Indanylaminopropane
Encyclopedia
Indanylaminopropane sometimes incorrectly referred to as indanylamphetamine, is an entactogen and psychedelic
drug
of the phenethylamine
and amphetamine
classes. It has been sold by online vendors through the internet
and has been encountered as a designer drug
since 2003, but its popularity has diminished in recent years.
IAP acts as a potent
and weakly selective
serotonin releasing agent
(SSRA) with IC50
values of 82 nM, 1,848 nM, and 849 nM for inhibiting the reuptake
of serotonin
, dopamine
, and norepinephrine
, respectively. It fully substitutes for MBDB
but not amphetamine
in trained animals, though it does produce disruption for the latter at high doses.
Anecdotal reports suggest that IAP is considerably less stimulating
and euphoric
than related compounds like MDMA. However, in combination with amphetamine, it is said to be virtually indistinguishable from MDA by recreational users.
Psychedelic drug
A psychedelic substance is a psychoactive drug whose primary action is to alter cognition and perception. Psychedelics are part of a wider class of psychoactive drugs known as hallucinogens, a class that also includes related substances such as dissociatives and deliriants...
drug
Drug
A drug, broadly speaking, is any substance that, when absorbed into the body of a living organism, alters normal bodily function. There is no single, precise definition, as there are different meanings in drug control law, government regulations, medicine, and colloquial usage.In pharmacology, a...
of the phenethylamine
Substituted phenethylamine
The substituted phenethylamines are chemical compounds with the 2-phenethylamine chemical structure modified at the phenyl ring, sidechain, and/or amino group. Some of them are psychoactive drugs, including stimulants, psychedelics, opioids, and entactogens, which exert their effects primarily...
and amphetamine
Substituted amphetamine
Substituted amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions...
classes. It has been sold by online vendors through the internet
Internet
The Internet is a global system of interconnected computer networks that use the standard Internet protocol suite to serve billions of users worldwide...
and has been encountered as a designer drug
Designer drug
Designer drug is a term used to describe drugs that are created to get around existing drug laws, usually by preparing analogs or derivatives of existing drugs by modifying their chemical structure to varying degrees, or less commonly by finding drugs with entirely different chemical structures...
since 2003, but its popularity has diminished in recent years.
IAP acts as a potent
Potency (pharmacology)
In the field of pharmacology, potency is a measure of drug activity expressed in terms of the amount required to produce an effect of given intensity. A highly potent drug evokes a larger response at low concentrations, while a drug of lower potency evokes a small response at low concentrations...
and weakly selective
Binding selectivity
Binding selectivity refers to the differing affinities with which different ligands bind to a substrate forming a complex. A selectivity coefficient is the equilibrium constant for the reaction of displacement by one ligand of another ligand in a complex with the substrate...
serotonin releasing agent
Serotonin releasing agent
A serotonin releasing agent is a type of drug which induces the release of serotonin from the pre-synaptic neuron into the synapse...
(SSRA) with IC50
IC50
The half maximal inhibitory concentration is a measure of the effectiveness of a compound in inhibiting biological or biochemical function. This quantitative measure indicates how much of a particular drug or other substance is needed to inhibit a given biological process by half...
values of 82 nM, 1,848 nM, and 849 nM for inhibiting the reuptake
Reuptake
Reuptake, or re-uptake, is the reabsorption of a neurotransmitter by a neurotransmitter transporter of a pre-synaptic neuron after it has performed its function of transmitting a neural impulse....
of serotonin
Serotonin
Serotonin or 5-hydroxytryptamine is a monoamine neurotransmitter. Biochemically derived from tryptophan, serotonin is primarily found in the gastrointestinal tract, platelets, and in the central nervous system of animals including humans...
, dopamine
Dopamine
Dopamine is a catecholamine neurotransmitter present in a wide variety of animals, including both vertebrates and invertebrates. In the brain, this substituted phenethylamine functions as a neurotransmitter, activating the five known types of dopamine receptors—D1, D2, D3, D4, and D5—and their...
, and norepinephrine
Norepinephrine
Norepinephrine is the US name for noradrenaline , a catecholamine with multiple roles including as a hormone and a neurotransmitter...
, respectively. It fully substitutes for MBDB
MBDB
Methylbenzodioxolylbutanamine is an entactogen of the phenethylamine chemical class. MBDB is a closely related chemical analogue of MDMA, with the only difference between the two molecules being an ethyl group instead of a methyl group attached to the alpha carbon.MBDB was first synthesized by...
but not amphetamine
Amphetamine
Amphetamine or amfetamine is a psychostimulant drug of the phenethylamine class which produces increased wakefulness and focus in association with decreased fatigue and appetite.Brand names of medications that contain, or metabolize into, amphetamine include Adderall, Dexedrine, Dextrostat,...
in trained animals, though it does produce disruption for the latter at high doses.
Anecdotal reports suggest that IAP is considerably less stimulating
Stimulant
Stimulants are psychoactive drugs which induce temporary improvements in either mental or physical function or both. Examples of these kinds of effects may include enhanced alertness, wakefulness, and locomotion, among others...
and euphoric
Euphoriant
A euphoriant is a type of psychoactive drug which tends to induce feelings of euphoria, the effects of which may include relaxation, anxiolysis, stress relief, mood lift, pleasure, and a rush although these effects are not necessary for a drug to be a euphoriant. Many euphoriants are notorious for...
than related compounds like MDMA. However, in combination with amphetamine, it is said to be virtually indistinguishable from MDA by recreational users.
See also
- 3,4-Dimethylmethcathinone3,4-Dimethylmethcathinone3,4-Dimethylmethcathinone is a stimulant drug first reported in 2010 as a designer drug analogue of mephedrone, apparently produced in response to the banning of mephedrone, following its widespread abuse in many countries in Europe and around the world.-See also:* Substituted cathinone*...
- 5-APDB5-(2-Aminopropyl)-2,3-dihydrobenzofuran5--2,3-dihydrobenzofuran is a putative entactogen drug of the phenethylamine and amphetamine classes. It is an analogue of the MDA where the heterocyclic 3-position oxygen from the 3,4-methylenedioxy ring has been replaced by a methylene group...
- 6-APB6-APB6-benzofuran or 1-benzofuran-6-ylpropan-2-amine is thought to be a stimulant and entactogen drug although to date, no authoritative source can say even whether or not it is psychoactive. Chemically, it is of the phenethylamine and substituted amphetamine classes...
- 6-APDB
- 5-(2-Aminopropyl)indole5-(2-Aminopropyl)indole5-indole is an indole derivative which is mentioned in TIHKAL as a fairly potent and long-lasting stimulant drug. It is related to several well known drugs, and can be viewed both as a structural isomer of α-MT , and as a ring-substituted derivative of amphetamine...
- DFMDADifluoromethylenedioxyamphetamineDifluoromethylenedioxyamphetamine is a substituted derivative of methylenedioxyamphetamine , which was developed by Daniel Trachsel and coworkers, along with the corresponding fluorinated derivatives of MDMA, MDEA, BDB and MBDB, with the aim of finding a non-neurotoxic drug able to be used as a...
- EthylenedioxymethamphetamineEDMA3,4-Ethylenedioxy-N-methylamphetamine is an entactogen drug of the amphetamine class. It is an analogue of MDMA where the methylenedioxy ring has been replaced by an ethylenedioxy ring. EDMA was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage is listed as 150–250 mg,...
- IndanylmethylaminopropaneIndanylmethylaminopropaneIndanylmethylaminopropane is a putative entactogen and selective serotonin releasing agent of the phenethylamine and amphetamine classes...
- Naphthylaminopropane
- TetralinylaminopropaneTetralinylaminopropaneTetralinylaminopropane is an entactogen drug of the amphetamine class which acts as a selective serotonin releasing agent . It has IC50 values of 121 nM, 6,436 nM, and 3,371 nM for inhibiting the reuptake of serotonin, dopamine, and norepinephrine, respectively...