// Workers AI · dad joke modeWhat did 2CT4-2-EtO say? "I'm bonded to you.
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| Clinical data | |
|---|---|
| Other names | 2CT4-2EtO; 2CT4-2-ETO; 2CT-4-2-ETO; 2C-T-4-2-EtO; 2-Ethoxy-5-methoxy-4-isopropylthiophenethylamine; 2-Ethoxy-4-isopropylthio-5-methoxyphenethylamine; Tenderness |
| Routes of administration | Oral[1][2][3] |
| Drug class | Psychoactive drug |
| ATC code |
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| Pharmacokinetic data | |
| Duration of action | ~10 hours[1][2][3] |
| Identifiers | |
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| Chemical and physical data | |
| Formula | C14H23NO2S |
| Molar mass | 269.40 g·mol−1 |
| 3D model (JSmol) | |
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2CT4-2-EtO, also known as 2-ethoxy-5-methoxy-4-isopropylthiophenethylamine or as Tenderness, is a psychoactive drug of the phenethylamine, 2C, and TWEETIO families related to the psychedelic drug 2C-T-4.[1][2][3] It is the derivative of 2C-T-4 in which the methoxy group at the 2 position has been replaced with an ethoxy group.[1][2][3]
According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, 2CT4-2-EtO's dose is 10 to 25 mg orally and its duration is approximately 10 hours.[1][2][3] Doses between 10 and 25 mg with 5-mg increments resulted in virtually no differences in effects or duration, with a gentle "plus-two" on the Shulgin Rating Scale being reached independently of dose.[1] However, in another publication, Shulgin stated that the dose affected the duration only.[2] The effects of 2CT4-2-EtO have been reported to include "a peaceful meditative inner receptiveness and clarity" and "an honest connection felt with those who were present during the experience".[1][2][3] This resulted in the drug being given the nickname "Tenderness".[1] 2CT4-2-EtO also caused uncomfortable sleep.[1]
The chemical synthesis of 2CT4-2-EtO has been described.[1]
2CT4-2-EtO was first described in the literature by Shulgin in PiHKAL in 1991.[1] It was developed and tested by Darrell Lemaire, with publication via personal communication with Shulgin.[2][4][5][6][7] The drug is a controlled substance in Canada under phenethylamine blanket-ban language.[8]
See also
[edit]References
[edit]- 1 2 3 4 5 6 7 8 9 10 11 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. "The same wide range of effective dosages was also observed with the corresponding Tweetio. The 2-EtO-homologue of 2C-T-4 is 2-ethoxy-5-methoxy-4-isopropylthiophenethylamine, or 2CT4-2ETO. The benzaldehyde (2-ethoxy-5-methoxy-4-(isopropylthio)benzaldehyde) had a melting point of 43–44 °C, the nitrostyrene intermediate a melting point of 77–79 °C, and the final hydrochloride a melting point of 153.5–154 °C. There were practically no differences between trials at 5 milligram increments within the 10 and 25 milligram range. Each produced a gentle plus two level of effect which lasted for some 10 hours. A code name of “tenderness” was felt to be appropriate, as there was a peaceful meditative inner receptiveness and clarity noted, with an honest connection felt with those who were present during the experience. Sleep was not comfortable."
- 1 2 3 4 5 6 7 8 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
- 1 2 3 4 5 6 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
- ↑ "Erowid Darrell Lemaire Vault". erowid.org. Retrieved 14 November 2025.
- ↑ Morris H (7 December 2016). "The Lazy Lizard School of Hedonism". Hamilton's Pharmacopeia. Season 1. Episode 6. Vice Media. Viceland.
- ↑ Nez H, Lemaire D (2010). "Notes About Psychoactive Compounds" (PDF). In Targ R, Radin D (eds.). Radiant Minds: Scientists Explore the Dimensions of Consciousness. Millay. pp. 201–207. ISBN 978-0-615-29633-3.
- ↑ Nez H, Lemaire D (Lazar) (1990). Certain Exotic Transmitters as Smart Pills or Compounds that Increase the Capacity for Mental Work in Humans: A Story About LAZAR as Told by Hosteen Nez (2nd ed.). Archived from the original (PDF) on 9 July 2001.
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.