The hydrochloride hydrates of pentylone and dibutylone and the hydrochloride salt of ephylone: the structures of three novel designer cathinones

@article{Wood2017TheHH,
  title={The hydrochloride hydrates of pentylone and dibutylone and the hydrochloride salt of ephylone: the structures of three novel designer cathinones},
  author={Matthew Wood and Ivan Bernal and Roger A. Lalancette},
  journal={Structural Chemistry},
  year={2017},
  volume={28},
  pages={1369-1376}
}
The structures of the hydrochloride hydrates of pentylone and dibutylone and the hydrochloride salt of ephylone, three new clandestinely-manufactured designer cathinones are described. Pentylone is (±)-1-(1,3-benzodioxol-5-yl)-2-(methylamino)pentan-1-one, dibutylone is (±)-1-(1,3-benzodioxol-5-yl)-2-(dimethylamino)butan-1-one, and ephylone is (±)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)pentan-1-one. These three drugs have recently appeared in law enforcement seizures of illicit drug materials… 
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References

SHOWING 1-10 OF 23 REFERENCES
Mass, NMR and IR spectroscopic characterization of pentedrone and pentylone and identification of their isocathinone by-products.
TLDR
The structure elucidation of the aliphatic parts was carried out by product ion spectroscopy of the immonium ion with m/z=86 formed after electron ionization, and by one- and two-dimensional (1)H- and (13)C-NMR spectroscopic on the hydrochloride salts to determine the methylenedioxy position in the aromatic ring of pentylone.
Discrimination and identification of regioisomeric β-keto analogues of 3,4-methylenedioxyamphetamines by gas chromatography-mass spectrometry
Very recently, β-keto derivatives of 3,4-methylenedioxyamphetamines (MDAs) have appeared on the illicit drug market. In the present study, we synthesized three isomers of β-keto derivatives of MDAs,
A crystalline paradise – three substances exhibiting the following crystallization modes: (1) conglomerate, kryptoracemic and unbalanced (2) conglomerate and kryptoracemic
Abstract The compound bis(ethylenediamine- N , N ′)-(oxalato- O , O ′)-cobalt biphenyl-4,4′-disulfonate hydrate, refcode TIQHOR, crystallizes with four Co(III) cations in the asymmetric unit. Another
Bath salts, mephedrone, and methylenedioxypyrovalerone as emerging illicit drugs that will need targeted therapeutic intervention.
  • R. Glennon
  • Chemistry, Medicine
    Advances in pharmacology
  • 2014
TLDR
The use of the "and/or" term is emphasized because synthetic cathinones represent a broad class of agents that produce a variety of actions; the agents cannot be viewed as being pharmacologically equivalent.
New "party pill" components in New Zealand: the synthesis and analysis of some β-ketone analogues of 3,4-methylenedioxymethamphetamine (MDMA) including βk-DMBDB (β-ketone-N,N-dimethyl-1-(1,3-benzodioxol-5-yl)-2-butanamine).
TLDR
Though not yet seen in tablet or powder seizures, the synthesis and the analytical data for βk-DMBDB ((beta-ketone)-N,N-dimethyl-1-(1,3-benzodioxol-5-yl)-2-butanamine) are reported here for the first time.
Monoamine transporter and receptor interaction profiles of a new series of designer cathinones
Psychoactive β-keto amphetamines (cathinones) are sold as "bath salts" or "legal highs" and recreationally abused. We characterized the pharmacology of a new series of cathinones, including
Emerging drugs of abuse: current perspectives on substituted cathinones
TLDR
Substituted cathinones are synthetic analogs of cathinone that can be considered as derivatives of phenethylamines with a beta-keto group on the side chain that represent a large class of new popular drugs of abuse in the recreational drug market.
Cathinone, an alkaloid from khat leaves with an amphetamine-like releasing effect
  • P. Kalix
  • Psychology, Medicine
    Psychopharmacology
  • 2004
TLDR
It was found that low concentrations of (-)cathinone enhance the release of radioactivity in a dose-dependent manner, and that (-)dopamine was capable of sustaining the enhanced release induced by (+)amphetamine.
Analysis of NRG 'legal highs' in the UK: identification and formation of novel cathinones.
TLDR
The preparation of brominated precursors carrying the 3,4-methylenedioxyphenyl nucleus revealed extensive α,α-dibromination: the mass spectral and NMR data of these intermediates are also presented and discussed.
Khat and synthetic cathinones: a review
TLDR
The present work provides a review on khat and synthetic cathinones, concerning their historical background, prevalence, patterns of use, legal status, chemistry, pharmacokinetics, pharmacodynamics, and their physiological and toxicological effects on animals and humans.
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