Research Article: (2-Amino­phen­yl)[(5S)-5-hydr­oxy-3,5-dimethyl-4,5-dihydro-1H-pyrazol-1-yl]methanone

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.

Partial Text

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 ▶).




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