1-[4-(methylsulfanyl)phenyl]propan-2-amine

• ChemBase ID: 174352
• Molecular Formular: C10H15NS
• Molecular Mass: 181.2978
• Monoisotopic Mass: 181.09252049
• SMILES: c1c(ccc(c1)CC(N)C)SC
• Canonical SMILES: CSc1ccc(cc1)CC(N)C
• InChI: InChI=1S/C10H15NS/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3
• InChIKey: OLEWMKVPSUCNLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(methylsulfanyl)phenyl]propan-2-amine
• IUPAC Traditional name: 4-methylthioamphetamine
• Synonyms: α-Methyl-4-(methylthio)benzeneethanamine; P 1882; p-Methylthioamphetamine; 4-Methylthioamphetamine

Database IDs

• CAS Number: 14116-06-4
• PubChem SID: 164230262
• PubChem CID: 151900

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.5864408
• LogD (pH = 7.4): -0.040097818
• Log P: 2.4324677
• Molar Refractivity: 56.4641 cm^3
• Polarizability: 22.22746 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M330650

It is a potent non-neurotonic serotonin-releasing agent, and a potent, selective and reversible monoamine oxidase-A (MAO-A) inhibitor. 4-Methylthioamphetamine (4-MTA) belongs to a group of new amphetamine derivatives that is usually sold as "ecstasy" or "

REFERENCES

• Bach, M., et al.: Xenobiotica, 29, 719 (1999)
• Carmo, H., et al.: Toxicology, 206, 75 (1999)
• Escobedo, I., et al.: Br. J. Pharmacol., 144, 231 (1999)