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Chemical Compound Review

Piperidon     piperidin-2-one

Synonyms: Piperidone, Piperidinone, Valerolactam, Valerolactim, A-Piperidone, ...
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Disease relevance of Valerolactim


High impact information on Valerolactim

  • The SEs of cyclohexanone, delta-valerolactone, and delta-valerolactam have been estimated to be 4.3, 11.3, and 5.1 kcal/mol, respectively [2].
  • The piperidone inhibitors were prepared by utilization of the Evans chiral auxilliary to introduce the amino group with enantioselectivity and also to act as a leaving group in an intramolecular cyclization to the piperidone [3].
  • Time-resolved fluorescence decays from a series of methoxynaphthalene labelled peptides in ethyl acetate were monitored over the temperature range -40 to 60 degrees C. The quenching effect of a piperidone acceptor group placed at various positions along the peptide chain relative to the fluorescent methoxynaphthalene donor was studied [4].
  • Inhibitory activities towards human Placental aromatase of novel pyrrolidinone and piperidinone drugs were investigated and compared with those of aminoglutethimide (AG) in vitro [5].
  • Mutations in the lamA gene of Aspergillus nidulans prevent the conversion of exogenous 2-pyrrolidone (gamma-butyrolactam) to gamma-amino-n-butyrate (GABA) and also prevent the (probably analogous) utilisation of 2-piperidone (sigma-valerolactam) [6].

Analytical, diagnostic and therapeutic context of Valerolactim

  • Quantitation of two of the chromone alkaloids has been achieved by HPLC and a graphite column has been used to separate the unstable stereoisomers of the piperidone chromone alkaloids [7].


  1. Inhalation toxicity of dimethyl piperidinone. O'Neill, A.J., Ross, P.E., Elliott, G.S., Malley, L.A., Kennedy, G.L. Toxicology (2003) [Pubmed]
  2. The effect of carbonyl substitution on the strain energy of small ring compounds and their six-member ring reference compounds. Bach, R.D., Dmitrenko, O. J. Am. Chem. Soc. (2006) [Pubmed]
  3. Synthesis and use of 3-amino-4-phenyl-2-piperidones and 4-amino-2-benzazepin-3-ones as conformationally restricted phenylalanine isosteres in renin inhibitors. de Laszlo, S.E., Bush, B.L., Doyle, J.J., Greenlee, W.J., Hangauer, D.G., Halgren, T.A., Lynch, R.J., Schorn, T.W., Siegl, P.K. J. Med. Chem. (1992) [Pubmed]
  4. Influence of secondary structure on the decay kinetics of fluorescent donor-acceptor labelled peptides. Hungerford, G., Donald, F., Birch, D.J., Moore, B.D. Biosensors & bioelectronics. (1997) [Pubmed]
  5. Imidazole derivatives of pyrrolidonic and piperidonic as potential inhibitors of human placental aromatase in vitro. Baroudi, M., Robert, J., Luu-Duc, C. J. Steroid Biochem. Mol. Biol. (1996) [Pubmed]
  6. Lactam utilisation in Aspergillus nidulans: evidence for a fourth gene under the control of the integrator gene intA. Arst, H.N., Penfold, H.A., Bailey, C.R. Mol. Gen. Genet. (1978) [Pubmed]
  7. Chromatography of the chromone and flavonoid alkaloids. Houghton, P.J. Journal of chromatography. A. (2002) [Pubmed]
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