[2-(5-methoxy-1H-indol-3-yl)ethyl]bis(prop-2-en-1-yl)amine

• ChemBase ID: 67770
• Molecular Formular: C17H22N2O
• Molecular Mass: 270.36938
• Monoisotopic Mass: 270.17321333
• SMILES: N(CCc1c[nH]c2ccc(cc12)OC)(CC=C)CC=C
• Canonical SMILES: COc1ccc2c(c1)c(CCN(CC=C)CC=C)c[nH]2
• InChI: InChI=1S/C17H22N2O/c1-4-9-19(10-5-2)11-8-14-13-18-17-7-6-15(20-3)12-16(14)17/h4-7,12-13,18H,1-2,8-11H2,3H3
• InChIKey: HGRHWEAUHXYNNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(5-methoxy-1H-indol-3-yl)ethyl]bis(prop-2-en-1-yl)amine
• IUPAC Traditional name: 5-MeO-DALT
• Synonyms: N,N-Diallyl-5-methoxytryptamine; 5-Methoxy DALT; 5-Methoxy-N,N-di-2-propen-1-yl-1H-indole-3-ethanamine

Database IDs

• CAS Number: 928822-98-4
• MDL Number: MFCD11655942
• PubChem SID: 162033505
• PubChem CID: 50878551

CALCULATED PROPERTIES

• Acid pKa: 17.440722
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.48632717
• LogD (pH = 7.4): 2.1418777
• Log P: 3.6068943
• Molar Refractivity: 85.2308 cm^3
• Polarizability: 33.845963 Å^3
• Polar Surface Area: 28.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D416040

It is a tryptamine derivative recently used as a component in ‘bath salts’ that act directly on monoamine receptors (similar to MDMA) to produce its psychoactive effects. This compound is a standard for the forensic analysis of samples that may contain th

REFERENCES

• Kuipers, W., et al.: J. Med. Chem., 38, 1942 (1995)
• Green, A., et al.: Pharmacol. Rev., 55, 463 (1995)
• Nagai, F., et al.: Eur. J. Pharmacol., 559, 132 (1995)