Phenethylamines i Have Known and Loved

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#87 HOT-2; 2,5-DIMETHOXY-4-ETHYLTHIO-N-HYDROXYPHENETHYLAMINE

SYNTHESIS: A solution of 5.50 g 2,5-dimethoxy-4-ethylthio-beta-nitrostyrene (see under 2C-T-2 for its preparation) was made in 80 mL boiling anhydrous THF. On cooling, there was some separation of a fine crystalline phase, which was kept dispersed by continuous stirring. Under an inert atmosphere there was added 3.5 mL of a 10 M borane dimethylsulfide complex, followed by 0.5 g sodium borohydride as a solid. There was a slight exothermic response, and the color slowly faded. Stirring was continued for a week. There was then added 40 mL H2O and 20 mL concentrated HCl, and the reaction mixture heated on the steam bath for 15 minutes, with the THF at reflux. After cooling again to room temperature, all was poured into 1 L H2O and washed with 3x75 mL CH2Cl2, which removed all of the color but little of the product. The aqueous phase was made basic with 25% NaOH, and extracted with 3x75 mL CH2Cl2. The extracts were pooled and the solvent removed under vacuum to give a residue of 3.88 g of an amber oil. This was dissolved in 30 mL IPA, acidified with concentrated HCL to a bright red on universal pH paper, and then diluted with 200 mL anhydrous Et2O. After a short period of time, crystals started to form. These were removed by filtration, washed with Et2O, and air dried to constant weight. Thus was obtained 2.86 g 2,5-dimethoxy-4-ethylthio-N-hydroxyphenethylamine hydrochloride (HOT-2) as off-white crystals, with a melting point of 122 °C with decomposition. Anal. (C12H20ClNO3 S) H; C: calcd, 49.05; found, 50.15, 49.90.

DOSAGE: 10 - 18 mg.

DURATION: 6 - 10 h.

QUALITATIVE COMMENTS: (with 12 mg) Tastes OK. Some activity noticed in 30 minutes. Very smooth rise with no body load for next two hours. At that time I noted some visuals. Very pleasant. The bright spots in the painting over the fireplace seemed to be moving backwards (as if the clouds were moving in the painting). Upon concentrating on any item, there was perceptual movement with a little flowing aspect. The visuals were never all that strong, but could not be turned off during the peak. At hour three there was still some shimmering, and it was hard to focus when reading. Additionally, there was difficulty concentrating (some mental confusion). The material seemed to allow erotic actions; there was no problem about obtaining an erection. I ate very well, some crazy dips, as well as a fabulous cake. A very gentle down trend and I became close to baseline by 6 or 7 PM. I had no trouble driving. The dosage was good for me. I did not want more or less.

(with 12 mg) Comes on smoothly, nicely. In 40 minutes I feel nice euphoria, feel home again. Then I begin to get uncomfortable feelings. Gets more and more uncomfortable, feel I am sitting on a big problem. Blood pressure, pulse, go up considerably. Have hard time communicating, lie down for a while, get insight that most important thing for me to do is learn to listen, pay attention to what is going on. I do this the rest of the day, at first with considerable difficulty, then easier and easier. Discomfort stays with me for several hours, and although I get more comfortable towards the end of the day, I am never animated or euphoric. I feel very humbled, that I have a great deal to work out in my life. The next day I find myself very strong and empowered. I see that all I have to do is let things be as they are! This feels marvelous, and a whole new way to be--much more relaxed, accepting, being in the moment. No more axes to grind. I can be free.

(with 18 mg) I found myself with complete energy. I was completely centered with an absolute minimum of the dark edges that so often appear as components of these experiences. The ease of talking was remarkable. There was some blood-pressure run-up in the early part of the day, but that quickly returned to normal. I would repeat without hesitation.

EXTENSIONS AND COMMENTARY: Again, a case of where the potency range of the "hot," or hydroxylated compound (HOT-2, 10 to 18 milligrams) is very similar to that of the non-hydroxylated prototype (2C-T-2, 12-25 milligrams). It seems to be a well tolerated, and generally pleasant material, with a mixture of sensory as well as insightful aspects. Something for everyone.

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