Sublimation thermodynamics aspects of adamantane and memantine derivatives of sulfonamide molecular crystals

Perlovich, German L.; Volkova, Тatyana V.

doi:10.1039/c8cp03716g

Cited by 11 publications

(1 citation statement)

References 30 publications

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“…The rate of sublimation is the amount of solid transitioned to the vapor phase per unit time, per unit area of solid material. The rate of sublimation of a material depends on several factors such as temperature, pressure, presence of impurities, the velocity of air circulation, and physicochemical characteristics of the API. , Experimental determination of the sublimation rate is generally performed at standard temperature and pressure (298 K and 101.3 kPa) either by measuring the weight loss of the solid or by measuring the increase in mass of the sublimed vapor with time . The differential scanning calorimetry (DSC) or thermogravimetric analysis (TGA) could be used to measure the rate of sublimation of the drug.…”

Section: Resultsmentioning

confidence: 99%

Sublimation of Drugs from the Site of Application of Topical Products

Murthy¹,

Echanur²,

Matadh³

et al. 2023

Mol. Pharmaceutics

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The objective of the project was to investigate the plausibility of active pharmaceutical ingredients (APIs) to undergo sublimation from topical application following evaporation of solvent. Topical formulations with different APIs were subjected to a sublimation screening test. The APIs in the selected topical products were found to undergo sublimation to a different extent. The salicylic acid topical product was found to undergo a significant loss due to sublimation. The extent of sublimation of salicylic acid was significantly greater at skin temperature compared to room temperature. When the APIs were subjected to the sublimation screening test in their neat form at 32 ± 1 °C, the natural log of the rate of sublimation decreased linearly with the standard enthalpy of sublimation of compound (R 2 = 0.89). The formulation composition was found to have a significant impact on the extent of sublimation of the representative API, salicylic acid. The sublimation of APIs from the topical product was found to affect the mass balance studies in the case of the salicylic acid ointment. Furthermore, the results of the human studies agreed with the in vitro experimental results demonstrating the plausibility of loss of API due to sublimation from the site of application.

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Section: Resultsmentioning

confidence: 99%

Sublimation of Drugs from the Site of Application of Topical Products

Murthy¹,

Echanur²,

Matadh³

et al. 2023

Mol. Pharmaceutics

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Polymorphism and White Light Emission of 1‐Bromo‐3,5,7‐triphenyladamantane Compared with 1,3,5,7‐Tetraphenyladamantane

Gowrisankar,

Fokin,

Becker

et al. 2024

Eur J Org Chem

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Here we report our investigation of 1‐bromo‐3,5,7‐triphenyladamantane (1) and the elucidation of polymorphic crystals (1A and 1B) using single crystal X‐ray diffraction. In the monoclinic crystal system of 1A (P21/n), we observed CH−π interactions, while Br···Br interactions are absent. Conversely, the Br···Br interactions are an apparent factor in the formation of the monoclinic crystal system of 1B (R3). We compare our findings with 1,3,5,7‐tetraphenyladamantane (2), characterized by numerous CH−π interactions in the solid. Computational analyses were employed to investigate the interactions within the characteristic dimers present in the unit cells of 1A and 1B, including visualization of noncovalent interactions and the use of the atoms‐in‐molecules approach, and MO analysis. These support the notion of London dispersion (LD) dimer‐dimer interactions in 1A between the phenyl moieties, whereas 1B exhibits additional dimer‐dimer Br···Br contacts. In contrast, the crystals of 2 are exclusively held together by CH−π stacking LD interactions, a feature absent in the polymorphs of 1. Both polymorphic forms of 1 emit white light when subjected to 900 nm continuous wave laser irradiation, displaying a subtle blue shift compared to 2. The absence of CH−π stacking interactions between the dimers of 1 causes a small red‐shift in the emission spectrum.

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