Water-Soluble Derivatives of 3-Oxy-substituted 1,4-Benzodiazepines

Nudelman, Abraham; McCaully, Ronald J.; Bell, Stanley C.

doi:10.1002/jps.2600631211

Cited by 25 publications

(6 citation statements)

References 7 publications

(2 reference statements)

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“…False negative results for authentic and suspect counterfeit samples declared to contain lorazepam and triazolam, were due to poor extraction efficiency. Lorazepam and triazolam have poor solubilities in water and 10% MeOH and undergo hydrolysis [42–45] in acidic or basic medium thus making the API extraction problematic using either approach described in this study. Additionally, the triazolam tablets were colored and the resultant extract had a blue color which may have resulted in interfering luminescence masking the Raman spectral features of the analyte.…”

Section: Resultsmentioning

confidence: 99%

“…MeOH and undergo hydrolysis [42][43][44][45] in acidic or basic medium thus making the API extraction problematic using either approach described in this study. Additionally, the triazolam tablets were colored and the resultant extract had a blue color which may have resulted in interfering luminescence masking the Raman spectral features of the analyte.…”

Section: Methods Development Performance Metricsmentioning

confidence: 99%

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Rapid determination of eight benzodiazepines in suspected counterfeit pharmaceuticals using surface‐enhanced Raman scattering with handheld Raman spectrometers

Kimani

Lanzarotta

Batson

2021

Journal of Forensic Sciences

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Section: Resultsmentioning

confidence: 99%

Section: Methods Development Performance Metricsmentioning

confidence: 99%

Rapid determination of eight benzodiazepines in suspected counterfeit pharmaceuticals using surface‐enhanced Raman scattering with handheld Raman spectrometers

Kimani

Lanzarotta

Batson

2021

Journal of Forensic Sciences

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“…Heterocyclic nitrogen containing esters. 4-(4-methylpiperazinyl) acetic and butyric acids[31][32][33][34], including hydrobromide salts (14 -17), quaternary N-methylmorpholinium and piperazinium iodides (18 -21)(Fig. (4)), hydrobromide salt 22 and quaternary derivative 23 of the phenolic esters[35] (Fig.…”

mentioning

confidence: 99%

Nonpsychotropic Synthetic Cannabinoids

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2000

CPD

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Unlike natural cannabinoids which belong to the 6aR - trans series, the synthetic dexanabinol (HU-211), a 6aS-trans enantiomer, does not have affinity toward cannabinoid receptors and is devoid of cannabimimetic activity. On the other hand, dexanabinol demonstrated significant neuroprotective properties which prompted its development as a therapeutic agent. We now present the extension of a series of 6aS-trans cannabinoids with novel derivatives, including water soluble derivatives and congeners of dexanabinol.

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“…Alternatively, the crude residues were dissolved in the most polar solvent of the system indicated in Table I, and crystallization was induced in the chilled solution by addition of a less polar solvent. Characteristic data for compounds [7][8][9][10][11][12][13][14][15] are presented in Table I.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of some carbon-3 substituted 1,4-benzodiazepin-2-ones and their central effects

KOVAC¹,

Kajfež²,

Šunjić³

et al. 1979

J. Med. Chem.

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Starting from 3-hydroxy-1,4-benzodiazepin-2-ones 1--3, via 3-chloro derivatives 4--6, 13 new C(3)-substituted 1,4-benzodiazepin-2-ones were synthesized. Reaction of 4--6 with ethylene glycol yielded 3-(beta-hydroxyethyl) derivatives 7--9. Similar reaction with the isopropylidene derivative of glycerol afforded 10--12, which on hydrolysis of the isopropylidene group hielded glycerol derivatives 13--15. Reaction of trichloroacetyl chloride with oxazepam and temazepam yielded the corresponding trichloroacetyl esters 16 and 17. The beta-hydroxyethyl derivative 7 was conjugated with an acetylated glucopyranose derivative to give isomeric 18 and 19. Partition coefficients (log Poct) and central nervous system activities (in six stranded tests) were determined for 7--15 as well as several standard compounds. Most of the compounds exhibiting beneficial central nervous system activity had Poct values between 1.71 and 2.48. No correlation between lipophilicity and central nervous system activity could be discerned for these compounds.

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Water-Soluble Derivatives of 3-Oxy-substituted 1,4-Benzodiazepines

Cited by 25 publications

References 7 publications

Rapid determination of eight benzodiazepines in suspected counterfeit pharmaceuticals using surface‐enhanced Raman scattering with handheld Raman spectrometers

Rapid determination of eight benzodiazepines in suspected counterfeit pharmaceuticals using surface‐enhanced Raman scattering with handheld Raman spectrometers

Nonpsychotropic Synthetic Cannabinoids

Synthesis of some carbon-3 substituted 1,4-benzodiazepin-2-ones and their central effects

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