Experimental FT-IR, Laser-Raman and DFT spectroscopic analysis of a potential chemotherapeutic agent 6-(2-methylpropyl)-4-oxo-2-sulfanylidene-1,2,3, 4-tetrahydropyrimidine-5-carbonitrile

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 120, Issue , 2014, Pages 97-105

  Sert, Yusuf ^a   Al Turkistani, Abdulghafoor A ^b   Al Deeb, Omar A ^b   El Emam, Ali A ^b   Ucun, Fatih ^c   Çirak, Çaǧri ^d  

^a BOZOK UNIVERSITY   (Turkey)

^b KING SAUD UNIVERSITY   (Saudi Arabia)

^c SULEYMAN DEMIREL UNIVERSITY   (Turkey)

^d ERZINCAN UNIVERSITY   (Turkey)

Author keywords

FT IR spectra; Laser Raman spectra; Pyrimidine 5 carbonitrile; Vibrational study

Indexed keywords

OPTIMIZATION; QUANTUM CHEMISTRY; SPECTROSCOPIC ANALYSIS;

EXCHANGE-CORRELATION FUNCTIONS; FT-IR SPECTRUM; HIGHEST OCCUPIED MOLECULAR ORBITAL; LOWEST UNOCCUPIED MOLECULAR ORBITAL; POTENTIAL ENERGY DISTRIBUTION; PYRIMIDINE-5- CARBONITRILE; QUANTUM-CHEMICAL METHODS; VIBRATIONAL STUDY;

RAMAN SCATTERING;

1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBONITRILE; 1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBONITRILE; NITRILE; PYRIMIDINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; FT-IR SPECTRA; INFRARED SPECTROSCOPY; LASER-RAMAN SPECTRA; PYRIMIDINE-5-CARBONITRILE; QUANTUM THEORY; RAMAN SPECTROMETRY; VIBRATIONAL STUDY;

FT-IR SPECTRA; LASER-RAMAN SPECTRA; PYRIMIDINE-5-CARBONITRILE; VIBRATIONAL STUDY;

MODELS, MOLECULAR; NITRILES; PYRIMIDINES; QUANTUM THEORY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPECTRUM ANALYSIS, RAMAN;

EID: 84886215355     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2013.09.138     Document Type: Article

References (65)

1. K. Ghoshal, and S.T. Jacob Biochem. Pharmacol. 53 1997 1569 1575
2. O.N. Al-Safarjalani, X. Zhou, R.H. Rais, J. Shi, R.F. Schinazi, F.N.M. Naguib, and M.H. El-Kouni Cancer Chemother. Pharmacol. 55 2005 541 551
3. N. Sirisoma, S. Kasibhatla, B. Nguyen, A. Pervin, Y. Wang, G. Claassen, B. Tseng, J. Drewe, and S.X. Cai Bioorg. Med. Chem. 14 2006 7761 7773
4. X. Lu, Y. Chen, Y. Guo, Z. Liu, Y. Shi, Y. Xu, X. Wang, Z. Zhang, and J. Liu Bioorg. Med. Chem. 15 2007 7399 7407
5. R. Ragno, A. Mai, S. Sbardella, M. Artico, S. Massa, C. Musiu, M. Mura, T. Marceddu, A. Cadeddu, and P. La Colla J. Med. Chem. 47 2004 928 934
6. A.L. Hopkins, J. Ren, R.M. Esnouf, B.E. Willcox, E.Y. Jones, C. Ross, T. Miyasaka, R.T. Walker, H. Tanaka, D.K. Stammers, and D.I. Staurt J. Med. Chem. 39 1996 1589 1600
7. Y. Van Herrewege, J. Michiels, J. Van Roey, K. Fransen, L. Kestens, J. Balzarini, P. Lewi, G. Vanham, and P. Janssen Antimicrob. Agents Chemother. 48 2004 337 339
8. F. Goebel, A. Yakovlev, A.L. Pozniak, E. Vinogradova, G. Boogaerts, R. Hoetelmans, M.P. de Béthune, M. Peeters, and B. Woodfall AIDS 20 2006 1721 1726
9. R. Kumar, W. Semaine, M. Johar, D.L.J. Tyrrell, and B. Agrawal J. Med. Chem. 49 2006 3693 3700
10. Y. Ding, J.L. Girardet, K.L. Smith, G. Larson, B. Prigaro, J.Z. Wu, and N. Yao Bioorg. Chem. 34 2006 26 38
11. K.K. Gauni, and H. Kohlhage Chemotherapy 14 1969 158 169
12. H.H. Locher, H. Schlunegger, P.G. Hartman, P. Anghern, and R.L. Then Antimicrob. Agents Chemother. 40 1996 1376 1381
13. C.A. Sincak Ann. Pharmacother. 43 2009 1107 1114
14. A. Mai, D. Rotili, S. Massa, G. Brosch, G. Simonetti, C. Passariello, and A.T. Palamara Bioorg. Med. Chem. Lett. 17 2007 1221 1225
15. E.S. Al-Abdullah, A.M. Al-Obaid, O.A. Al-Deeb, E.E. Habib, and A.A. El-Emam Eur. J. Med. Chem. 46 2011 4642 4647
16. M.A. Al-Omar, A.M. Al-Obaid, N.R. El-Brollosy, and A.A. El-Emam Synth. Commun. 40 2010 1530 1538
17. A.A. El-Emam, O.A. Al-Deeb, N.R. El-Brollosy, S.W. Ng, and E.R.T. Tiekink Acta Cryst. E68 2012 o2054
18. L. Grosmaire, and J.-L. Delarbre J. Mol. Struct. 1011 2012 42 49
19. A.J. Barnes, M.A. Stukey, and L.L. Gall Spectrochim. Acta A 38 1984 419 431
20. Y. Nismura, M. Tsuboi, S. Kato, and K. Morokuma J. Am. Chem. Soc. 103 1981 1354 1358
21. O.A. Al-Deeb, A.A. El-Emam, A.A. Al-Turkistani, S.W. Ng, and E.R.T. Tiekink Acta Cryst. E68 2012 o676 o677
22. A. Frish, A.B. Nielsen, and A.J. Holder Gauss View User Manual 2001 Gaussian Inc. Pittsburg, PA
23. D.C. Young Computational Chemistry A Practical Guide for Applying Techniques to Real-World Problems (Electronics) 2001 John Wiley and Sons New York
24. W.H. James, E.G. Buchanan, C.W. Müller, J.C. Dean, D. Kosenkov, L.V. Slipchenko, L. Guo, A.G. Reidenbach, S.H. Gellman, and T.S. Zwier J. Phys. Chem. A115 2011 13783 13798
25. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, Ö. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian 09, Revision A.1, Gaussian Inc., Wallingford CT, 2009.
26. M.H. Jamróz, Vibrational Energy Distribution Analysis VEDA 4, Warsaw, 2004.
27. M.H. Jamróz Spectrochim. Acta A 114 2013 220 230
28. H. Arslan, and Ö. Algül Spectrochim. Acta A 70 2008 109 116
29. Ç. ÇIrak, S. Demir, F. Ucun, and O. Çubuk Spectrochim. Acta A 79 2011 529 532
30. M.H. Jamróz, J.C. Dobrowolski, and R. Brzozowski J. Mol. Struct. 787 2006 172 183
31. Ç. ÇIrak, Y. Sert, and F. Ucun Spectrochim. Acta A 92 2012 406 414
32. Y. Sert, Ç. ÇIrak, and F. Ucun Spectrochim. Acta A 107 2013 248 255
33. J.S. Casas, E.E. Castellano, M.S. Garcia-Tasende, A. Sánchez, J. Sordo, and J. Zukerman-Schpector J. Chem. Cryst. 29 1999 725 727
34. E.R.T. Tiekink Z. Kristallogr. 187 1989 79 84
35. R. Singh, S. Jaiswal, M. Kumar, P. Singh, G. Srivastav, and R.A. Yadav Spectrochim. Acta A 75 2010 267 276
36. M.A. Palafox, V.K. Rastogi, R.P. Tanwar, and L. Mittal Spectrochim. Acta A 59 2003 2473 2486
37. S. Mohan, N. Sundaraganesan, and J. Mink Spectrochim. Acta A 47 1991 1111 1115
38. G.N. Ten, V.V. Nechaev, A.N. Pankratov, V.I. Berezin, and V.I. Baranov J. Struct. Chem. 51 2010 854 861
39. Ç. ÇIrak, and N. Koç J. Mol. Model 18 2012 4453 4464
40. M.A. Palafox, G. Tardajos, A. Guerrero-Martinez, V.K. Rastogi, D. Mishra, S.P. Ojha, and W. Kiefer Chem. Phys. 340 2007 17 31
41. M. Szczesniak, M.J. Nowak, K. Szczepaniak, and W.B. Person Spectrochim. Acta A 41 1985 237 250
42. J.S. Singh J. Mol. Struct. 876 2008 127 133
43. R. Shanker, R.A. Yadav, and I.S. Singh Spectrochim. Acta A 50 1994 1251 1258
44. A. Les, L. Adamowicz, M.J. Nowak, and L. Lapinski Spectrochim. Acta A 48 1992 1385 1395
45. J.S. Kwiatkowski, and J. Leszczynski J. Phys. Chem. A 100 1996 941 953
46. M.J. Nowak, L. Lapinski, D.C. Bienko, and D. Michalska Spectrochim. Acta A 53 1997 855 865
47. D.C. Bienko, D. Michalska, S. Roszak, W. Wojciechowski, M.J. Nowak, and L. Lapinski J. Phys. Chem. A. 101 1997 7834 7841
48. E. Spinner J. Chem. Soc. 1960 1237 1242
49. R. Shunmugam, and D.N. Sathyanarayana Spectrochim. Acta A 40 1984 757 765
50. D.N. Sathyanarayana, and S.V.R. Kasmir Spectrochim. Acta A 41 1985 809 813
51. S. Aruna, and G. Shanmugam Spectrochim. Acta A 41 1985 531 536
52. J.B. Labbert, H.F. Shurvel, L. Verbit, R.G. Cooks, and G.H. Stout Organic Structural Analysis 1976 Macmillan Publ. Co. Inc. New York
53. S. Gunasekaran, S.R. Varadhan, and K. Manoharan Asian J. Phys. 12 1993 119 121
54. S. Gunasekaran, S. Seshadri, and S. Muthu Indian J. Pure Appl. Phys. 44 2006 581 586
55. T. Gnanasambandan, S. Gunasekaran, and S. Seshadri Res. J. Chem. Environ. 17 2 2013 42 52
56. N.P.G. Roeges A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures 1994 Wiley New York
57. N.B. Colthup, L.H. Daly, and S.E. Wiberly Introduction to Infrared and Raman Spectroscopy third ed. 1990 Academic Press Boston
58. E. Kavitha, N. Sundaraganesan, S. Sebastian, and M. Kurt Spectrochim. Acta A 77 2010 612 619
59. K. Chaitanya Spectrochim. Acta A 86 2012 159 173
60. E. Kavitha, N. Sundaraganesan, and S. Sebastian Indian J. Pure Appl. Phys. 48 2010 20 30
61. A. Jayaprakash, V. Arjunan, and S. Mohan Spectrochim. Acta A 81 2011 620 630
62. S. Subashchandrabose, H. Saleem, Y. Erdogdu, G. Rajarajan, and V. Thanikachalam Spectrochim. Acta A 82 2011 260 269
63. T. Vijayakumar, I. Hubert Joe, C.P.R. Nair, and V.S. Jayakumar Chem. Phys. 343 2008 83 99
64. M. Govindarajan, M. Karabacak, A. Suvitha, and S. Periandy Spectrochim. Acta A 89 2012 137 148
65. A. Veeraiah, V.K. Chaitanya, V. Veeraiah, M.V.S. Prasad, and N. Udaya Sri Spectrochim. Acta A 95 2012 648 657