2-[5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-6-methyl-1,3-benzothiazole

Abstract

In the title compound, C24H21N3OS, the pyrazole ring makes dihedral angles of 5.40 (7) and 6.72 (8)° with the benzo[d]thiazole ring system and the benzene ring, respectively, and a dihedral angle of 85.72 (8)° with the meth­oxy-substituted benzene ring. In the crystal structure, the mol­ecules are linked by C—H⋯π inter­actions.

1-(6-Fluoro-1,3-benzothiazol-2-yl)-3-phenyl-1H-pyrazole-4-carbaldehyde

“…These values are 6.41 (8) and 23.06 (9)° for molecule B. The bond lengths (Allen et al, 1987) and angles are within normal ranges and are comparable to the related structure (Fun et al, 2011).…”

“…For the biological activity of benzothiazole derivatives, see: Al-Soud et al (2006); Kini et al (2007); Munirajasekhar et al (2011); Gurupadayya et al (2008); Bowyer et al (2007); Mittal et al (2007); Rocío Pozas et al (2005); Rana et al (2008). For a related structure, see: Fun et al (2011). For bond-length data, see: Allen et al (1987).…”

“…The literature review reveals that benzothiazoles and their derivatives show considerable activity including potent inhibition of human immunodeficiency virus type 1 (HIV-1) replication by HIV-1 protease inhibition (Al-Soud et al, 2006), antitumor (Kini et al, 2007), anthelmintic (Munirajasekhar et al, 2011) analgesic and antiinflammatory (Gurupadayya et al, 2008), antimalarial (Bowyer et al, 2007), antifungal (Mittal et al, 2007), anticandidous (Rocío Pozas et al, 2005) as well as various CNS activities (Rana et al, 2008). The structure of 2-[5-(4methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-6-methyl-1,3-benzothiazole has been reported by Fun et al (2011). The present work describes the synthesis and crystal structure of the title compound, 1-(6-fluorobenzo-1,3-thiazol-2-yl)-3-phenyl-1H-pyrazole-4-carbaldehyde which was prepared from the reaction of 1-(6-fluoro-1,3-benzothiazol-2yl)-2-(1-phenylethylidene)hydrazine treated with Vilsmeier-Haack reagent to obtain crystals of the title compound.…”