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4C-T-2

Chemical compound

Chemical compound

FieldValue
verifiedrevid477223594
image4C-T-2 skeletal.svg
image_classskin-invert-image
width250px
legal_statusUncontrolled
ATC_prefixNone
CAS_number_Ref
CAS_number850007-13-5
UNII_Ref
UNIIAY9HDQ4A2H
CAS_supplemental
849919-79-5 (hydrochloride)
PubChem11197523
ChemSpiderID_Ref
ChemSpiderID9372592
ChEMBL_Ref
ChEMBL372719
synonyms4-Ethylthio-2,5-dimethoxy-α-ethylphenethylamine
IUPAC_name1-[(2,5-dimethoxy-4-ethylthio)phenyl]butan-2-amine
C14H=23N=1O=2S=1
SMILESCOC1=C(CC(CC)N)C=C(OC)C(SCC)=C1
StdInChI_Ref
StdInChI1S/C14H23NO2S/c1-5-11(15)7-10-8-13(17-4)14(18-6-2)9-12(10)16-3/h8-9,11H,5-7,15H2,1-4H3
StdInChIKey_Ref
StdInChIKeyKLAWPCIXPDTGCZ-UHFFFAOYSA-N

| elimination_half-life =

849919-79-5 (hydrochloride)

4C-T-2, also known as 2,5-dimethoxy-4-ethylthio-α-ethylphenethylamine, is a synthetic drug of the phenethylamine, phenylisobutylamine, and 4C families. It is the α-ethylated analogue of 2C-T-2.

Pharmacology

Pharmacodynamics

TargetAffinity (Ki, nM)
[5-HT1A](5-ht1a-receptor)5,339
[5-HT1B](5-ht1b-receptor)10,000
[5-HT1D](5-ht1d-receptor)10,000
[5-HT1E](5-ht1e-receptor)9,879
[5-HT1F](5-ht1f-receptor)ND
[5-HT2A](5-ht2a-receptor)274 (Ki)
13.1–53 ()
78% ()
[5-HT2B](5-ht2b-receptor)58.1 (Ki)
630 (EC50)
ND (Emax)
[5-HT2C](5-ht2c-receptor)469 (Ki)
7.3–13.2 (EC50)
86–121% (Emax)
[5-HT3](5-ht3-receptor)10,000
[5-HT4](5-ht4-receptor)ND
[5-HT5A](5-ht5a-receptor)1,587
[5-HT6](5-ht6-receptor)10,000
[5-HT7](5-ht7-receptor)3,829
α1A, α1B10,000
α1DND
α2A–α2C10,000
β110,000
β2124.9
β3ND
D1, D210,000
D31,273
D4, D510,000
H1–H410,000
M1–M510,000
I1946.5
σ1514.6
σ210,000
ND
10,000 (Ki)
10,000 (Ki)
10,000 (Ki)
11,800 ()
100,000 (IC50)
**Notes:** The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. **Refs:**

4C-T-2 acts as a serotonin 5-HT2 receptor agonist, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.

History

4C-T-2 was first described in the scientific literature by at least 2005. It was more fully characterized in 2010 and then in 2023.

References

References

  1. (2011). "The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds". [[Transform Press]].
  2. (1 April 2025). "Kᵢ Database".
  3. "BindingDB BDBM50164331 1-(4-Ethylsulfanyl-2,5-dimethoxy-benzyl)-propylamine::CHEMBL372719".
  4. (February 2010). "Psychedelics and the human receptorome". PLOS ONE.
  5. (January 2023). "Pharmacological Mechanism of the Non-hallucinogenic 5-HT2A Agonist Ariadne and Analogs". ACS Chemical Neuroscience.
  6. (April 2005). "Sulfur-substituted alpha-alkyl phenethylamines as selective and reversible MAO-A inhibitors: biological activities, CoMFA analysis, and active site modeling". Journal of Medicinal Chemistry.
Info: Wikipedia Source

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5-ht2a-agonists 5-ht2b-agonists 5-ht2c-agonists 4c-(psychedelics) phenylisobutylamines ethylthio-compounds
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