1-{6-[bis(2H3)methylamino]naphthalen-2-yl}propan-1-one

• ChemBase ID: 176966
• Molecular Formular: C15H17NO
• Molecular Mass: 227.30158
• Monoisotopic Mass: 227.13101417
• SMILES: c1c(cc2c(c1)cc(cc2)C(=O)CC)N(C)C
• Canonical SMILES: CCC(=O)c1ccc2c(c1)ccc(c2)N(C)C
• InChI: InChI=1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3
• InChIKey: MPPQGYCZBNURDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{6-[bis(^2H₃)methylamino]naphthalen-2-yl}propan-1-one
• IUPAC Traditional name: 1-{6-[bis(^2H₃)methylamino]naphthalen-2-yl}propan-1-one
• Synonyms: 1-[6-(Dimethylamino-d6)-2-naphthalenyl]-1-propanone; 2-Propionyl-6-(dimethyl-d6)-aminonaphthalene; 6-Propionyl-2-(N,N-dimethylamino-d6)naphthalene; 6-Propionyl-2-(dimethylamino-d6)naphthalene; 6-Propanoyl-2-(N,N-dimethylamino-d6)naphthalene; Prodan-d6 (fluorophore); Prodan-d6

Database IDs

• PubChem SID: 164232876
• PubChem CID: 71751796

CALCULATED PROPERTIES

• Acid pKa: 16.61678
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2195904
• LogD (pH = 7.4): 3.3273866
• Log P: 3.3289497
• Molar Refractivity: 71.9665 cm^3
• Polarizability: 28.313063 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P755867

Labelled Prodan (P755865). Prodan is widely used as a fluorescent molecule probe because of its significant Stokes shift in polar solvents.

REFERENCES

• Weber, G., et al.: Biochemistry, 1979, 18, 3075 (1979)
• Chong, P., et al.: Biochemistry, 27, 399 (1979)
• Jurkiewicz, P., et al.: J. Fluoresc., 15, 883 (1979)