ChemInform Abstract: SOME ASPECTS OF THE PHOTOCHEMICAL DEGRADATION OF FRUSEMIDE

Rowbotham, P. C.; Stanford, J. B.; Sugden, J. K.

doi:10.1002/chin.197708108

Cited by 15 publications

(15 citation statements)

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“…Changes in the UV spectra of furosemide in various sol- vents after exposure to fluorescent light and UV light were reported by Rowbotham et al,4) Moore and Sithipitaks, 3) and Asker and Ferdous.…”

Section: Purity Of Photodegradation Productsmentioning

confidence: 58%

“…3) Furosemide degrades rapidly at acidic pH, although it is stable at alkaline pH under laboratory conditions and diffuse daylight. [4][5][6] In addition, furosemide is a photosensitive drug and its degradation products and impurities have been reported. [7][8][9] Asker and Ferdous also reported that furosemide is most stable at pH 7 and that the photodegradation of furosemide follows first-order kinetics.…”

Section: Furosemidementioning

confidence: 99%

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Identification of Furosemide Photodegradation Products in Water–Acetonitrile Mixture

Katsura

Yamada²,

Nakashima³

et al. 2015

CHEMICAL & PHARMACEUTICAL BULLETIN

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The aim of this study was to identify the chemical structure of the photodegradation products of furosemide in a water-acetonitrile mixture (1 : 1). Furosemide solution was irradiated with a D65 fluorescent lamp and the products were isolated by preparative HPLC. The fractions were evaporated to dryness in vacuo. The purity of the photodegradation products was measured by HPLC. The purity of products 1, 3, and 4 was greater than 90%, whereas that of product 2 was 13%, therefore, photodegradation product 2 was unstable. We identified photodegradation products 1 and 3 as 4-chloro-5-sulfamoylanthranilic acid and 4-hydroxy-Nfurfuryl-5-sulfamoylanthranilic acid, respectively, by LC/MS and NMR. Additionally, we assumed that photodegradation product 4 was methyl 2-((furan-2-ylmethyl)amino)-4-hydroxy-3-(methyleneamino)-5-sulfamoylbenzoate by LC/MS and NMR. This showed that furosemide underwent hydrolysis and substitution, and reacted with the acetonitrile under the light of a D65 fluorescent lamp. We were furthermore able to determine the elution times of the photodegradation products of furosemide by applying the Japanese Pharmacopoeia chromatographic method for related substances to the isolated products.

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Section: Purity Of Photodegradation Productsmentioning

confidence: 58%

Section: Furosemidementioning

confidence: 99%

Identification of Furosemide Photodegradation Products in Water–Acetonitrile Mixture

Katsura

Yamada²,

Nakashima³

et al. 2015

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Furosemide is a weak acid and may precipitate in the acidic environment in the stomach where the solubility of the compound is low i.e. the lack of bile may have slowed down the dissolution rate of the precipitate and thereby decreased the bioavailability [32–34]] …”

Section: Resultsmentioning

confidence: 99%

Effect of bile on the oral absorption of halofantrine in polyethylene glycol 400 and polysorbate 80 formulations dosed to bile duct cannulated rats

Tønsberg

Holm

et al. 2011

Journal of Pharmacy and Pharmacology

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“…Furosemide, a potent diuretic was chosen as a model drug because of its inherent instability in moisture (12). Furosemide drug substance is also known to be chemically unstable in UV/light and its stability is also affected by pH and oxygen in aqueous solutions (13)(14)(15). It has previously been shown that moisture can negatively impact on the physical characteristics of furosemide tablets such as tablet hardness and disintegration (16).…”

Section: Research Articlementioning

confidence: 98%

Comparative stability study of unit-dose repackaged furosemide tablets

Asafu-Adjaye

Carlin

Jefferson

et al. 2011

Clinical Research and Regulatory Affairs

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The stability of a 40 mg furosemide tablet drug product repackaged in a unit-dose USP class A blister pack and the identical product in its original container made of HDPE material was studied under ICH long-term conditions of 25°C and relative humidity (RH) of 60% and accelerated stressed conditions of 40°C and 75% RH. Samples from original and repackaged drug products were periodically removed from storage conditions and subjected to pharmaceutical and spectroscopic analysis. Results indicate the potency 91.5 ± 0.9% of the tablet strength for the original packaging drug product vs 91.6 ± 4.0% for the repackaged product are statistically similar for long-term and accelerated stress conditions. Tablet hardness (6.0 ± 0.3 KP) and loss on drying (3.2%) was the same for original and repackaged drug products under both stressed conditions indicating similar moisture sorption behavior. Non-invasive spectroscopic techniques did not show any differences in moisture content. Dissolution and TGA results were similar for all study samples. In conclusion, contrary to a previous FDA repackaging study for tablets with hygroscopic excipients, the product quality attributes of furosemide tablets formulated with low sorption excipients were not affected by repackaging, under the specific stress conditions of this study.

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ChemInform Abstract: SOME ASPECTS OF THE PHOTOCHEMICAL DEGRADATION OF FRUSEMIDE

Cited by 15 publications

References 0 publications

Identification of Furosemide Photodegradation Products in Water–Acetonitrile Mixture

Identification of Furosemide Photodegradation Products in Water–Acetonitrile Mixture

Effect of bile on the oral absorption of halofantrine in polyethylene glycol 400 and polysorbate 80 formulations dosed to bile duct cannulated rats

Comparative stability study of unit-dose repackaged furosemide tablets

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