1-(naphthalen-1-yl)-2-[(2H8)pyrrolidin-1-yl]pentan-1-one hydrochloride

• ChemBase ID: 174996
• Molecular Formular: C19H24ClNO
• Molecular Mass: 317.85296
• Monoisotopic Mass: 317.15464207
• SMILES: Cl.c12cccc(c1cccc2)C(=O)C(CCC)N1CCCC1
• Canonical SMILES: CCCC(C(=O)c1cccc2c1cccc2)N1CCCC1.Cl
• InChI: InChI=1S/C19H23NO.ClH/c1-2-8-18(20-13-5-6-14-20)19(21)17-12-7-10-15-9-3-4-11-16(15)17;/h3-4,7,9-12,18H,2,5-6,8,13-14H2,1H3;1H
• InChIKey: ZXZHLWWXPQQYJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(naphthalen-1-yl)-2-[(^2H₈)pyrrolidin-1-yl]pentan-1-one hydrochloride
• IUPAC Traditional name: 1-(naphthalen-1-yl)-2-[(^2H₈)pyrrolidin-1-yl]pentan-1-one hydrochloride
• Synonyms: 1-(Naphthalen-2-yl)-2-(pyrrolidin-1-yl)pentan-1-one Hydrochloride; 1-(2-Naphthalenyl)-2-(1-pyrrolidinyl)-1-pentanone Hydrochloride; Naphyrone Hydrochloride; b-Naphyrone Hydrochloride; 2-Naphthyl Pyrovalerone Hydrochloride

Database IDs

• CAS Number: 850352-11-3
• PubChem SID: 164230906
• PubChem CID: 71750940

CALCULATED PROPERTIES

• Acid pKa: 17.693565
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8312227
• LogD (pH = 7.4): 3.6007261
• Log P: 4.3535213
• Molar Refractivity: 87.4999 cm^3
• Polarizability: 35.370735 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid
• Melting Point: >189°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N377700

A Pyrovalerone (P997750) analog as selective dopamine transporter inhibitors.

REFERENCES

• Meltzer, P., et al.: Bioorg. Med. Chem., 10, 3583 (2002)
• Madras, B., et al.: Eur. J. Pharmacol., 479, 41 (2002)
• Carroll, F., et al.: J. Med. Chem., 47, 296 (2002)