1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one hydrochloride

• ChemBase ID: 173663
• Molecular Formular: C16H22ClNO3
• Molecular Mass: 311.80378
• Monoisotopic Mass: 311.12882125
• SMILES: c12c(ccc(c1)C(=O)C(CCC)N1CCCC1)OCO2.Cl
• Canonical SMILES: CCCC(C(=O)c1ccc2c(c1)OCO2)N1CCCC1.Cl
• InChI: InChI=1S/C16H21NO3.ClH/c1-2-5-13(17-8-3-4-9-17)16(18)12-6-7-14-15(10-12)20-11-19-14;/h6-7,10,13H,2-5,8-9,11H2,1H3;1H
• InChIKey: PYQZNWFQAMFAMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2H-1,3-benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one hydrochloride
• IUPAC Traditional name: methylenedioxypyrovalerone hydrochloride
• Synonyms: 1-(1,3-Benzodioxol-5-yl)-2-(1-pyrrolidinyl)-1-pentanone Hydrochloride; 3',4'-(Methylenedioxy)-2-(1-pyrrolidinyl)valerophenone Hydrochloride; Methylenedioxypyrovalerone; 1-(3',4'-Methylenedioxyphenyl)-2-pyrrolidino-1-pentanone Hydrochloride; MDPV; Methylenedioxy Pyrovalerone Hydrochloride

Database IDs

• CAS Number: 24622-62-6
• PubChem SID: 164229573
• PubChem CID: 24820602

CALCULATED PROPERTIES

• Acid pKa: 17.909422
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.1769569
• LogD (pH = 7.4): 2.7279174
• Log P: 2.987278
• Molar Refractivity: 76.8166 cm^3
• Polarizability: 30.212915 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 229-234°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M304080

Methylenedioxy pyrovalerone (MDPV) is a central nervous system stimulant drug and a constituent of the recreational drug mixture “bath salts”.

REFERENCES

• de Boer, D., et al.: Pharm. World Sci., 26, 110 (2004)
• Matsumoto, T., et al.: J. Health Sci., 52, 805 (2004)
• Chen, B., et al.: Talanta, 74, 512 (2004)