A Theoretical Study About Substituted Effect in Current Ring and Aromaticity with NICS Index in Nano Carrier Xylometazoline Drug

Ahmadi, Zeinab

doi:10.22034/ijnc.2016.34960

Document Type : Research Paper

Author

Zeinab Ahmadi

Young Researchers Club, Shoushtar Branch, Islamic Azad University, Shoushtar, Iran.

https://doi.org/10.22034/ijnc.2016.34960

Abstract

Xylometazoline is a drug which is used as a topical nasal decongestant. It is applied directly into the nose, either as a spray or as drops. Xylometazoline is an imidazole derivative which is designed to mimic the molecular shape of adrenaline. It binds to alpha-adrenergic receptors in the nasal mucosa. Due to its sympathomimetic effects, it should not be used by people with high blood pressure, or other heart problems. In this report, At the first compounds [C60- Xylometazoline -C65-X] (X=F, Cl, Br) were optimized, then NMR calculations have been done. The results indicate In all noticed carbons atoms Chemical shielding tensor (σ) is lowest and chemical shift tensor(б) is highest in R-F. On the other hand with increasing electroneativity in substituted atom, NICS Index shows this trend: R-F>R-Cl>R-Br. nucleic independent chemical shift (NICS) is considered for Aromaticity. If aromaticity is increased, so , stability is increased and reactivity is increased. All calculations is performed in 6-31g* basis set in HF method and in gas phase.

Keywords

References

[1] K.-Q.Kang, G.-H. Song, J.-Y. Wang, B.G.Wei, J. Chin. Chem. Soc., 55, 1125 (2008).

[2] T. Dewa, T. Saiki, Y. Aoyama, J. Am.Chem. Soc., 123, 502 (2001).

[3] N. Iranpoor, B. Zeynizadeh, A. Aghapour,J. Chem. Res, Synop., 9, 554 (1999).

[4] G. Deng, T. Ren, Synth. Commun., 33,2995 (2003).

[5] Y.-Q. Cao, D. Zhi, R. Zhang, B.-H. Chen, Synth. Commun., 35, 1045 (2005).

[6] Y. Zhu, Y. Pan, Chem. Lett., 33, 668(2004).

[7] Y. Wan, X.-M. Chen, L.-L. Pang, R. Ma,C.-H. Yue, R. Yuan, W. Lin, W. Yin, R.-C. Bo,

H.Wu, Synth. Commun., 40, 2320 (2010).

[8] P. Salehi, M.M. Khodaei, M.A. Zolfigol,A. Keyvan, Monatsh. Chem., 133,1291 (2002).

[9] A. Arnold, M. Markert, R. Mahrwald,Synthesis, 7, 1099 (2006).

[10] Y. Riadi, R. Mamouni, R. Azzalou, R.Boulahjar, Y. Abrouki, M.El. Haddad, S.

Routier, Tetrahedron Lett., 51, 6715 (2010).

[11] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman,

J.A. Montgomery, T. Vreven, Jr., 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.

[12] A. Solhy, W. Amer, M. Karkouri, R.Tahir, A. El Bouari, A. Fihri, M. Bousmina,

M. Zahouily, J. Mol. Catal. A: Chem., 336, 8 (2011).

International Journal of New Chemistry

A Theoretical Study About Substituted Effect in Current Ring and Aromaticity with NICS Index in Nano Carrier Xylometazoline Drug

References

References

Volume 3, Issue 1
January 2016
Pages 18-23

A Theoretical Study About Substituted Effect in Current Ring and Aromaticity with NICS Index in Nano Carrier Xylometazoline Drug

References

References

Volume 3, Issue 1January 2016Pages 18-23

Volume 3, Issue 1
January 2016
Pages 18-23