High solubility crystalline hydrates of Na and K furosemide salts

Khandavilli, U. B. Rao; Gangavaram, Swarupa; Goud, N. Rajesh; Cherukuvada, Suryanarayan; Raghavender, S.; Nangia, Ashwini; Manjunatha, Sulur G.; Nambiar, Sudhir; Pal, Sharmistha

doi:10.1039/c3ce42347f

Cited by 27 publications

(20 citation statements)

References 29 publications

(13 reference statements)

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“…Studying XRD data for the 21 wt% furosemide nanofoam revealed the presence of a small fraction of crystalline furosemide (form I) and compare diffractograms for the neat furosemide powder, the foam with 21 wt% furosemide and neat CNF. The typical peaks for the form I were found at 6.0°, 12.1°, 18.1° and 19.0° . In conclusion, both nanofoam types contained a mixture of crystal form I and the amorphous sodium furosemide salt, but the fraction of the crystal I form was larger for the nanofoam with 50 wt% furosemide, which fits well with previous scanning electron microscopy (SEM) observations.…”

Section: Resultssupporting

confidence: 89%

“…The typical peaks for the form I were found at 6.0°, 12.1°, 18.1°and 19.0°. [3,[30][31][32] In conclusion, both nanofoam types contained a mixture of crystal form I and the amorphous sodium furosemide salt, but the fraction of the crystal I form was larger for the nanofoam with 50 wt% furosemide, which fits well with previous scanning electron microscopy (SEM) observations.…”

Section: Solid State Characterizationsupporting

confidence: 89%

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Floating solid cellulose nanofibre nanofoams for sustained release of the poorly soluble model drug furosemide

Svagan

Müllertz

Löbmann

2017

Journal of Pharmacy and Pharmacology

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Section: Resultssupporting

confidence: 89%

Section: Solid State Characterizationsupporting

confidence: 89%

Floating solid cellulose nanofibre nanofoams for sustained release of the poorly soluble model drug furosemide

Svagan

Müllertz

Löbmann

2017

Journal of Pharmacy and Pharmacology

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“…The poor solubility of FS is reportedly linked to strong intra-and inter-molecular hydrogen bonding in the pure crystal, resisting facile solvation, and its weakly acidic nature. 7 Finally, numerous cocrystals of furosemide with a range of coformers, as well as cocrystal polymorphs, hydrates and solvates have been reported. Mesoporous materials, such as SBA-15 containing silica walls with large pores, have been used as drug delivery systems to improve the release of FS in site-specific areas.…”

Section: Introductionmentioning

confidence: 99%

A furosemide–isonicotinamide cocrystal: an investigation of properties and extensive structural disorder

et al. 2015

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Furosemide is a loop diuretic drug marketed in solid form which suffers from low solubility and low permeability. The pharmaceutically relevant properties of a recently described furosemide-isonicotinamide 2:1 cocrystal (2FS-INA) were investigated and compared with those of other known furosemide cocrystals. The intrinsic dissolution rate of 2FS-INA was found to be very similar to that of commercial FS, while its equilibrium solubility was 5.6 times higher than that of pure FS. The extensive structural disorder in 2FS-INA observed by diffraction methods was also investigated by variabletemperature solid-state NMR in conjunction with first principles calculations. 15 N NMR confirmed the absence of proton disorder in the short OH⋅⋅⋅N hydrogen bond. The disordered sulphonamide group was found to be dynamic by variable temperature 2 H experiments, involving fast exchange of the sulphonamide NH2 protons combined with a rotation of the whole sulphonamide group about the C-S bond. The disorder of the furan rings of both the unique furosemide molecules was also found to be dynamic by 13 C experiments, with roughly the same activation barrier for both rings.Please do not adjust margins Please do not adjust margins recycle delay of 1 second in the direct excitation experiment and 10-35 s in the CP experiments, depending on temperature. The contact time was 4 ms, acquiring over 48-180 transients. SPINAL64 with 78 kHz

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“…In addition to the narrow absorption window and the intestinal efflux proteins further decrease its bioavailability [2]. Khandavilli et al prepared high-solubility crystalline hydrates of Na and K furosemide salts to improve the poor solubility behavior [3], while other researchers have created several alternative drug carriers, like supramolecular complexes [4,5], hot-melt extrusion products [6], nanocapsules [7], microspheres [8] and halloysites [9] to overcome the unfavorable drug features. Drug-loaded nanofibrous delivery systems could be a promising alternative in case of furosemide, offering unique properties which contribute to the increase of bioavailability with a highly porous structure and a high surface-area-to-volume ratio, and enabling the preservation of the initially crystalline drug in amorphous form in the fibers, either in solid dispersion or in solid solution [10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Influence of Aqueous Solubility-Enhancing Excipients on the Microstructural Characteristics of Furosemide-Loaded Electrospun Nanofibers

et al. 2020

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Electrospun nanofibers were prepared from furosemide-containing hydroxypropyl cellulose and poly(vinylpyrrolidone) aqueous solutions using different solubility enhancers. In one case, a solubilizer, triethanolamine, was applied, while in the other case a pH-modifier, sodium hydroxide, was applied. Scanning electron microscopy (SEM) was carried out for morphological characterization of the fibers. The SEM images indicated similar mean diameter size of the two fibrous formulations. However, in contrast to the NaOH-containing fibers of normal diameter distribution, the triethanolamine-containing fibers showed approximately normal diameter distribution, possibly due to their plasticizing effect and the consequent slightly ribbon-like morphology. Attenuated total reflectance-Fourier transform infrared spectroscopy (ATR-FTIR), powder X-ray diffraction (XRD) and positron annihilation lifetime spectroscopy (PALS) were applied for microstructural characterization. The FTIR measurements confirmed that furosemide salt was formed in both cases. There was no sign of any crystallinity based on the XRD measurements. However, the PALS highlighted the differences in the average o-Ps lifetime values and distributions of the furosemide-loaded fibrous formulations. The two types of electrospun nanofibrous formulations containing amorphous furosemide salt showed similar macrostructures but different microstructural characteristics depending on the type of solubility enhancers, which lead to altered storage stability.

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High solubility crystalline hydrates of Na and K furosemide salts

Abstract: Furosemide–Na–trihydrate displayed aqueous solubility of about 4000 fold higher than that of furosemide while furosemide–K–monohydrate has over 10 000 times improved solubility.

Cited by 27 publications

References 29 publications

Floating solid cellulose nanofibre nanofoams for sustained release of the poorly soluble model drug furosemide

Floating solid cellulose nanofibre nanofoams for sustained release of the poorly soluble model drug furosemide

A furosemide–isonicotinamide cocrystal: an investigation of properties and extensive structural disorder

Influence of Aqueous Solubility-Enhancing Excipients on the Microstructural Characteristics of Furosemide-Loaded Electrospun Nanofibers

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