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(1R,3S)-3-(1H-Benzo[d]imidazol-2-yl)-1,2,2-tri­methyl­cyclo­pentane-1-carb­oxy­lic acid as a new anti-diabetic active pharmaceutical ingredient

The chiral title compound, C(16)H(20)N(2)O(2), which can be used for producing active pharmaceutical ingredients for treatment of type 2 pancreatic diabetes and other pathologies dependent on insulin resistance, was prepared from (1R,3S)-camphoric acid and o-phenyl­enedi­amine. It crystallized from...

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Detalles Bibliográficos
Autores principales: Kovalenko, Sergiy M., Konovalova, Irina S., Merzlikin, Sergiy I., Chuev, Vladimir P., Kravchenko, Dmitry V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7472757/
https://www.ncbi.nlm.nih.gov/pubmed/32939290
http://dx.doi.org/10.1107/S2056989020010439
Descripción
Sumario:The chiral title compound, C(16)H(20)N(2)O(2), which can be used for producing active pharmaceutical ingredients for treatment of type 2 pancreatic diabetes and other pathologies dependent on insulin resistance, was prepared from (1R,3S)-camphoric acid and o-phenyl­enedi­amine. It crystallized from an ethanol solution in the chiral monoclinic P2(1) space group. The five-membered ring adopts a twisted conformation with the methyl-substituted C atoms displaced by −0.273 (5) and 0.407 (5) Å from the mean plane through the other three atoms. In the crystal, mol­ecules are linked by O—H⋯N hydrogen bonds, forming chains along the a-axis direction. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to analyze the inter­molecular contacts present in the crystal.