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  • 1
    Publication Date: 1985-01-01
    Print ISSN: 0021-8820
    Electronic ISSN: 1881-1469
    Topics: Chemistry and Pharmacology , Medicine
    Published by Springer Nature
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 18 (1994), S. 255-264 
    ISSN: 1573-1111
    Keywords: Association ; orientation ; 2H-NMR ; 13C-NMR ; circular dichroism ; cyclodextrin-azo dye complex
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract OrangeII (4) and γ cyclodextrin (CD) form 2 : 1 and 2 : 2 complexes. The complexes self-associate and microscopy indicates the formation of a fibroid aggregate. In the induced c.d. spectrum, the π → π* band of this complex appears at ∼500 nm in solution, but in the aggregate it changes to aJ-band due to the head-to-tail stacking of4 and aH-band due to its parallel stacking; this indicates that the aggregation expands not only in the direction of the symmetry axis of the CD, but also in the other two dimensions.2H-NMR spectroscopy from deuteron exchange and solvation between the aggregate and deuterium oxide exhibits quadrupole splitting in the region of 0–0.2 KHz. The orientation behavior obtained from this splitting suggests the formation of a liquid-crystaloid substance.13C-T 1 NMR indicates that molecules4 and γ CD show the sameT 1 values even at 333 K; this complex behaves like a single molecule. The behaviors of other azo dye-CD complexes are also discussed.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 3 (1985), S. 71-84 
    ISSN: 1573-1111
    Keywords: β-cyclodextrin ; fendiline ; Sensit ; solubility enhancement ; induced optical activity ; inclusion complex
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Fendiline (N-[1-phenylethyl]-3,3-diphenylpropylamine hydrochloride, trade name: Sensit) is a β-receptor blocker and a Ca antagonist. It is a viscous oil and even its crystalline hydrochloride is a very hydrophobic and sparingly soluble compound in water.β-Cyclodextrin complexes fendiline base in a molar ratio of 2∶1. In aqueousβ-cyclodextrin solution, the significantly increased solubility and the intensive induced circular dichroism prove the formation of true inclusion complexes with both the base and the hydrochloride. In artificial gastric juice, the solubility of the complexed forms of the fendiline base and its hydrochloride is 40 and 22 times higher, respectively, than that of free drugs. The complexation withβCD resulted in a two-threefold increase in the rate constants of diffusion and absorption determined in a Sartorius apparatus.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 15 (1994), S. 281-292 
    ISSN: 1573-1111
    Keywords: Terfenadine ; β-cyclodextrin ; inclusion complex
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Terfenatine (TFN) is a very hydrophobic antiallergic drug. It exists in three polymorphic and two solvated forms and is practically insoluble in water. These properties make a pharmaceutical formulation with acceptable biopharmaceutical characteristics difficult to prepare. Inclusion complexation with β-cyclodextrin (βCD) may eliminate such problems. The properties of the TFN/βCD system have been studied in liquid, gaseous and solid phases by1H and13C NMR spectroscopy, powder X-ray diffractometry, differential scanning calorimetry and fast atom bombardment mass spectrometry. The solubility phase diagram was also recorded. In solution and in the gaseous phase the 1∶1 complex prevails, whereas a 1∶2 TFN/βCD complex has been isolated by precipitation from homogeneous solution.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 31 (1998), S. 169-178 
    ISSN: 1573-1111
    Keywords: manidipine ; cyclodextrin ; multicomponent complex ; citric acid ; tartaric acid ; hydroxy acids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Manidipine (MDP,(±)-2-[-(diphenylmethyl)-1-piperazinyl]ethylmethyl-1,4-dihydro-2,6-dimethyl-4(m-nitrophenyl)-3,5-pyridinedicarboxylate methyl-ester) is a poorlysoluble (〈1 μg/mL) long acting antihypertensive drug. Salt formingwith citric or tartaric acid results in a 400 to 600 fold solubilityenhancement, respectively, which can be further increased by an order ofmagnitude with cyclodextrins. Dimethyl-βCD alone results in a more than8000 fold solubility enhancement. Besides the strongly enhanced solubility1HNMR spectroscopy also proves the inclusion-type interactionbetween Manidipine and cyclodextrins. From the attained 5-8 mg/mL solubilityof the drug in water an improved bioavailability and pharmacokinetics isexpected.
    Type of Medium: Electronic Resource
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