In the last decade, synthetic studies on 1,4-dihydropyridine derivatives of Hantzch-type 1 have been carried out in many research institutes all over the world because of their attractive biological activities. Dihydropyridine drug molecules, such as nifedipine, nicardipine, amlodipine and others, are clinically effective cardiovascular agents for the treatment of hypertension and have been intensively studied to elucidate the molecular requirements for their attractive calcium antagonists. 2,3 In our earlier work, we have demonstrated that the Dihydropyridines (DHPs) are well known Ca 2+ channel blockers and Multi Drug Resistant (MDR) reversal agents in tumor cells. 4 They also possess other chemotherapeutic activity. The dicyano DHPs having cyanogroups at 3 and 5 position are reported in literature and various symmetric and unsymmetric moieties have been reported. 5 The present work, reports synthesis and crystal structure of 3,5-dicyano-2,6-dimethy-4-phenyl-1,4-dihydropyridine (AKPKX-1). The title compound is synthesized as per Scheme (Fig. 1) by the Hantzch method.1 A mixture of benzaldehyde (0.01 mol) and 3-aminocrotononitrile (0.02 mol) in acetic acid was re uxed on an oil bath for 12 -15 h. The reaction was monitored by TLC. The reaction mixture was allowed to cool and the solid product that separated was filtered and recrystallized from methanol. Yield 70%, M.P 202˚C.The pure, single spot (on TLC) compound was taken in methanol (minimum quantity required) and heated with stirring, till it dissolved.A pinch of charcoal was added for decolorizing. The solution was then heated to boiling and immediately filtered while hot in a corkable 50 ml conical ask using Whatman filter paper. The ask was corked and kept for 2 days. The crystals grew due to thin layer evaporation. They were collected and washed with chilled methanol. The single crystals obtained were transparent with rectangular-shaped morphology. The constitution of 3,5-dicyano-2,6-dimethyl-4-phenyl-1,4-dihydropyridine was supported by IR, NMR and mass spectral studies. The title compound was synthesized by the Hantzch method and characterized by the X-ray diffraction method. It crystallizes in monoclinic space group P21/c with cell parameters a = 8.722(7)Å, b = 11.420(1)Å, c = 13.307(1)Å and Z = 4. The structure has N-H···N type intermolecular hydrogen bonds and exhibits a flattened boat conformation.
A novel dihydropyrimidine (DHPM) derivative bearing a carbamoyl moiety was synthesized by an efficient three-component Biginelli reaction and was characterized spectroscopically and finally confirmed by X-ray diffraction studies. The title compound C 20 H 20 N 4 O 4 crystallizes in the monoclinic space group P2 1 /c with cell parameters a = 12.8970(12) Å, b = 13.6210(11) Å, c = 11.8420(13) Å, β = 115.860(3) • , Z = 4 and V = 1872.0(3) Å 3 . The conformation of the dihydropyrimidine ring is unusual; it is planar instead of the usual boat-like conformation. The 3-nitrophenyl ring is orthogonal to the 3,4-DHPM ring. The carbonyl group is in an anti-clinal conformation.
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