arijit mukherjee - Drug-drug co-crystals: Temperature-dependent proton mobility in the molecular complex of isoniazid with 4-aminosalicylic acid

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  Two drug-drug co-crystals of the anti-tuberculosis drugs   isoniazid (INH), pyrazinamide (PYR) and

  4-aminosalicylic acid (PAS) are reported. The first is the 1 : 1   molecular complex of INH and PAS. The

  second is the monohydrate of the 1 : 1 complex of PYR and PAS.   The crystal structures of both co-

  crystals are characterized by a number of hydrogen bonded   synthons. Hydrogen bonding of the

  COOH/Npyridine type is found in both cases. In the INH : PAS   co-crystal, there are two symmetry

  independent COOH/Npyridine hydrogen bonds. In one of these, the   H-atom is located on the

  carboxylic group and is indicative of a co-crystal. In the second   case, partial proton transfer occurs

  across the hydrogen bond, and the extent of proton transfer   depends on the temperature. This is more

  indicative of a salt. Drug-drug co-crystals may have some bearing   in the treatment of tuberculosis.

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