Structure of (+)-(S)-1,3-dimethyl-6-oxiranyl-2,4-pyrimidinedione showing anti-ASFV activity.
C8H10N2O3, Mr = 182.18, monoclinic, P2(1), a = 6.6405 (7), b = 7.9493 (9), c = 8.3662 (9) A, beta = 103.07 (1) degrees, V = 430.18 (8) A3, Z = 2, Dx = 1.41 Mg m-3, lambda (Cu K alpha) = 1.54184 A, mu = 0.879 mm-1, F(000) = 192, T = 298 K, R = 0.037 for 1247 reflections with Fo greater than or equal to 4 sigma (Fo). The configuration at C7 is S. The pyrimidine-2,4-dione ring is nearly planar [r.m.s. deviation: 0.010 (8) A] and is antiperiplanar with respect to the epoxide ring. This arrangement is stabilized by intermolecular C-H ... O interactions.
Botta
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M
Dipartimento Farmaco-Chimico-Tecnologico, Università di Siena, Italy.
Fabrizi
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G
Lamba
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D
Saladino
R
R
D000358:African Swine Fever Virus / Q000187:drug effects*; D000998:Antiviral Agents / Q000737:chemistry*; D003460:Crystallization; D008956:Models, Chemical; D008968:Molecular Conformation; D011744:Pyrimidinones / Q000737:chemistry* / Q000494:pharmacology; D014961:X-Ray Diffraction
D000998:Antiviral Agents; D011744:Pyrimidinones; C075141:1,3-dimethyl-6-oxiranyl-2,4-pyrimidinedione