512. The structure of pseudomorphine

Bentley, K. W.; Dyke, S.F.

doi:10.1039/jr9590002574

Cited by 34 publications

(14 citation statements)

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“…The structure of this derivative was shown to be 2,2'-bimorphine on the basis of spectral and chemical studies (2). Because of the extended conjugated system, the fluorescence properties of I1 are greatly enhanced over that of I. n Several fluorometric assays of I in biological material are based on the conversion of I to a pseudomorphine derivative (3-6).…”

Section: Morphine (Imentioning

confidence: 99%

See 1 more Smart Citation

Fluorescence Properties of Pseudomorphine and Congeners: Structure–Activity Relationships

Darwin

Cone

1980

Journal of Pharmaceutical Sciences

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Section: Morphine (Imentioning

confidence: 99%

“…A kinetic method of analysis was reported (2). In the method, which is based on the imidazole-or substituted imidazole-catalyzed hydrolysis of 2,4-dinitrophenyl acetate, the extent of catalysis is dependent on the pilocarpine concentration.…”

Section: Acknowledgmentsmentioning

confidence: 99%

Fluorescence Properties of Pseudomorphine and Congeners: Structure–Activity Relationships

Darwin

Cone

1980

Journal of Pharmaceutical Sciences

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“…Methylparaben and propylparaben are added to inhibit microbial growth in the formulation. The primary degradation product of 4,5-epoxymorphinans with a hydroxyl group at the 3-position is the 2,2'-dimer that forms from the oxidation of the phenolic group with subsequent condensation to the dimer [1,2]. The dimer that forms from nalbuphine is 2,2"- …”

Section: Nalbuphinementioning

confidence: 99%

Determination of nalbuphine hydrochloride, methylparaben, and propylparaben in nalbuphine hydrochloride injection by high performance liquid chromatography

1998

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SummaryA stability-indicating liquid chromatographic method has been developed for the determination of nalbuphine hydrochloride, methylparaben, and propylparaben in nalbuphine hydrochloride injection. Reversed-phase chromatography was carried out using a mobile phase containing 0.05 % trifluoroacetic acid, acetonitrile, and tetrahydrofuran. Quantitation was achieved with UV detection at 280 rim. Validation data for linearity, accuracy, precision, specificity, and robustness are presented. The chromatographic system resolves nalbuphine from synthetic impurities and degradation products.bisnalbuphine. 10-Ketonalbuphine is another degradation product of nalbuphine that has been found, although at much lower levels. The potential synthetic impurities are [~-nalbuphine and c~-nor-14-hydroxydihydromorphine. Structures of nalbuphine and related compounds are shown in Figure 1. In this method, all synthetic impurities and degradation products are separated from nalbuphine.A survey of the literature revealed that there have been numerous studies concerned with the determination of nalbuphine in biological fluids. Nalhuphine has been determined in plasma using HPLC with either electrochemical detection [3][4][5][6][7] or UV detection [8,9], and in urine by gas chromatography [10][11][12]. Thin layer chromatography has been used to determine nalbuphine in equine urine [13]. However, no methods have been reported for the determination of nalbuphine in commercial preparations. This method was developed for the determination of nalbuphine and parabens in a parenteral product.

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“…The amounts of morphine and pseudomorphine were quantified from linear curves (peak areas vs concentration using a dual wavelength detector 280/254 nm) constructed by direct injection of samples. Pseudomorphine was identified by mass spectrometry and UV spectroscopy by comparison with a sample prepared according to Bentley & Dyke (1959).…”

Section: Morphine Solutions the Two Intrathecal Morphine Solutionsmentioning

confidence: 99%

“…Reugents. Methanol (LC Carloerba), ammonium phosphate (Merck), trifluoroacetic acid (Fluka), morphine hydrochloride (Francopia); pseudomorphine was synthetized in the laboratory by the method of Bentley & Dyke (1959).…”

Section: Morphine Solutions the Two Intrathecal Morphine Solutionsmentioning

confidence: 99%

The stability of morphine in isobaric and hyperbaric solutions in a drug delivery system

Caute

Monsarrat

Lazorthes

et al. 1988

Journal of Pharmacy and Pharmacology

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Intrathecal preparations of morphine for use in intractable pain must contain no preservatives. They are generally formulated in saline (isobaric) or dextrose (hyperbaric) which raises questions of stability. The behaviour of morphine in hyperbaric and isobaric solutions stored in a reservoir for implantation has been examined and the effect of temperature and the time of contact of morphine with the different components of the reservoir as well as the sterilization procedure have been investigated. The best stability was observed with a hyperbaric solution in which there was 15 to 20 times less pseudomorphine than in the isobaric solution, which was found to contain 1% pseudomorphine after 1 month of storage at 37 degrees C in the reservoir. Similar solutions stored in ampoules did not degrade.

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512. The structure of pseudomorphine

Cited by 34 publications

References 0 publications

Fluorescence Properties of Pseudomorphine and Congeners: Structure–Activity Relationships

Fluorescence Properties of Pseudomorphine and Congeners: Structure–Activity Relationships

Determination of nalbuphine hydrochloride, methylparaben, and propylparaben in nalbuphine hydrochloride injection by high performance liquid chromatography

The stability of morphine in isobaric and hyperbaric solutions in a drug delivery system

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