Abstract
The structures of β-piperidinopropioamidoxime monochloroacetate and O-benzoyl- and O-para-toluyl-β-piperidinopropioamidoxime hydrochlorides have been determined. The geometry of these compounds is analyzed. The N-O bond is in the syn-planar position in β-piperidinopropioamidoxime monochloroacetate, but adopts an anti-orientation relative to the C(2)-C(3) bond of the propioamidoxime fragment in the other two compounds. In β-piperidinopropioamidoxime monochloroacetate crystals, the cation-anion pairs are joined by intermolecular hydrogen bonds into chains; the latter are linked by van der Waals contacts. The crystals of the O-benzoyl- and O-para-toluyl-β-piperidinopropioamidoxime hydrochlorides are characterized by the same system of hydrogen bonds; the cations and anions are linked by hydrogen bonds into layers, and the latter make van der Waals contacts in the structure.
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REFERENCES
C. N. C. Drey (1985) Chemistry and Biochemistry of the Amino Acids Chapman and Hall London 41
L. A. Kayukova, K. D. Praliev, G. M. Pichkhadze, et al., Pre-patent of Republic of Kazakhstan No. 9969, MPK A61K 31/21 “Pharmaceutical possessing local anesthetic and antiarrhythmic activity,” applied 11.25.1998;published 03.15.2001, bulletin No. 3.
L. A. Kayukova, K. D. Praliev, G. M. Pichkhadze, et al., Patent of Republic of Kazakhstan No. 9610, MPK A61K 31/4453, A61P 9/06, ”β-Piperidinepropionic acid O-benzolyamidoxime hydrochloride as an antiarrhythmic drug,” applied 11.25.1998, published 03.15.2000, bulletin No. 11.
L. A. Kayukova, K. D. Praliev, A. L. Kotova, et al., Pre-patent of Republic of Kazakhstan No. 8491, MPK A61K 31/21, 31/235, 31/24, “A compound possessing antituberculous activity,” applied 11.25.1998, published 01.14.2000, bulletin No. 1.
L. A. Kayukova, K. D. Praliev, Z. A. Agzamova, et al., Pre-patent of Republic of Kazakhstan No. 9970, MPK A61K 31/21, 31/235, 31/24, ”β-(N, N-di-amylamino)propionic acid. O-benzolyamidoxime hydrochloride as a compound showing antituberculous activity,” applied 11.25.1998, published 03.15.2001, bulletin No. 3.
G. M. Sheldrick (1997) SHELXS-97 and SHELXL-97 Univ. Göttingen Germany
Siemens XP, Molecular Graphics Program, Version 5.03, Siemens Analytical X-Ray Instruments Inc., Madison, WI (1994).
F. H. Allen, O. Kennard, D. G. Watson, et al., J. Chem. Soc., Perkin Trans. II, S1–S19 (1987).
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Original Russian Text Copyright © 2004 by K. M. Beketov, J. T. Welch, P. Toskano, L. A. Kayukova, A. L. Akhelova, and K. D. Praliev
Translated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 3, pp. 535–543, May–June 2004.
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Beketov, K.M., Welch, J.T., Toskano, P. et al. Crystal and molecular structure of β-piperidinopropioamidoxime monochloroacetate and hydrochlorides of its O-benzoylation products. J Struct Chem 45, 509–517 (2004). https://doi.org/10.1007/s10947-005-0021-x
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DOI: https://doi.org/10.1007/s10947-005-0021-x