature by David E. Nichols and colleagues at Purdue University in 1991.[3][5] It was encountered as a novel designer drug online in 2010 and in the United Kingdom in 2011.[3]