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CasNo: 61-52-9
MF: C16H24N2
N,N-dipropyltryptamine (DPT) is a synthetic tryptamine hallucinogen which has been used psychotherapeutically in humans. The Psychedelic N,N-Dipropyltryptamine Prevents Seizures in a Mouse Model of Fragile X Syndrome via a Mechanism that Appears Independent of Serotonin and Sigma1 Receptors.
InChI:InChI=1/C16H24N2/c1-3-10-18(11-4-2)12-9-14-13-17-16-8-6-5-7-15(14)16/h5-8,13,17H,3-4,9-12H2,1-2H3
Dipropyltryptamine (DPT) is a synthetic ...
In the present studies, DPT was tested in a drug-elicited head-twitch assay in mice, and in rats trained to discriminate lysergic acid diethylamide (LSD), N,N-dimethyl-4-phosphoryloxytryptamine (psilocybin), or 3,4-methylenedioxymethamphetamine (MDMA). A separate group of rats was also trained to recognize DPT itself as a discriminative stimulus, and in all cases, the behavioral effects of DPT were challenged with the selective serotonin (5-HT)2A antagonist M100907, the 5-HT1A selective antagonist WAY-100635, or their combination.
We show that a similar psychedelic tryptamine, N,N-dipropyltryptamine (DPT), completely prevents audiogenic seizures (AGS) in an Fmr1 knockout mouse model of fragile X syndrome at a 10 mg/kg dose but not at lower doses (3 or 5.6 mg/kg). Despite showing in vitro that DPT is a serotonin 5-HT2A, 5-HT1B, and 5-HT1A receptor agonist (with that rank order of functional potency, determined with TRUPATH Gα/βγ biosensors), pretreatment with selective inhibitors of 5-HT2A/2C, 5-HT1B, or 5-HT1A receptors did not block DPT’s antiepileptic effects; a pan-serotonin receptor antagonist was also ineffective.
tryptamine
propionaldehyde
Dipropyltryptamine
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 20 ℃; Inert atmosphere;
|
94% |
tryptamine
1-iodo-propane
N-ethyl-N,N-diisopropylamine
Dipropyltryptamine
Conditions | Yield |
---|---|
In diethyl ether; at 20 ℃; for 16h;
|
46% |
3-(2-bromoethyl)-1H-indole
di-n-propylamine
tryptamine
1-iodo-propane