1-(4-methylphenyl)-2-(pyrrolidin-1-yl)butan-1-one hydrochloride

• ChemBase ID: 174290
• Molecular Formular: C15H22ClNO
• Molecular Mass: 267.79428
• Monoisotopic Mass: 267.13899201
• SMILES: Cl.c1c(ccc(c1)C(=O)C(CC)N1CCCC1)C
• Canonical SMILES: CCC(C(=O)c1ccc(cc1)C)N1CCCC1.Cl
• InChI: InChI=1S/C15H21NO.ClH/c1-3-14(16-10-4-5-11-16)15(17)13-8-6-12(2)7-9-13;/h6-9,14H,3-5,10-11H2,1-2H3;1H
• InChIKey: KGZQAHAZFKZPTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-methylphenyl)-2-(pyrrolidin-1-yl)butan-1-one hydrochloride
• IUPAC Traditional name: 1-(4-methylphenyl)-2-(pyrrolidin-1-yl)butan-1-one hydrochloride
• Synonyms: (2E)-N-[2-[2-(1-Methyl-2-piperidinyl)ethyl]phenyl]-3-phenyl-2-propenamide-13C,d3; 1-(4-Methylphenyl)-2-(1-pyrrolidinyl)-1-butanone Hydrochloride; MPBP; 4'-Methyl-2-(1-pyrrolidinyl)butyrophenone Hydrochloride; F 1938; 4'-Methyl-α-pyrrolidinobutyrophenone Hydrochloride

Database IDs

• CAS Number: 1214-15-9
• PubChem SID: 164230200
• PubChem CID: 71750579

CALCULATED PROPERTIES

• Acid pKa: 18.19682
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1833818
• LogD (pH = 7.4): 2.907459
• Log P: 3.4328973
• Molar Refractivity: 71.4899 cm^3
• Polarizability: 27.697012 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326362

A labelled intermediate in the preparation of cinnamylpyridinium arenesulfonate salts. The compound may be used as a 5-HT2 antagonist for treating 5-HT2-related diseases such as haemorrhoids, for example.

Toronto Research Chemicals - M326380

A new designer drug of abuse. A related compound of Pyrovalerone (P997750). Controlled substance.

REFERENCES

• Kamata, H., et al.: Xenobiotica, 36, 709 (2006)
• Ewald, A., et al.: Anal. Bioanal. Chem., 390, 1837 (2006)
• Sauer, C., et al.: Forensic Sci. Int., 181, 47 (2006)