461679-42-5Relevant articles and documents
Using molecular symmetry to form new drugs: Hydroxymethyl-substituted 3,9-diazatetraasteranes as the first class of symmetric MDR modulators
Hilgeroth, Andreas,Molnar, Josef,De Clercq, Eric
, p. 3623 - 3625 (2002)
More is not always better: Until now it was considered that modulators of P-glycoprotein-associated multidrug resistance in cancer treatment showed greater inhibitory activity with an increasing number of moieties that could participate in hydrogen bonds.
First rotameric anti dimers and 3,9-diazatetraasteranes from unsymmetrically substituted N-acyl- and N-acyloxy-4-aryl-1,4- dihydropyridines
Hilgeroth, Andreas,Heinemann, Frank W.,Baumeister, Ute
, p. 1003 - 1016 (2007/10/03)
A series of unsymmetrically substituted N-acyl- and N-acyloxy-1,4-dihydropyridines (1) have been photochemically investigated. On irradiating the crystals of one derivative (1a) containing centrosymmetrical pairs of molecules with a distance of 3.894(3) A between the potentially reacting double bonds favorable for a photodimerisation reaction, the formation of an anti-dimer (2a) was observed. Two other solid derivatives (1b, c) merely decomposed on irradiation to give substituted pyridine compound (3). Solution irradiation of 1,4-dihydropyridines (1) led to the centrosymmetric cage compounds 3,9-diazatetraasteranes (4) and to anti dimers (2) as main products, both existing as rotamers. Symmetric as well as rotameric properties of selected compounds (4) have been demonstrated by X-Ray crystal structure analysis and 1H NMR spectroscopy.
