title: Nitrofurantoin-p-aminobenzoic acid cocrystal: hydration stability and dissolution rate studies.
abstract: Nitrofurantoin (NF) drug is known to transform to a hydrate form in aqueous medium. The hydration stability and dissolution rate of a few cocrystals of NF were compared with that of its stable β polymorph and hydrate form II. Hydrogen bonding and molecular packing in the novel cocrystal structures were analyzed. Pharmaceutical cocrystals of NF with p-aminobenzoic acid (PABA) and urea showed superior physicochemical properties compared with the known L-arginine salt hydrate. All the solid-state adducts were characterized by single-crystal X-ray diffraction, X-ray powder diffraction, differential scanning calorimetry, and thermogravimetric analysis. NF-PABA cocrystal was found to be superior among the compounds studied in terms of minimal transformation to NF hydrate and comparable dissolution rate to the reference drug.
authors.affiliation: School of Chemistry, University of Hyderabad, Prof. C. R. Rao Road, Gachibowli, Hyderabad 500046, Andhra Pradesh, India.
authors.forename: Suryanarayan
authors.initials: S
authors.lastname: Cherukuvada
authors.affiliation: School of Chemistry, University of Hyderabad, Prof. C. R. Rao Road, Gachibowli, Hyderabad 500046, Andhra Pradesh, India.
authors.forename: N Jagadeesh
authors.initials: NJ
authors.lastname: Babu
authors.affiliation: School of Chemistry, University of Hyderabad, Prof. C. R. Rao Road, Gachibowli, Hyderabad 500046, Andhra Pradesh, India. Electronic address: ashwini.nangia@gmail.com.
authors.forename: Ashwini
authors.initials: A
authors.lastname: Nangia
mesh_terms: D010129:4-Aminobenzoic Acid / Q000737:chemistry*; D000892:Anti-Infective Agents, Urinary / Q000737:chemistry*; D001120:Arginine / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D003460:Crystallization; D004339:Drug Compounding; D004355:Drug Stability; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D009582:Nitrofurantoin / Q000737:chemistry*; D033362:Powder Diffraction; D012995:Solubility; D013818:Thermogravimetry; D014508:Urea / Q000737:chemistry; D014867:Water / Q000737:chemistry; D014961:X-Ray Diffraction
chemical_list: D000892:Anti-Infective Agents, Urinary; D014867:Water; D014508:Urea; D009582:Nitrofurantoin; D001120:Arginine; D010129:4-Aminobenzoic Acid