Date Published: August 01, 2009
Publisher: International Union of Crystallography
Author(s): Mohammad Arfan, M. Nawaz Tahir, Rasool Khan, Sumbal Saba, Mohammad S. Iqbal.
In the molecule of the title compound, C12H15N3O2, the pyrazole ring is oriented at a dihedral angle of 49.64 (6)° with respect to the benzene ring. Intramolecular O—H⋯O, N—H⋯O and C—H⋯O interactions result in the formation of a trifurcated hydrogen bond. In the crystal structure, intermolecular N—H⋯O and O—H⋯N hydrogen bonds link the molecules, forming a network structure.
For general background to the diverse medical potential of pyrazoles and their modified forms, see: Gürsoy et al. (2000 ▶); Lynch & McClenaghan (2005 ▶). For the biological activity of pyrazolopyrimidines, see: Shaabani et al. (2009 ▶). For synthetic procedures for the preparation of the 4,5-dihydropyrrazole nucleus bearing various functionalities on the ring, see: Bahreni et al. (2009 ▶); Kumarasinghe et al. (2009 ▶); Liu et al. (2009 ▶); Lynch & McClenaghan (2005 ▶). For bond-length data, see: Allen et al. (1987 ▶).