NDLI: Sulfonate salts of the therapeutic agent dapsone: 4-[(4-aminophenyl)sulfonyl]anilinium benzenesulfonate monohydrate and 4-[(4-aminophenyl)sulfonyl]anilinium methanesulfonate monohydrate.

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Sulfonate salts of the therapeutic agent dapsone: 4-[(4-aminophenyl)sulfonyl]anilinium benzenesulfonate monohydrate and 4-[(4-aminophenyl)sulfonyl]anilinium methanesulfonate monohydrate.

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Sulfonate salts of the therapeutic agent dapsone: 4-[(4-aminophenyl)sulfonyl]anilinium benzenesulfonate monohydrate and 4-[(4-aminophenyl)sulfonyl]anilinium methanesulfonate monohydrate.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Gaytán-Barrientos, Nancy Sarahy Morales-Morales, David Herrera-Ruiz, Dea Reyes-Martínez, Reyna Rivera-Islas, Jesús
Description	Country affiliation: Mexico Author Affiliation: Gaytán-Barrientos NS ( Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C.P. 62209, Mexico.); Morales-Morales D ( Instituto de Química, Universidad Nacional Autónoma de México, Coyoacán, 04510 México D.F., Mexico.); Herrera-Ruiz D ( Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C.P. 62209, Mexico.); Reyes-Martínez R ( Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C.P. 62209, Mexico.); Rivera-Islas J ( Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, C.P. 62209, Mexico.)
Abstract	Dapsone, formerly used to treat leprosy, now has wider therapeutic applications. As is the case for many therapeutic agents, low aqueous solubility and high toxicity are the main problems associated with its use. Derivatization of its amino groups has been widely explored but shows no significant therapeutic improvements. Cocrystals have been prepared to understand not only its structural properties, but also its solubility and dissolution rate. Few salts of dapsone have been described. The title salts, C12H13N2O2S(+)·C6H5O3S(-)·H2O and C12H13N2O2S(+)·CH3SO3(-)·H2O, crystallize as hydrates and both compounds exhibit the same space group (monoclinic, P21/n). The asymmetric unit of each salt consists of a 4-[(4-aminophenyl)sulfonyl]anilinium monocation, the corresponding sulfonate anion and a water molecule. The cation, anion and water molecule form hydrogen-bonded networks through N-H...O=S, N-H...Owater and Owater-H...O=S hydrogen bonds. For both salts, the water molecules interact with one sulfonate anion and two anilinium cations. The benzenesulfonate salt forms a two-dimensional network, while the hydrogen bonding within the methanesulfonate salt results in a three-dimensional network.
File Format	HTM / HTML
Issue Number	Pt 4
Volume Number	72
e-ISSN	20532296
Journal	Acta Crystallographica Section C Structural Chemistry
Language	English
Publisher	IUCr
Publisher Date	2016-04-01
Publisher Place	Great Britain (UK)
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Crystallography Discipline Analytical Chemistry Aniline Compounds Chemistry Benzenesulfonates Dapsone Mesylates Crystallography, X-ray Hydrogen Bonding Molecular Structure Salts Journal Article Research Support, Non-u.s. Gov't
Content Type	Text
Resource Type	Article

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