3-[2-(diethylamino)ethyl]-1H-indol-4-ol

• ChemBase ID: 170467
• Molecular Formular: C14H20N2O
• Molecular Mass: 232.3214
• Monoisotopic Mass: 232.15756327
• SMILES: c1ccc2c(c1O)c(c[nH]2)CCN(CC)CC
• Canonical SMILES: CCN(CCc1c[nH]c2c1c(O)ccc2)CC
• InChI: InChI=1S/C14H20N2O/c1-3-16(4-2)9-8-11-10-15-12-6-5-7-13(17)14(11)12/h5-7,10,15,17H,3-4,8-9H2,1-2H3
• InChIKey: OHHYMKDBKJPILO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(diethylamino)ethyl]-1H-indol-4-ol
• IUPAC Traditional name: 4-HO-det
• Synonyms: 3-(2-Diethylaminoethyl)indol-4-ol; 4-Hydroxy-N,N-diethyltryptamine; CZ 74; 3-[2-(Diethylamino)ethyl]-1H-indol-4-ol; 4-HO-DET; 4-Hydroxy-N,N-diethyltryptamine

Database IDs

• CAS Number: 22204-89-3
• PubChem SID: 164226377
• PubChem CID: 9991554

CALCULATED PROPERTIES

• Acid pKa: 9.064444
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.7420638
• LogD (pH = 7.4): 0.20774333
• Log P: 1.6143886
• Molar Refractivity: 71.9203 cm^3
• Polarizability: 28.694574 Å^3
• Polar Surface Area: 39.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941250

4-Hydroxy-N,N-diethyltryptamine (4-HO-DET) is a hallucinogenic tryptamine of moderate duration; a psychedelic compound.

REFERENCES

• Cerletti, A. et al.: Adv. Pharmacol., 6, 233 (1968)
• McKenna, D.J. et al.: Neuropharmacology, 29, 193 (1968)