What molecule am I?
N,N-Diisopropyltryptamine (commonly abbreviated as DiPT) is a synthetic hallucinogenic substance. It is a derivative of the amino acid tryptophan and is closely related to the naturally occurring and widely banned N,N-dimethyltryptamine1 (DMT), the Molecule of the Week for September 17, 2018.
American biochemist Alexander T. Shulgin, the so-called 鈥済odfather of psychedelics鈥�, synthesized and experimented with DiPT as early as 1980. His 1997 book TIHKAL2: The Continuation, coauthored with his wife Ann, described their research, including their own experiences, with DiPT and other tryptamine derivatives.
Shulgin published as its hydrochloride. In the first, he combined indole with oxalyl chloride to form an acyl chloride intermediate, which was treated with diisopropylamine to form indol-3-yl-N,N-diisopropylglyoxylamide. This product was then reduced with lithium aluminum hydride to form DiPT鈭�HCl.
In the second, more direct, synthesis, Shulgin treated tryptamine with isopropyl iodide in the presence of a tertiary amine. The crude free base DiPT was acidified with anhydrous hydrogen chloride to form the HCl salt.
The same article goes on to describe DiPT鈥檚 hallucinogenic effects. DiPT is unlike all other psychedelic substances in that it produces primarily auditory effects. At moderate to high doses, it lowers the pitch of perceived sounds. In Shulgin鈥檚 experience when he ingested 25 mg:
My wife鈥檚 voice is basso, as if she had a cold鈥攎y ears with slight pressure as if my tubes were clogged but they aren鈥檛. Radio voices are all low, music out of key. Piano sounds like a bar-room disaster. The telephone ringing sounds partly underwater. In a couple more hours, music pretty much normal again.
DiPT is not a scheduled controlled substance in the United States, although its 5-methoxy derivative (aka 鈥渇oxy methoxy鈥�) is illegal. Possession of DiPT, however, could possibly be prosecuted under the Federal Analogue Act.
1. DMT continues to be studied as a replacement for side effect鈥損rone ketamine for treating severe depression
2. Abbreviation for 鈥淭ryptamines I Have Known and Loved鈥�.
N,N-顿颈颈蝉辞辫谤辞辫测濒迟谤测辫迟补尘颈苍别听hazard information
| Hazard class* | Hazard statement | |
|---|---|---|
| Acute toxicity, oral, category 4 | H302鈥擧armful if swallowed |  |
| Acute toxicity, dermal, category 4 | H312鈥擧armful in contact with skin | |
| Acute toxicity, inhalation, category 4 | H332鈥擧armful if inhaled | |
*Globally Harmonized System of Classification and Labeling of Chemicals.聽聽
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N,N-顿颈颈蝉辞辫谤辞辫测濒迟谤测辫迟补尘颈苍别听
fast facts
| CAS Reg. No. | 14780-24-6 |
nomenclature | 1H-Indole-3-ethanamine, N,N-bis(1-methylethyl)- |
| Empirical formula | C16H24N2 |
| Molar mass | 244.38 g/mol |
| Appearance | White crystalline solid |
| Melting point | 46 潞C |
| Water solubility | 鈮�14 g/L (est) |
MOTW update
Titanium dioxide (TiO2) was the Molecule of the Week for June 27, 2005. For decades it has been widely used for its brilliant, reflective whiteness in applications ranging from paints to sunscreens. Although it has long been thought to be safe as a food and toothpaste ingredient, recent studies revealed it to be a possible carcinogen. This month, a panel of the European Food Safety Authority reported that TiO2 . It is expected that the European Union will soon ban it as a food additive.
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