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Volumn 220, Issue 1, 2005, Pages 66-73

On the solid state conformation of azithromycin monohydrate and dihydrate pseudopolymorphs

Author keywords

Azithromycin; Drugs; Powder and single crystal structure analysis; Pseudopolymorphism; Solvent; X ray diffraction

Indexed keywords

2 PROPANOL; AZITHROMYCIN; BENZYL THIOCYANATE;

EID: 14744295864     PISSN: 00442968     EISSN: None     Source Type: Journal    
DOI: 10.1524/zkri.220.1.66.58890     Document Type: Article
Times cited : (9)

References (25)
  • 2
    • 0033531678 scopus 로고    scopus 로고
    • Pseudopolymorphism: Occurrences of hydrogen bonding organic solvents in molecular crystals
    • Nangia, A.; Desiraju, G. R.: Pseudopolymorphism: occurrences of hydrogen bonding organic solvents in molecular crystals. Chem. Commun. (1999) 605-606.
    • (1999) Chem. Commun. , pp. 605-606
    • Nangia, A.1    Desiraju, G.R.2
  • 3
    • 0027396134 scopus 로고
    • Conformational analysis of azithromycin by Nuclear Magnetic Resonance spectroscopy and molecular modelling
    • Lazarevski, G.; Vinkovic, M.; Kobrehel, G.; Djokic, S.; Metelko, B.; Vikic-Topic, D.: Conformational analysis of azithromycin by Nuclear Magnetic Resonance spectroscopy and molecular modelling. Tetrahedron 49 (1993) 721-730.
    • (1993) Tetrahedron , vol.49 , pp. 721-730
    • Lazarevski, G.1    Vinkovic, M.2    Kobrehel, G.3    Djokic, S.4    Metelko, B.5    Vikic-Topic, D.6
  • 4
    • 0029050294 scopus 로고
    • Conformational analysis of the erythromycin analogues azithromycin and clarithromycin in aqueous solution and bound to bacterial ribosomes
    • Awan, A.; Brennan, R. J.; Regan, A. C.; Barber, J.: Conformational analysis of the erythromycin analogues azithromycin and clarithromycin in aqueous solution and bound to bacterial ribosomes. J. Chem. Soc., Chem. Commun. (1995) 1653-1654.
    • (1995) J. Chem. Soc., Chem. Commun. , pp. 1653-1654
    • Awan, A.1    Brennan, R.J.2    Regan, A.C.3    Barber, J.4
  • 5
    • 0032358611 scopus 로고    scopus 로고
    • Assignment of the 1H and 13C NMR spectra of 9-deoxo-9a-aza-9a- homoerythromycin A, 9-deoxo-9a-aza-9a-homoerythromycin a 11,12-hydrogenborate and azithromycin 11,12-hydrogenborate
    • Bayod-Jasanada, M.; Carbajo, R. J.; López-Ortiz, F.: Assignment of the 1H and 13C NMR spectra of 9-deoxo-9a-aza-9a-homoerythromycin A, 9-deoxo-9a-aza-9a-homoerythromycin A 11,12-hydrogenborate and azithromycin 11,12-hydrogenborate. Magn. Reson. Chem. 36 (1998) 217-225.
    • (1998) Magn. Reson. Chem. , vol.36 , pp. 217-225
    • Bayod-Jasanada, M.1    Carbajo, R.J.2    López-Ortiz, F.3
  • 8
    • 0034256635 scopus 로고    scopus 로고
    • The conformations of the macrolide antibiotics erythromycin A, azithromycin and clarithromycin in aqueous solution: A 1H NMR study
    • Awan, A.; Brennan, R. J.; Regan, A. C.; Barber J.: The conformations of the macrolide antibiotics erythromycin A, azithromycin and clarithromycin in aqueous solution: a 1H NMR study. J. Chem. Soc., Perkin Trans II (2000) 1645-1652.
    • (2000) J. Chem. Soc., Perkin Trans. II , pp. 1645-1652
    • Awan, A.1    Brennan, R.J.2    Regan, A.C.3    Barber, J.4
  • 9
    • 0000310025 scopus 로고
    • Erythromycin series. Part 13. Synthesis and structure elucidation of 10-dihydro-10-deoxo-11-methyl-11-azaerythromycin a
    • Djokic, S.; Kobrehel, G.; Lopotar, N.; Kamenar, B.; Nagl, A.; Mrvos, D.: Erythromycin series. Part 13. Synthesis and structure elucidation of 10-dihydro-10-deoxo-11-methyl-11-azaerythromycin A. J. Chem. Res. (M) (1988) 1239-1261; J. Chem. Res. (S) (1988) 152-153.
    • (1988) J. Chem. Res. (M) , pp. 1239-1261
    • Djokic, S.1    Kobrehel, G.2    Lopotar, N.3    Kamenar, B.4    Nagl, A.5    Mrvos, D.6
  • 10
    • 14744290374 scopus 로고
    • Djokic, S.; Kobrehel, G.; Lopotar, N.; Kamenar, B.; Nagl, A.; Mrvos, D.: Erythromycin series. Part 13. Synthesis and structure elucidation of 10-dihydro-10-deoxo-11-methyl-11-azaerythromycin A. J. Chem. Res. (M) (1988) 1239-1261; J. Chem. Res. (S) (1988) 152-153.
    • (1988) J. Chem. Res. (S) , pp. 152-153
  • 12
    • 0000858469 scopus 로고
    • TREOR, a semi-exhaustive trial-and-error powder indexing program for all symmetries
    • Werner, P. E., Eriksson, L.; Westdahl, M.: TREOR, a semi-exhaustive trial-and-error powder indexing program for all symmetries. J. Appl Cryst. 18 (1985) 367-370.
    • (1985) J. Appl. Cryst. , vol.18 , pp. 367-370
    • Werner, P.E.1    Eriksson, L.2    Westdahl, M.3
  • 14
    • 14744303357 scopus 로고    scopus 로고
    • Collect Nonius BV (1997-2000)
    • Collect Nonius BV (1997-2000).
  • 15
    • 0031059866 scopus 로고    scopus 로고
    • Processing of X-ray diffraction data collected in oscillation mode
    • Otwinowski, Z.; Minor, W.: Processing of X-ray diffraction data collected in oscillation mode. Methods Enzymol. 276 (1997) 307-326.
    • (1997) Methods Enzymol. , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2
  • 17
    • 0004150157 scopus 로고    scopus 로고
    • University of Göttingen, Germany
    • Sheldrick, G. M.: SHELXL-97. University of Göttingen, Germany (1997).
    • (1997) SHELXL-97
    • Sheldrick, G.M.1
  • 18
    • 0001748025 scopus 로고
    • PLATON, a multipurpose crystallographic tool
    • Spek, A. L.: PLATON, a multipurpose crystallographic tool. Acta Cryst. A46 (1990) C-34.
    • (1990) Acta Cryst. , vol.A46
    • Spek, A.L.1
  • 19
    • 37049082236 scopus 로고
    • Novel conformations of erythromycin antibiotics: The conformational analysis of erythromycin A and (9S)-9-hydroxy-9-deoxoerythromycin A by NMR spectroscopy
    • Everett, J. R.; Tyler, J. W.: Novel conformations of erythromycin antibiotics: the conformational analysis of erythromycin A and (9S)-9-hydroxy-9-deoxoerythromycin A by NMR spectroscopy. J. Chem. Soc. Perkin. Trans. II (1987) 1659-1667.
    • (1987) J. Chem. Soc. Perkin. Trans. II , pp. 1659-1667
    • Everett, J.R.1    Tyler, J.W.2
  • 20
    • 84989132211 scopus 로고
    • Conformational analysis of erythromycin a derivatives: A predictive method using NMR chemical shift and coupling constant data
    • Everett, J. R.; Hatton, I. K.; Tyler, J. W.: Conformational analysis of erythromycin a derivatives: a predictive method using NMR chemical shift and coupling constant data. Magn. Reson. Chem. 28 (1990) 114-118.
    • (1990) Magn. Reson. Chem. , vol.28 , pp. 114-118
    • Everett, J.R.1    Hatton, I.K.2    Tyler, J.W.3
  • 21
    • 0001616880 scopus 로고
    • Structure and stereochemistry of erythromycin A
    • Harris, D. R.; McGeachin, S. G.; Mills, H. H.: Structure and stereochemistry of erythromycin A. Tetrahedron Lett. 11 (1965) 679-685.
    • (1965) Tetrahedron Lett. , vol.11 , pp. 679-685
    • Harris, D.R.1    McGeachin, S.G.2    Mills, H.H.3
  • 22
    • 0006410730 scopus 로고
    • Molecular structure of 9-deoxy-11-deoxy-9-11-[imino(2-(2-methoxyethoxy) ethylidene)oxy]-(9S)-erythromycin, a new erythromycin derivative
    • Luger, P.; Maier, R.: Molecular structure of 9-deoxy-11-deoxy-9-11- [imino(2-(2-methoxyethoxy)ethylidene)oxy)]-(9S)-erythromycin, a new erythromycin derivative. J. Cryst. Mol. Struct. 1979/9 (1980) 329-338.
    • (1980) J. Cryst. Mol. Struct. , vol.1979 , Issue.9 , pp. 329-338
    • Luger, P.1    Maier, R.2
  • 23
    • 0020799931 scopus 로고
    • The calculation of molecular volumes and the use of volume analysis in the investigation of structured media and of solid-state organic reactivity
    • Gavezzotti, A.: The calculation of molecular volumes and the use of volume analysis in the investigation of structured media and of solid-state organic reactivity. J. Am. Chem. Soc. 105 (1983) 5220-5225.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5220-5225
    • Gavezzotti, A.1
  • 24
    • 0001658394 scopus 로고
    • Cooperative aspects of hydrogen bonding in carbohydrates
    • Jeffrey, G. A.; Lewis, L.: Cooperative aspects of hydrogen bonding in carbohydrates. Carbohydr. Res. 60 (1978) 179-182; Taylor, R.; Kennard, O.: Comparison of X-ray and neutron diffraction results for the N-HO=C hydrogen bond. Acta Cryst. B39 (1983) 133-138.
    • (1978) Carbohydr. Res. , vol.60 , pp. 179-182
    • Jeffrey, G.A.1    Lewis, L.2
  • 25
    • 84977287337 scopus 로고
    • Comparison of X-ray and neutron diffraction results for the N-HO=C hydrogen bond
    • Jeffrey, G. A.; Lewis, L.: Cooperative aspects of hydrogen bonding in carbohydrates. Carbohydr. Res. 60 (1978) 179-182; Taylor, R.; Kennard, O.: Comparison of X-ray and neutron diffraction results for the N-HO=C hydrogen bond. Acta Cryst. B39 (1983) 133-138.
    • (1983) Acta Cryst. , vol.B39 , pp. 133-138
    • Taylor, R.1    Kennard, O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.