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UK: Class A
|SYNONYMS||ETH-LAD, 6-ethyl-6-nor-Lysergic acid diethylamide|
|CHEMICAL AND PHYSICAL DATA|
|MOLAR MASS||337.47 g/mol|
|3D MODEL (JSMOL)|
|(WHAT IS THIS?)|
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MDA is a substrate of the serotonin, norepinephrine, dopamine, and vesicular monoamine transporters, as well as a TAAR1 agonist, and for these reasons acts as a reuptake inhibitor and releasing agent of serotonin, norepinephrine, and dopamine (that is, it is an SNDRA). It is also an agonist of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors and shows affinity for the α2A-, α2B-, and α2C-adrenergic receptors and serotonin 5-HT1A and 5-HT7 receptors.
The (S)-optical isomer of MDA is more potent than the (R)-optical isomer as a psychostimulant, possessing greater affinity for the three monoamine transporters.
In terms of the subjective and behavioral effects of MDA, it is thought that serotonin release is required for its empathogen-entactogen effects, release of dopamine and norepinephrine is responsible for its psychostimulant effects, dopamine release is necessary for its euphoriant (rewarding and addictive) effects, and direct agonism of the serotonin 5-HT2A receptor is causative of its psychedelic effects.[medical citation needed]
Comparison with MDMA
The effect on serotonin may explain the similar entactogenic effects of MDMA and MDA. However, (S)-MDA has higher potency as an agonist of the 5-HT2A receptor than (R)-MDMA; thus MDA tends to cause more psychedelic-like effects, such as visual hallucinations. MDMA can also produce psychedelic-like visual effects, though these are generally less pronounced than those of MDA or require higher doses to become apparent. Relative to MDMA, MDA is also a more potent releasing agent of norepinephrine and dopamine and hence is more stimulating in comparison. In addition, MDMA is slightly less neurotoxic to serotonergic neurons than MDA at the same dose. This is in contrast to Methamphetamine and Amphetamine, where the latter is not neurotoxic but the former methylated form is.
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