(1R,3S)-3-(1H-Benzo[d]imidazol-2-yl)-1,2,2-tri-methyl-cyclo-pentane-1-carb-oxy-lic acid as a new anti-diabetic active pharmaceutical ingredient.

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作者:Kovalenko Sergiy M, Konovalova Irina S, Merzlikin Sergiy I, Chuev Vladimir P, Kravchenko Dmitry V
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-phenyl-enedi-amine. 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)†à from the mean plane through the other three atoms. In the crystal, mol-ecules 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 inter-molecular contacts present in the crystal.

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