title: Structure of the calcium channel antagonist, nimodipine.
abstract: Isopropyl 2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5- pyridinedicarboxylate, C21H26N2O7, Mr = 418.45, orthorhombic, P2(1)2(1)2(1), a = 12.5897 (6), b = 14.6410 (9), c = 11.636 (1) A, V = 2144.8 (2) A3, Z = 4, Dm = 1.29, Dx = 1.30 g cm-3, lambda(Cu K alpha) = 1.54178 A, mu = 7.77 cm-1, F(000) = 888, T = 298 K, R = 0.047 for 1629 observed reflections. The structure of the title compound is similar to that of related analogs, the nitrophenyl ring being roughly normal to the dihydropyridine ring, which is in a boat conformation (N1 is 10.75 degrees out of the C2-C3-C5-C6 plane; C4 is 19.55 degrees out of plane). The 3,5 substituents are in an extended conformation, away from the 2,6 methyl groups. The nitro group is distal to N1. Structure/activity relationships of 1,4-dihydropyridines are discussed in light of this structure.
authors.affiliation: Department of Radiology, University of Connecticut Health Center, Farmington 06032.
authors.forename: S D
authors.initials: SD
authors.lastname: Wang
authors.forename: L G
authors.initials: LG
authors.lastname: Herbette
authors.forename: D G
authors.initials: DG
authors.lastname: Rhodes
mesh_terms: D055598:Chemical Phenomena; D002627:Chemistry, Physical; D015394:Molecular Structure; D009553:Nimodipine; D014961:X-Ray Diffraction
chemical_list: D009553:Nimodipine