Quinoline derivatives: potential antiparasitic and antiviral agents.
The crystal structures of closely related quinoline compounds substituted at the 2-position by a vinyl group, either including a Cl atom [2-(1-chloro-2-methylprop-1-enyl)-8-nitroquinoline, C(13)H(11)ClN(2)O(2), (I)] or not [2-(2-methylprop-1-enyl)-8-nitroquinoline, C(13)H(12)N(2)O(2), (II)], show an important deviation of the vinyl group from coplanarity with the quinoline ring system if the Cl atom is present. The nitro group is perpendicular [in (II)] or nearly so [in (I)] to the quinoline ring system. In (II), all non-H atoms except the nitro O atoms are located on a crystallographic mirror plane.
Sopková-de Oliveira Santos
Jana
J
Centre d'Etudes et de Recherche sur le Médicament de Normandie (CERMN), Université de Caen, 5 rue Vaubénard, 14032 Caen, France. jana.sopkova@unicaen.fr
Verhaeghe
Pierre
P
Lohier
Jean François
JF
Rathelot
Pascal
P
Vanelle
Patrice
P
Rault
Sylvain
S
D000977:Antiparasitic Agents / Q000737:chemistry*; D000998:Antiviral Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D015394:Molecular Structure; D009600:Nitroquinolines / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*
C526031:2-(1-chloro-2-methylprop-1-enyl)-8-nitroquinoline; C526032:2-(2-methylprop-1-enyl)-8-nitroquinoline; D000977:Antiparasitic Agents; D000998:Antiviral Agents; D009600:Nitroquinolines; D011804:Quinolines