1-(1-methylpyrrolidin-2-yl)-3-[(2S)-1-methylpyrrolidin-2-yl]propan-2-one

• ChemBase ID: 165053
• Molecular Formular: C13H24N2O
• Molecular Mass: 224.34246
• Monoisotopic Mass: 224.1888634
• SMILES: C1CC(N(C1)C)CC(=O)C[C@@H]1CCCN1C
• Canonical SMILES: O=C(CC1CCCN1C)C[C@@H]1CCCN1C
• InChI: InChI=1S/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3/t11-,12?/m0/s1
• InChIKey: ZEBIACKKLGVLFZ-PXYINDEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1-methylpyrrolidin-2-yl)-3-[(2S)-1-methylpyrrolidin-2-yl]propan-2-one
• IUPAC Traditional name: 1-(1-methylpyrrolidin-2-yl)-3-[(2S)-1-methylpyrrolidin-2-yl]propan-2-one
• Synonyms: rel-1-[(2R)-1-Methyl-2-pyrrolidinyl]-3-[(2S)-1-methyl-2-pyrrolidinyl]-2-propanone; (R*,S*)-1,3-Bis(1-methyl-2-pyrrolidinyl)-2-propanone; Bellaradin; Bellaradine; Cuskhygrin; Cuskhygrine; meso-Cuscohygrine; Cuscohygrine (Mixture of Diastereomers)

Database IDs

• CAS Number: 454-14-8
• PubChem SID: 162259186
• PubChem CID: 164599

CALCULATED PROPERTIES

• Acid pKa: 17.665844
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -4.6477647
• LogD (pH = 7.4): -1.3117454
• Log P: 1.2944313
• Molar Refractivity: 66.874 cm^3
• Polarizability: 26.345228 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Clear Colourless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C845000

It was the main alkaloid found in medicinal plants Datura metel.

REFERENCES

• Gambaro, V., et al.: Phytochemistry, 22, 1838 (1983)
• Hashimoto, T., et al.: J. Biol. Chem., 266, 4648 (1983)
• Zarate, R., et al.: J. Chem. Ecol., 23, 2059 (1983)