17279-39-9Relevant academic research and scientific papers
Carbon-13 nuclear magnetic resonance spectra of fentanyl analogs
Brine,Boldt,Huang,Sawyer,Carroll
, p. 677 - 686 (2007/10/02)
Natural abundance carbon-13 chemical shifts are reported for the hydrochloride salts of fentanyl and fifteen analogs. The signals are assigned on the basis of chemical shift theory, SFORD multiplicities, signal intensities, comparisons with model compounds, and thiophene carbon-proton coupling constants. In addition to its forensic value, the data suggest that the solution conformations of the analogs are similar to that of fentanyl hydrochloride.
THE HIGHLY STEREOSELECTIVE CONVERSION OF N,N-DIMETHYLAMPHETAMINE INTO N-METHYLPSEUDOEPHEDRINE; A MIMIC OF THE ENZYME MEDIATED STEREOSPECIFIC BENZYLIC HYDROXYLATION OF 2-ARYLETHYLAMINES
Blagg, Julian,Davies, Stephen G.
, p. 4463 - 4472 (2007/10/02)
Treatment of (S)-(η6-N,N-dimethylamphetamine)Cr(CO)3, with n-butyllithium below -40 deg C gives a stable benzylic carbanion via loss of the pro-R-benzylic proton.Warming of this anion above -40 deg C gives (η6-E-β-methylstyrene)Cr(CO), via an ElcB type elimination wilhst trapping with an electrophile below -40 deg C gives benzylically functionalised amphetamines with overall retention of configuration.The use of oxodiperoxymolybdenum(pyridine)hexamtehylphosphoramide as the electrophile gives optically pure (1S,2S)-N-methylpseudoephedrine after decomplexation.
Inhibition of synaptosomal accumulation of l norepinephrine II: N aryloxyalkylphentermines, quaternary d amphetamines, and 3 aryloxypropylamines
Schaeffer,Cho,Fischer
, p. 122 - 126 (2007/10/06)
The inhibitory potencies of a series of N substituted phentermines on the synaptosomal uptake of l norepinephrine were found to be similar to those of the corresponding amphetamines. Quaternization of N,N dimethyl d amphetamine diminished, but did not abolish, its inhibitory potency, indicating that a permanently charged cation is also effective. Since the addition of an aromatic moiety at the end of a four atom chain originating at the nitrogen of amphetamine or phentermine significantly increased inhibitor strength, several 3 aryloxypropylamines and 4 phenylbutylamine were tested, but they were much weaker inhibitors than dl amphetamine. Thus, the observed increase in inhibitor potency apparently was not simply the result of a specific interaction of the 'nonmimic' portion of the N substituted amphetamines or phentermines.
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