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  • Analytical Chemistry and Spectroscopy  (14)
  • Cephalosporin  (1)
  • 1
    Digitale Medien
    Digitale Medien
    PMR studies of the deuteration and hydration of 4-piperidones (1969)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 1 (1969), S. 389-399 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: PMR spectra of substituted 4-piperidones in base and salt forms in D2O, water and other solvents are reported, and spectral characteristics interpreted in terms of equilibria between free ketone and 4,4-dideuteroxy (or hydroxy) forms. It is shown that 1-mono and 1,3-disubstituted-4-piperidones exist extensively as the corresponding dideuteroxy (or hydrated) species in D2O (or H2O) provided the ring nitrogen atom is positively charged, and that 3-substituents decrease the population of these forms. The facile D/H exchange of α-protons in the piperidone bases is also demonstrated.
    Zusätzliches Material: 3 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270010506
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  • 2
    Digitale Medien
    Digitale Medien
    Conformational analysis of the tropane analogue of pethidine and related compounds by 1H NMR spectroscopy (1974)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 6 (1974), S. 441-444 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The preferred solute conformation of ethyl 3α-phenyltropane-3β-carboxylate hydrochloride, the tropane analogue of pethidine, is shown to be a piperidine chair with an axial 3-phenyl substituent by analysis of its 1H NMR characteristics and spectral comparisons with model compounds. Conformational studies of synthetic intermediates are also reported and favoured boat forms identified for 3α-diphenylhydroxymethyl-3β-tropanol and 3α-phenyl-3β-tropanyl phenyl ketone. In the hot-plate test for analgesia performed on mice, ethyl 3α-phenyltropane-3β-carboxylate is about 1·5 times as effective as pethidine.
    Zusätzliches Material: 1 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270060809
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  • 3
    Digitale Medien
    Digitale Medien
    Conformationally dependent influence of 3-substituents on the observable magnetic non-equivalence of benzylic methylene protons in N-benzylpiperidines (1975)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 7 (1975), S. 544-547 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Examples are given of the conformationally dependent influence of 3-substituents (methyl, n-propyl, allyl, aryl, hydroxy and acyloxy) on the magnetic non-equivalence of the benzylic methylene protons (NCH2Ph) of N-benzylpiperidine as observable by 1H NMR. The results, together with data already reported, emphasise the value of 1H NMR studies of N-benzyl derivatives in stereochemical investigations of substituted piperidines.
    Zusätzliches Material: 1 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270071105
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  • 4
    Digitale Medien
    Digitale Medien
    PMR studies of N-substituted-2,5-dimethyl-4-piperidones (1970)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 2 (1970), S. 197-208 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: PMR characteristics of some isomeric 1-substituted-2,5-dimethyl-4-piperidones are reported and major isomers shown to have a trans 2,5-dimethyl configuration. Differences between benzylic methylene signals of isomeric 1-benzyl analogs provide evidence of the preferred conformation of the cis derivative. Evidence of the D/H exchange of α-protons in 1,2,5-trimethyl-4-piperidone base and of addition of D2O to the carbonyl group of the corresponding hydrochloride and methiodide salts is also demonstrated. The effect of a 2-methyl substituent upon the chemical shifts of N-methyl groups in some piperidine methiodides is discussed.
    Zusätzliches Material: 3 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270020213
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  • 5
    Digitale Medien
    Digitale Medien
    Configurational and conformational studies of N,N-dimethylpiperidinium derivatives by 13C and 1H NMR spectroscopy (1982)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 18 (1982), S. 171-175 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The 13C and 1H NMR spectra of a series of methiodides of mono- and di-C-methyl derivatives of 1-methyl-4-phenyl-4-piperidinols are reported and chemical shift data analysed in terms of configurations and conformations of isomeric sets. Results demondtrate the value of quaternary salt NMR data as an aid to configurational assignment, and the evaluation of non-bonded interactions governing conformational equilibria in piperidine derivatives.
    Zusätzliches Material: 2 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270180312
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  • 6
    Digitale Medien
    Digitale Medien
    Stereochemical studies of substituted 6,7- benzomorphan derivatives by 13C and 1H NMR spectroscopy (1982)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 20 (1982), S. 254-259 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The 13C NMR spectra of a series of 6,7-benzomorphan derivatives variously substituted at C-5 and C-9 by methyl and at C-3 by cyano, alkyl and aralkyl groups, together with certain 3-cyano, 3-allyl or benzyl congeners, are reported and chemical shift data analysed in terms of the configuration of isomeric pairs and compounds isolated as single diastereoisomers. Special attention is given to the consequences of γ-shielding interactions, the effects of the nitrogen lone-pair orbital and anisotropic shielding by the aromatic region of the molecule. Deductions of stereochemistry are supported by 1H NMR data and the NMR features of the corresponding methiodide salts.
    Zusätzliches Material: 2 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270200413
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  • 7
    Digitale Medien
    Digitale Medien
    13C NMR studies of isomeric piperidine derivatives with opiate properties and related compounds (1981)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 15 (1981), S. 275-279 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The 13C NMR spectra of a series of methyl substituted 3-arylpiperidines and 4-aryl-4-piperidinols and related compounds are reported, and chemical shift data analysed in terms of the configuration and conformation of isomeric pairs. Special attention is given to the γ chemical shift parameter of axial methyl, and the effects of a nitrogen lone pair orbital and hydroxyl or acyloxy group on the chemical shifts of ring and methyl carbons.
    Zusätzliches Material: 3 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270150313
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  • 8
    Digitale Medien
    Digitale Medien
    Conformation of a diastereoisomeric pair of enkephalin analogues: A 400 MHz 1H NMR study (1984)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 22 (1984), S. 395-398 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 1H NMR spectra recorded at 400 MHz of the enkephalin analogues Tyr-D-NIe-Gly-Phe-D(and L)-NIeS and the dipeptide Ac-Phe-D-NIeS as solutes in DMSO-d6 are reported and assigned. A preferred conformation of the D2L5 peptide is proposed, based on evidence of an intramolecular hydrogen bond between Phe4 NH and Tyr1 CO and NH/a-CH coupling constants. The possibility of conformational differences between the isomeric peptides accounting for differences in their ability to bind to δ-opiate receptors is discussed.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1270220610
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  • 9
    Digitale Medien
    Digitale Medien
    Stereochemistry of diastereoisomeric propionyl esters of 4-(2-furyl)-3-methyl-1-phenethyl-piperidin-4-ols and the analgesic ether derived from their acid-catalysed ethanolysis (1983)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 21 (1983), S. 137-139 
    Details
    ISSN: 0030-4921
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The stereochemistry of diastereoisomeric propionyl esters of 4-(2-furyl)-3-methyl-1-phenethylpiperidin-4-ols has been established by 13C NMR analysis. Both isomers, after acid-catalysed ethanolysis, are converted to the corresponding 4-ethoxy derivative of configuration (t-3-Me, r-4-OEt) that correlates with its analgesic properties.
    Zusätzliches Material: 1 Tab.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/omr.1270210212
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  • 10
    Digitale Medien
    Digitale Medien
    Stereochemical studies of the 4-alkyl-4-arylpiperidine class of opioid ligand (1989)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 27 (1989), S. 964-972 
    Details
    ISSN: 0749-1581
    Schlagwort(e): 4-Alkyl-4-arylpiperidines ; Opioid ligands ; 1H NMR ; 13C NMR ; Stereochemistry ; Conformational analysis ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The 1H (270, 400 MHz) and 13C (67.5 MHz) NMR spectra of some 4-methyl- (also 4-n-propyl- and -isobutyl)-4-(3-hydroxy- and 3-methoxy-phenyl)piperidines and their 3-methyl diastereoisomers are reported. Many of the compounds had opioid ligand activities. The data were analysed in terms of preferred conformation and configuration (3-methyl derivatives). Only compounds with preference for axial 4-aryl chair conformations displayed marked agonist properties and the one potent antagonist, cis-1,3,4-trimethyl-4-(3-hydroxyphenyl)piperidine, favoured an equatorial 4-aryl chair.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mrc.1260271012
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