ChemInform Abstract: SYNTHESIS AND ACID‐BASE AND COMPLEXING PROPERTIES OF AMINO‐SUBSTITUTED α‐HYDROXYALKYLIDENEDIPHOSPHONIC ACIDS

Кабачник, М. И.; Medved, T. Ya.; Dyatlova, N. M.; Polikarpov, Yu. M.; Shcherbakov, B. K.; Bel'skii, F. I.

doi:10.1002/chin.197829274

Cited by 2 publications

(8 citation statements)

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“…However, this value is more reliable, because the concentration of alendronic acid in solution was 5.00 × 10 -3 M, which is five times more than in the previous report [17]. This allows increasing the yield of form H 4 L ± to 30% from the total concentration of alendronic acid.…”

Section: Procedures Of Dissociation Constants Determinationmentioning

confidence: 69%

“…The alendronic, olpadronic and pamidronic are the middle-strong acids by the second step of dissociation [17]. Thus, the two points must be taken into account for pK a2 determination: the concentration of acids should be higher then the value of dissociation constant [31]; the concentration of hydrogen ions should be considered in mass-balance equations by estimation of their concentration from measured pH values.…”

Section: Procedures Of Dissociation Constants Determinationmentioning

confidence: 99%

“…Therefore, most of pharmacopoeia methods of active substance quantification are titrimetric. However, the theoretical basis of determination of sodium alendronate by acid-base titration is complicated by very close third, fourth and fifth dissociation constant of alendronic acid [17] (Table 1). Moreover, alendronic acid is very weak by the third dissociation step ( Table 1).…”

Section: Introductionmentioning

confidence: 99%

“…2, curve 1). The dissociation constants of alendronic acid have been obtained [17] and are widely cited by other authors and referral databases [18]. However, it is interesting that other authors [20,21] have determined different dissociation constants of alendronic acid and have not dissolved this discrepancy.…”

Section: Introductionmentioning

confidence: 99%

“…However, it is interesting that other authors [20,21] have determined different dissociation constants of alendronic acid and have not dissolved this discrepancy. On the other hand, the stability constants of copper complexes with alendronic acid have been determined [22] without observation of disagreement between dissociation constants obtained in the previous works [17] and [20].Thus, the determination of reliable dissociation constants of alendronic acid and its analogs are of primary importance. They will be useful for modeling and prediction of the technological, environmental and pharmaco-kinetic equilibria, waste management etc.…”

Section: Introductionmentioning

confidence: 99%

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Re-evaluated data of dissociation constants of alendronic, pamidronic and olpadronic acids

et al. 2009

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The dissociation constants of (4-amino-1-hydroxybutylidene)bisphosphonic (alendronic) acid, (3-(dimethylamino)-1-hydroxypropylidene)bisphosphonic (olpadronic) acid and (3-amino-1-hydroxypropylidene)bisphosphonic (pamidronic) acid were obtained in aqueous solutions (0.10 M KCl) and micellar solutions of cetylpyridinium chloride (0.10 M CPC) at 25.0°C. With the exception of the third dissociation constant of alendronic acid, the dissociation constants of alendronic, olpadronic and pamidronic acids in aqueous solutions matched literature data. The possibility of sodium alendronate determination by acid-base titration by NaOH solution was theoretically grounded on the basis of re-evaluated data of alendronic acid dissociation constants.

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Section: Procedures Of Dissociation Constants Determinationmentioning

confidence: 69%

Section: Procedures Of Dissociation Constants Determinationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Re-evaluated data of dissociation constants of alendronic, pamidronic and olpadronic acids

et al. 2009

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Solid-State Phase Transition Mechanism and Physical–Chemical Study of the Crystal Forms of Monosodium Alendronate: Trihydrate versus Anhydrate

Gonzaga

Viana

2016

Crystal Growth & Design

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Alendronic acid is one of the most effective diphosphonate compounds used for clinical treatment of bone disorders. It is administered orally as its monosodium salt, for which hydrate and anhydrous crystal forms are known. The monosodium alendronate trihydrate form (NaH 4 A•3H 2 O) is incorporated into medicines as the Active Pharmaceutical Ingredient (API). The NaH 4 A•3H 2 O form can be dehydrated at temperatures above 115 °C, resulting in the anhydrous form (NaH 4 A). Although the crystal structures of both forms have already been reported, an investigation of the reversible dehydration/hydration solid-phase transition is presented here for the first time. A solid-state mechanism for the phase transition, which involves the reversible dehydration−hydration of the NaH 4 A•3H 2 O and NaH 4 A forms, is also proposed. A systematic study comparing the equilibrium solubility and discriminatory intrinsic dissolution of the NaH 4 A•3H 2 O and NaH 4 A forms is included. To achieve this goal, an alternative method of quantifying alendronate anions released from the crystal forms into solution, flame photometry, is proposed and validated. The stability and interconversion of the NaH 4 A•3H 2 O and NaH 4 A forms are probed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy−attenuated total reflectance (FTIR-ATR), and powder X-ray diffraction (PXRD).

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ChemInform Abstract: SYNTHESIS AND ACID‐BASE AND COMPLEXING PROPERTIES OF AMINO‐SUBSTITUTED α‐HYDROXYALKYLIDENEDIPHOSPHONIC ACIDS

Cited by 2 publications

References 0 publications

Re-evaluated data of dissociation constants of alendronic, pamidronic and olpadronic acids

Re-evaluated data of dissociation constants of alendronic, pamidronic and olpadronic acids

Solid-State Phase Transition Mechanism and Physical–Chemical Study of the Crystal Forms of Monosodium Alendronate: Trihydrate versus Anhydrate

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