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Ouahrouch A.,University Sidi Mohammed Ben Abdellah | Taourirte M.,University Sidi Mohammed Ben Abdellah | Lazrek H.B.,Laboratory of Biomolecular and Medicinal Chemistry | Bats J.W.,Goethe University Frankfurt | Engels J.W.,Goethe University Frankfurt
Acta Crystallographica Section E: Structure Reports Online | Year: 2012

In the title molecule, C18H17N5O 2, the dihedral angle between the benzene plane and the benzimidazole plane is 19.8 (1)°and the angle between the benzene plane and the triazole plane is 16.7 (1)°. In the crystal, molecules are connected by O - H⋯N hydrogen bonds, forming zigzag chains along the c-axis direction. The chains are connected by bifurcated N - H⋯(N,N) hydrogen bonds into layers parallel to (100). These layers are connected along the a-axis direction by weak C - H⋯O contacts, forming a three-dimensional network.


Ouahrouch A.,University Sidi Mohammed Ben Abdellah | Krim J.,University Sidi Mohammed Ben Abdellah | Taourirte M.,University Sidi Mohammed Ben Abdellah | Lazrek H.B.,Laboratory of Biomolecular and Medicinal Chemistry | And 2 more authors.
Acta Crystallographica Section C: Crystal Structure Communications | Year: 2013

Crystal structures are reported for four related diethyl [(arylamino)(4-ethynylphenyl)lmethyl]phosphonate derivatives, namely diethyl [(4-bromoanilino)(4-ethynylphenyl)methyl]phosphonate, C19H 21BrNO3P, (I), diethyl ((4-chloro-2-methylanilino){4-[2- (trimethylsilyl)ethynyl]phenyl}methyl)phosphonate, C23H 31ClNO3PSi, (II), diethyl ((4-fluoroanilino){4-[2- (trimethylsilyl)ethynyl]phenyl}methyl)phosphonate, C22H 29FNO3PSi, (III), and diethyl [(4-ethynylphenyl) (naphthalen-2-ylamino)methyl]phosphonate, C23H24NO 3P, (IV). The conformation of the anilinobenzyl group is very similar in all four compounds. The P - C bond has an approximately staggered conformation, with the aniline and ethynylphenyl groups in gauche positions with respect to the P=O double bond. The two six-membered rings are almost perpendicular. The sums of the valence angles about the N atoms vary from 344 (2) to 351 (2)°. In the crystal structures, molecules of (I), (III) and (IV) are arranged as centrosymmetric or pseudocentrosymmetric dimers connected by two N - H⋯O=P hydrogen bonds. The molecules of (II) are arranged as centrosymmetric dimers connected by Cmethyl - H⋯O=P hydrogen bonds. The N - H bond of (II) is not involved in hydrogen bonding. © 2013 International Union of Crystallography.


Ouahrouch A.,University Sidi Mohammed Ben Abdellah | Taourirte M.,University Sidi Mohammed Ben Abdellah | Lazrek H.B.,Laboratory of Biomolecular and Medicinal Chemistry | Engels J.W.,Goethe University Frankfurt | And 2 more authors.
Acta Crystallographica Section E: Structure Reports Online | Year: 2015

In the title compound, C20H24N2O4, both peptide bonds adopt a trans configuration with respect to the - N - H and - C=O groups. The dihedral angle between the aromatic rings is 53.58 (4)°. The molecular conformation is stabilized by an intramolecular N - H⋯O hydrogen bond. The crystal packing is characterized by zigzag chains of N - H⋯O hydrogen-bonded molecules running along the b-axis direction.


Ouahrouch A.,University Sidi Mohammed Ben Abdellah | Ouahrouch A.,Laboratory of Biomolecular and Medicinal Chemistry | Taourirte M.,University Sidi Mohammed Ben Abdellah | Engels J.W.,Goethe University Frankfurt | And 2 more authors.
Molecules | Year: 2014

In this study, we describe the synthesis of 1,4-disustituted-1,2,3- triazoloquinazoline ribonucleosides or acyclonucleosides by means of 1,3-dipolar cycloaddition between various O or N-Alkylated propargyl-quinazoline and 1'-Azido-2',3',5'-tri-Obenzoylribose or activated alkylating agents under microwave conditions. None of the compounds selected showed significant anti-HCV activity in vitro. © 2014 by the authors; licensee MDPI, Basel, Switzerland.


PubMed | University Sidi Mohammed Ben Abdellah, Laboratory of Biomolecular and Medicinal Chemistry and Goethe University Frankfurt
Type: Journal Article | Journal: Acta crystallographica. Section E, Crystallographic communications | Year: 2015

In the title compound, C20H24N2O4, both peptide bonds adopt a trans configuration with respect to the -N-H and -C=O groups. The dihedral angle between the aromatic rings is 53.58(4). The mol-ecular conformation is stabilized by an intra-molecular N-HO hydrogen bond. The crystal packing is characterized by zigzag chains of N-HO hydrogen-bonded mol-ecules running along the b-axis direction.

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