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Number of results

Journal

2012 | 10 | 2 | 395-406

Article title

Theoretical investigation of the Anti-Parkinson drug rasagiline and its salts: conformations and infrared spectra

Content

Title variants

Languages of publication

EN

Abstracts

EN
The conformational analysis of rasagiline [N-propargyl-1(R)-aminoindan] was performed by the density functional theory (DFT) B3LYP method using the 6–31++G (d,p) basis set. A single point energy calculations based on the B3LYP optimized geometries were also performed at MP2/6-31++G (d, p) level. The vibrational frequencies of the most stable conformer of rasagiline was calculated at the B3LYP level and vibrational assignments were made for normal modes on the basis of scaled quantum mechanical force field (SQM) method. The influence of mesylate and ethanedisulfonate salts on the geometry of rasagiline free base and its normal modes are also discussed. [...]

Publisher

Journal

Year

Volume

10

Issue

2

Pages

395-406

Physical description

Dates

published
1 - 4 - 2012
online
29 - 1 - 2012

Contributors

author
  • Faculty of Arts and Science, Physics Department, Gazi University, 06500, Teknikokullar, Ankara, Turkey
author
  • Faculty of Education, Physics Department, Hacettepe University, 06800, Beytepe, Ankara, Turkey
  • Faculty of Arts and Science, Physics Department, Gazi University, 06500, Teknikokullar, Ankara, Turkey
  • Arts and Science Faculty, Physics Department, Aksaray University, 68100, Aksaray, Turkey

References

  • [1] J. Jankovic, J. Neurol. Neurosurg. Psychiatry 79, 368 (2008) http://dx.doi.org/10.1136/jnnp.2007.131045[Crossref]
  • [2] M. Yogev-Falach, T. Amit, O. Bar-Am, M.B.H. Youdim, The FASEB Journal 17, 2325 (2003)
  • [3] S. Li, S. Wong, S. Sethia, H. Almoazen, Y.M. Joshi, A.T.M. Serajuddin, Pharmaceutical Research 22, 628 (2005) http://dx.doi.org/10.1007/s11095-005-2504-z[Crossref]
  • [4] Patent No: US2010/0234636 A1, Novel Salts of the Active Substance Rasagiline, 2010
  • [5] J. Bruning, J.W. Bats, M.U. Schmidt, Acta Cryst. C 64, o613 (2008) http://dx.doi.org/10.1107/S0108270108032526[Crossref]
  • [6] Patent No: US 2008/0161408 A1 Crystalline Solid Rasagiline base, 2008
  • [7] G. Rauhut, P. Pulay J. Phys. Chem., 99, 3093 (1995)
  • [8] J. Baker, A.A. Jarzecki, P. Pulay, J. Phys.Chem. A 102, 1412 (1998) [Crossref]
  • [9] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, GAUSSIAN 03, Revision B. 04 (Gaussian, Inc., Pittsburgh PA, 2003)
  • [10] C. Lee, W Yang, R.G. Parr, Phys. Rev. B 37, 785 (1988) http://dx.doi.org/10.1103/PhysRevB.37.785[Crossref]
  • [11] A.D. Becke, J. Chem. Phys. 98, 5648 (1993) http://dx.doi.org/10.1063/1.464913[Crossref]
  • [12] SQM version 1.0 (Parallel Quantum Solutions, Fayetteville, AR 72703) http://www.pqs-chem.com.
  • [13] Patent No: WO 2009 118657A2 Polymorphic Form of an Aminoindan Mesylate Derivative, Publication Date 01.10.2009
  • [14] H. Iga, T. Isozaki, T. Suzuki, T. Ichimura, J. Phys. Chem. A 111, 5981 (2007) http://dx.doi.org/10.1021/jp072072j[Crossref]
  • [15] O. Bar-Am, M. Yogev-Falach, T. Amit, Y. Sagi, M.B.H. Youdim, J. Neurochem. 89, 1119 (2004) http://dx.doi.org/10.1111/j.1471-4159.2004.02425.x[Crossref]
  • [16] A.D. Becke, Phys. Rev. B 38, 3098 (1988)
  • [17] M.L. Zhang, Z.J. Huang, Z.J. Lin, J. Phys. Chem. A 122, 134313 (2005)
  • [18] Z.J. Huang, Z.J. Lin, J. Phys. Chem. A 109, 2656 (2005) http://dx.doi.org/10.1021/jp0461201[Crossref]
  • [19] M.J. Frisch, M. Head-Gordon, J.A. Pople, Chem. Phys. Lett. 166, 275 (1990) http://dx.doi.org/10.1016/0009-2614(90)80029-D[Crossref]
  • [20] P.R. Schreiner, Angew. Chem. Int. Ed. 46, 4217(2007) http://dx.doi.org/10.1002/anie.200700386[Crossref]
  • [21] S. Grimme, J. Comput. Chem. 25, 1463 (2004) http://dx.doi.org/10.1002/jcc.20078[Crossref]
  • [22] J.E. Rode, J.Cz. Dobrowolski, J. Sadlej, J. Mol. Model. 17, 961 (2011) http://dx.doi.org/10.1007/s00894-010-0783-8[Crossref]
  • [23] J. Rak, P. Skurski, J. Simons, M. Gutowski, J. Am. Chem. Soc. 123, 11695 (2001) http://dx.doi.org/10.1021/ja011357l[Crossref]
  • [24] B. Boeckx, R. Ramaekers, G. Maes, Biophysical Chemistry 159, 247 (2011) http://dx.doi.org/10.1016/j.bpc.2011.07.003[Crossref]
  • [25] A.E Shields, T. Van Mourik, J. Phys. Chem. A 111, 13272 (2007) http://dx.doi.org/10.1021/jp076496p[Crossref]
  • [26] T. van Mourik. Chem. Phys. 304, 317 (2004) http://dx.doi.org/10.1016/j.chemphys.2004.07.004[Crossref]
  • [27] S. Scheiner, Hydrogen Bonding. A Theoretical Perspective (Oxford University Press, New York, 1997)
  • [28] K.M. Marstokk, H. Møllendal, Acta Chemica Scandinavica A 39, 483 (1985) http://dx.doi.org/10.3891/acta.chem.scand.39a-0483[Crossref]
  • [29] G.A. Guirgis, S. Bell, C. Zheng, J.R. Durig, Phys. Chem. Chem. Phys. 4, 1438 (2002) http://dx.doi.org/10.1039/b109222g[Crossref]
  • [30] K.-H. Wiedenmann, I. Botskor, H.-D. Rudolph, J. Mol. Spectrosc. 113, 186 (1985) http://dx.doi.org/10.1016/0022-2852(85)90129-8[Crossref]
  • [31] C.H. Wei, B.E. Hingerty, Acta Cryst. B 37, 1992 (1981) http://dx.doi.org/10.1107/S056774088100784X[Crossref]
  • [32] F.E. Genceli-Guner, M. Lutz, T. Sakurai, A.L. Spek, T. Hondoh, Crystal Growth & Design 10, 4327 (2010) http://dx.doi.org/10.1021/cg100234e[Crossref]
  • [33] J.R. Durig, L. Zhou, T. Schwartzt, T. Gounev, J. Raman Spectrosc. 31, 193 (2000) http://dx.doi.org/10.1002/(SICI)1097-4555(200003)31:3<193::AID-JRS514>3.0.CO;2-7[Crossref]
  • [34] M.E. Tuttolomondo, A. Navarro, T. Peña, E.L. Varetti, A. Ben Altabef, J. Phys. Chem. A 109, 7946 (2005) http://dx.doi.org/10.1021/jp0509865[Crossref]
  • [35] R.A. Palmer, B.S. Potter, M.J. Leach, B.Z. Chowdhry, J. Chem. Crystallogr. 37, 771 (2007) http://dx.doi.org/10.1007/s10870-007-9248-z[Crossref]
  • [36] J. Oomens, G. Meijer, G. von Helden, J. Phys. Chem. A 105, 8302 (2001) http://dx.doi.org/10.1021/jp0110455[Crossref]
  • [37] T. Gilbert, R. Pfab, I. Fischer, P. Chen, J. Chem.Phys. 112, 2575 (2000) http://dx.doi.org/10.1063/1.480830[Crossref]
  • [38] E.B. Jochnowitz, X. Zhang, M.R. Nimlos, B.A. Flowers, J.F. Stanton, G.B. Ellison, J. Phys. Chem. A. 114, 1498 (2010) http://dx.doi.org/10.1021/jp907806g[Crossref]
  • [39] E.L. Stewart, U. Mazurek, J.P. Bowen, J. Phys. Org. Chem. 9, 66 (1996) http://dx.doi.org/10.1002/(SICI)1099-1395(199602)9:2<66::AID-POC750>3.0.CO;2-Z[Crossref]
  • [40] J.C. Evans, R.A. Nyquist, Spectrochim. Acta 19, 1153 (1963) http://dx.doi.org/10.1016/0371-1951(63)80035-1[Crossref]
  • [41] K. Le Barbu-Debus, F. Lahmani, A. Zehnacker-Rentien, N. Guchhait, Phys. Chem. Chem. Phys. 8, 1001 (2006) http://dx.doi.org/10.1039/b512711d[Crossref]
  • [42] A. Givan, A. Loewenschuss, C.J. Nielsen, J. Mol. Struct. 748, 77 (2005) http://dx.doi.org/10.1016/j.molstruc.2005.03.015[Crossref]
  • [43] K. Ohno, T. Naganobu, H. Matsuura, H. Tanaka, J. Phys. Chem. 99, 8477 (1995) http://dx.doi.org/10.1021/j100021a005[Crossref]

Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-011-0162-z
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