Intermolecular contacts influencing the conformational and geometric features of the pharmaceutically preferred mebendazole polymorph C

Tautomerism in drugs with benzimidazole carbamate moiety: an electronic structure analysis

“…4). Crystal structure details of most BC drugs suggest that B is the correct representation [17,20]. Sokol et al [25] suggested that two tautomers (B and C) are possible for carbendazim (CM).…”

“…Low aqueous solubility (\6 mg/mL) of these molecules has restricted their formulation development in the forms of suspensions, paste, powder, or intraruminal bolus, which compels the administration in larger doses to achieve the desired therapeutic response [16][17][18][19][20]. Solid-state researchers working in the molecular pharmaceutics are fascinated to understand the polymorphism in the BC molecules, so as to improve the bioavailability profile of these molecules.…”

Polymorphism: an evaluation of the potential risk to the quality of drug products from the Farmácia Popular Rede Própria

“…These products also failed to comply with the acceptance criteria of the United States Pharmacopoeia (USP) and the Food and Drug Administration (FDA) in dissolution assays (Brits et al, 2010). Therefore, the anthelmintic efficacy of mebendazole is highly dependent on the polymorphism (Martins et al, 2009).…”

Polymorphism and Solvatomorphism 2009

“…51 The crystal structure of mebendazole Form-C has been reported, which was found to crystallize in the triclinic P-1 space group as a nearly planar molecule with some twisting of the benzoyl group relative to the benzimidazole ring. 52 The properties of three polymorphs of nateglinide were evaluated using a variety of methods, and all three forms were found to bear monotropic relationships to each other. 53 The pressure-temperature phase diagram of the orthorhombic polymorphs I and II of progesterone has been developed, as well as the temperature dependence of lattice parameters and the specific volume of the melt at ordinary pressure, and the Form-I-melt-Form-II triple point was located at 459.4 K and 149.0 MPa.…”