Abstract
2,6-Dimethyl-3-acetyl-5-carbomethoxy-4-(4′-methoxyphenyl)-1,4-dihydropyridine has been synthesized and characterized by X-ray diffraction analysis. The compound crystallizes in the monoclinic space group P2 1/c with cell parameters a=16.085(2) Å, b= 12.332(3) Å, c= 8.479(4) Å, β = 99.23(8)°, Z=4. The structure exhibits both intra and intermolecular hydrogen bonds. The structure adopts a flat boat conformation in the dihydropyridine ring.
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Loev, B.; Goodman, M.M.; Snader, K.M.; Tedeschi, R.; Macko, E. J. Med. Chem. 1995, 17, 956.
Bossert, F.; Horstmann, H.; Meyer, H.; Vater, W. Arzneim.-Forsch./Drug Res. 1979, 29(I); 226.
Iwanami, M.; Shibanuma, T.; Fujimoto, M.; Kawai, R.; Tamazawa, K.; Takenaka, T.; K. Takahashi, Murakami, M. Chem. Pharm. Bull. 1979, 27, 1426.
Imai, H.; Matsui, K.; Ochi, S.; Nakazawa, M.; Nakagawa, Y.; Imai, S. Arzneim.-Forsch./Drug Res. 1987del>, 37(II); 12.
Derk, K.; Stoepel, K.; Leibowitz, D.; Taylor, R.; Vanov, S. In Nitrendipine; Scriabine, A.; Vanov, S.; Deck, K., Eds.; Urban and Schwarzenberg: Baltimore, 1984; 397 p.
Triggle, D.J. In Cardiovascular Pharmacology; Antonaccio, M., Ed.; Raven Press: NewYork 1990; pp. 107–160.
Wehingner, E.; Gross, R. Ann. Rep. Med. Chem. 1986, 21, 85.
Janis, R.A.; Triggle, D. J. J. Med. Chem. 1983, 26, 775.
Coburn, R.A.; Wierzba, M.; Suto, M.J.; Solo, A.J.; Triggle, A.M., Triggle, D. J. J. Med. Chem. 1988, 31, 2103.
Mahmoudian, M.; Richards, W. C. J. Chem. Soc. Chem. Commun. 1986, 739.
Triggle, D.J.; Langs, D.A.; Janis, R.A. Med. Res. Rev. 1989, 9, 123.
Fossheim, R. J. Med. Chem. 1986, 29, 305.
Fossheim, R. Acta Chem. Scand. 1986, B41, 581.
Shah, A.; Gaveriya, H.; Motohashi, N.; Kawase, M.; Saito, S.; Sakagami, H.; Satoh, K.; Solymosi, A.; Walfard, K.; Molnar, J. Anticancer Res. 2000, 20, 373.
Gunics, G.; Motohashi, N.; Molnar, J.; Farkas, S.; Kawase, M.; Saito, S.; Shah, A. Anticancer Res. 2001, 21, 269.
Gunics, G.; Farkas, S.; Motohashi, N.; Shah, A.; Harsukh, G.; Kawase, M.; Molnar, J. Int. J. Antimicrobial Agents 2002, 20, 227.
Kawase, M.; Shah, A.; Gaveriya, H.; Motohashi, N.; Sakagami, H.; Varga, A.; Molnar, J. Biol. Med. Chem. 2002, 10, 1051.
Lokanath, N.K.; Sridhar, M.A.; Prasad, J.S.; Joshi, M.; Thaker, D.A.; Shah, A. Z. Kris.-New Cryst. Struct. 1997, 212, 13.
Devarajegowda, H.C.; Prasad, J.S.; Sridhar, M.A.; Gaveriya, H.C.; Shah, A. Mol. Cryst. Liq. Cryst. 2000, 348, 301.
Otwinowski, Z.; Minor,W.In Methods in Enzymology,Vol. 276: Macromolecular Crystallography, Part A; Carter, C.W., Jr.; Sweet, R.M.; Eds.; Academic Press: University of Texas, Southwestern Medical Center, Dallas, 1997; pp. 307–326.
Sheldrick, G.M. SHELXS-97; University of GÖttingen: Germany, 1997.
Sheldrick, G.M. SHELXL-97; University of GÖttingen: Germany, 1997.
Johnson, C. K. ORTEP-II, A Fortran Thermal-Ellipsoid Plot Program, Report ORNL-5138; Oak Ridge National Laboratory: Oak Ridge, Tennessee, 1976.
Fossheim, R.; Joslyn, A.; Solo, A. J.; Luchowski, E.; Rutledge, A.; Triggle, D. J. J. Med. Chem. 1988, 31, 300.
Miyamae, A.; Koda, S.; Morimoto,Y. Chem. Pharm. Bull. 1986, 34, 3071.
Fossheim, R.; Svarteng, K.; Mostad, A.; Romming, C.; Shelter, E.; Triggle, D. J.J. Med. Chem. 1982, 25, 126.
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Mahendra, M., Doreswamy, B., Sridhar, M. et al. Crystal and molecular structure of 2,6-dimethyl-3-acetyl-5-carbomethoxy-4- (4′-methoxyphenyl)-1,4-dihydropyridine. Journal of Chemical Crystallography 34, 441–445 (2004). https://doi.org/10.1023/B:JOCC.0000035384.34214.b8
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DOI: https://doi.org/10.1023/B:JOCC.0000035384.34214.b8