3-(2-Hydroxyethyl)-2-(p-tolylamino)quinazolin-4(3H)-one

In the title compound, C17H17N3O2, the quinazolinone ring system is essentially planar. The benzene ring is twisted with respect to it by a dihedral angle of 32.7 (5)°. The molecular conformation is stabilized by an N—H⋯O hydrogen bond, and the crystal structure is stabilized by intermolecular O—H⋯N interactions.

[1]  Ming-Wu Ding,et al.  Synthesis of 3‐aminoalkyl‐2‐arylaminoquiazolin‐4(3H)‐ones and 3,3′‐disubstituted bis‐2‐arylaminoquinazolin‐4(3H)‐ones via reactions of 1‐aryl‐3‐(2‐ethoxycarbonylphenyl)carbodiimides with diamines , 2008 .

[2]  Anthony L. Spek,et al.  Journal of , 1993 .

[3]  D. Sriram,et al.  Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin derivatives with 3-amino-2-methylmercapto quinazolin-4(3H)-one. , 1999, Pharmaceutica acta Helvetiae.

[4]  M. Malamas,et al.  Quinazolineacetic acids and related analogues as aldose reductase inhibitors. , 1991, Journal of medicinal chemistry.

[5]  R. Nilakantan,et al.  6-Substituted-4-(3-bromophenylamino)quinazolines as putative irreversible inhibitors of the epidermal growth factor receptor (EGFR) and human epidermal growth factor receptor (HER-2) tyrosine kinases with enhanced antitumor activity. , 2001, Journal of medicinal chemistry.

[6]  Yang-Gen Hu,et al.  3-Phenyl-2-(prop-2-ynyloxy)-1-benzofuro[3,2-d]pyrimidin-4(3H)-one , 2007, Acta crystallographica. Section E, Structure reports online.

[7]  Yanggen Hu,et al.  2-(Dibutylamino)-3-(4-fluorophenyl)-5,6,7,8-tetrahydro-7-methyl-6,8-diphenylpyridine[3′,4′:2,3]thieno[5,4-d]pyrimidin-4(3H)-one , 2008, Acta crystallographica. Section E, Structure reports online.

[8]  P. D. Cook,et al.  Structure-activity relationships of novel 2-substituted quinazoline antibacterial agents. , 1999, Journal of medicinal chemistry.

[9]  Yang-Gen Hu,et al.  3-(4-Methylphenyl)-2-(1-pyridyl)-3H-benzo[4,5]furo[3,2-d]pyrimidin-4-one , 2006 .

[10]  Yanggen Hu,et al.  Ethyl 3-(4-fluorophenyl)-6-methyl-4-oxo-2-(1-cyclohexylamino)-3,4-dihydrofuro[2,3-d]pyrimidine-5-carboxylate , 2007, Acta crystallographica. Section E, Structure reports online.

[11]  W. Denny,et al.  Tyrosine kinase inhibitors. 11. Soluble analogues of pyrrolo- and pyrazoloquinazolines as epidermal growth factor receptor inhibitors: synthesis, biological evaluation, and modeling of the mode of binding. , 1997, Journal of medicinal chemistry.

[12]  J Ramis,et al.  New azole antifungals. 3. Synthesis and antifungal activity of 3-substituted-4(3H)-quinazolinones. , 1998, Journal of medicinal chemistry.

[13]  K. Matsuno,et al.  Potent and selective inhibitors of platelet-derived growth factor receptor phosphorylation. 1. Synthesis, structure-activity relationship, and biological effects of a new class of quinazoline derivatives. , 2002, Journal of medicinal chemistry.

[14]  良二 上田.  J. Appl. Cryst.の発刊に際して , 1970 .

[15]  G. Sheldrick.  A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[16]  A. Mannschreck,et al.  The enantiomers of methaqualone and their unequal anticonvulsive activity , 1984 .