2,4-Dimorpholino-4-yl-6-(4-nitrophenoxy)-[1,3,5] -triazine: Structural and spectroscopic study using experimental and DFT method

References

[1] Elyakov GB, Stonik VA, Makareva TN. Heterocyclic compounds of marine organisms (Review). Chem Heterocycl Compd. 1977;13:345–59.10.1007/BF00482772Suche in Google Scholar

[2] Newman DJ, Cragg GM. Marine natural products and related compounds in clinical and advanced preclinical trials. J Nat Prod. 2004;67:1216–38.10.1021/np040031ySuche in Google Scholar

[3] Roje S. Bioconversion process for producing nylon-7, nylon-7,7 and polyesters. Photochemistry. 2007;68:1904–21.10.1016/j.phytochem.2007.03.038Suche in Google Scholar

[4] Jain KS, Chitre TS, Miniyar PB, Kathiravan MK, Bendre VS, Veer VS, et al. Biological and medicinal significance of pyrimidines. Curr Sci. 2006;90:793–803.Suche in Google Scholar

[5] Leiningera E, Belousov AB. Recovery of network-driven glutamatergic activity in rat hippocampal neurons during chronic glutamate receptor blockade. Brain Res. 2009;1251:87–102.10.1016/j.brainres.2008.11.044Suche in Google Scholar

[6] Ojha H, Gahlot P, Tiwari AK, Pathak M, Kakkar R. Quantitative structure activityrelationship study of 2, 4, 6-trisubstituted-s-triazine derivatives as antimalarial inhibitors of plasmodium falciparum dihydrofolate reductase. Chem Biol Drug Des. 2011;77:57–62.10.1111/j.1747-0285.2010.01045.xSuche in Google Scholar

[7] Alekseeva NV, Yakhontov LN. Reactions of pyridines, pyrimidines and 1,3,5-triazines with nucleophilic reagents. Russ Chem Rev. 1990;59:514–30.10.1070/RC1990v059n06ABEH003540Suche in Google Scholar

[8] Charushin VN, Chupakhin ON, Van der Plas HC. Reactions of azines with bifunctional nucleophiles: cyclizations and ring transformations. Adv Heterocycl Chem. 1988;43:301–53.10.1016/S0065-2725(08)60256-1Suche in Google Scholar

[9] Loos R, Niessner R. Analysis of atrazine, terbutylazine and their n-dealkylated chloro and hydroxy metabolites by solid-phase extraction and gas chromatography-mass spectrometry and capillary electrophoresis- ultraviolet detection. J Chromatograpr A. 1999;835:217–29.10.1016/S0021-9673(99)00046-1Suche in Google Scholar

[10] Vuddhakul V, Jacobsen NW, Rose SE, Joanoni B, Seow WK, Thong YH. 1-methyl-3-phenyl-1,2,4-triazinium-5-olate: a new zwitterion with cytotoxic activity against human cancer cell-lines. Cancer Lett. 1988;42:29–35.10.1016/0304-3835(88)90235-2Suche in Google Scholar

[11] Hirai K, Sugimoto H, Mizushima T. Jpn Kokai Tokkyo Koho 1986. JP 61134389 A2.Suche in Google Scholar

[12] Bierowska-Charytonowicz D, Konieczny M. Rocz Chem. 1973;47:2199.Suche in Google Scholar

[13] Oettmeier W, Hilip U, Draper W, Fedtke C, Schmidt RR. Pestic Sci. 1991;33:399.10.1002/ps.2780330402Suche in Google Scholar

[14] Kranz E, Santel HJ, Luerssen K, Schmidt RR, Krauskopf B. Ger Offen 1990. DE 3917043 A1.Suche in Google Scholar

[15] Boehner B, Tobler H. Eur Pat Appl 1985. EP 150677.Suche in Google Scholar

[16] Janczak J, Perpetuo GJ. Melaminium glutarate monohydrate. Acta Crystallogr Sect C. 2001;57:1431–3.10.1107/S0108270102007266Suche in Google Scholar

[17] Marchewka MK. Infrared and Raman spectra of melaminium chloride hemihydrate. Mat Sci Eng B. 2002;95:214–21.10.1016/S0921-5107(02)00235-0Suche in Google Scholar

[18] Frisch MJ, Trucks GW, Schlegal HB, Scuseria GE, Robb MA, Cheesman JR, et al. GAUSSIAN 03, Revision A.02. Pittsburg, PA: Gaussian, Inc., 2003.Suche in Google Scholar

[19] Frisch A, Dennington R, Keith T, Milliam J, Nielsen AB, Holder AJ, et al. Gaussview reference, Version 4.0. Pittsburgh: Gaussian Inc., 2007.Suche in Google Scholar

[20] Vennila JP, John Thiruvadigal D, Kavitha HP, Chakkaravathi G, Manivannan V. N-[-2,(3,4-dimethoxyphenyl)ethyl]-nmethylnaphthalene-1-sulfonamide. Acta Cryst E. 2011;67:o2451.10.1107/S1600536811034088Suche in Google Scholar

[21] Arivazhagan M, Meenakshi R. Quantum chemical studies on structure of 1-3-dibromo-5-chlorobenzene. Spectrochim Acta A. 2011;82:316–26.10.1016/j.saa.2011.07.055Suche in Google Scholar

[22] Fogarasi G, Pulay P. Vibrational spectra and structure, vol. 14. Amsterdam: Elsevier, 1985:125–219.Suche in Google Scholar

[23] Pulay P. In: Schalfer HF, editor. Applications of electronic structure theory, modern theoritical chemistry, vol. 4. New York: Springer, 1997:153.Suche in Google Scholar

[24] Nataraj A, Balachandran V, Karthick T. FTIR and Raman spectra, DFT and SQMFF calculations for geometrical interpretation and vibrational analysis of 3-nitro-p-toluic acid. J Mol Struct. 2012;1022:94–108.10.1016/j.molstruc.2012.04.056Suche in Google Scholar

[25] Polavarapu PL. Abinitio vibrational Raman and Raman optical activity spectra. J Phys Chem. 1990;94:8106–12.10.1021/j100384a024Suche in Google Scholar

[26] Keresztury G, Holly S, Varga J, Besenyei GA, Wang Y, Durig JR. Electronic absorption and vibrational spectra and nonlinear optical properties of 4-methoxy-2-nitroaniline. Spectrochim Acta Part. 1993;49A:2007-26.10.1016/S0584-8539(09)91012-1Suche in Google Scholar

[27] Keresztury G. Raman spectroscopy: theory. In: Chalmers JM, Griffiths PR, editors. Hand book of vibrational spectroscopy, vol. 1. Chicester: Wiley, 2002.Suche in Google Scholar

[28] Jamroz MH. Vibrational energy distribution analysis: VEDA 4 Program Warsao. Poland, 2004.Suche in Google Scholar

[29] Meishlich EK, Meislich H, Sharefkin J. 3000 solved problems in organic chemistry, vol. 2. New York: McGraw-Hill, 1993.Suche in Google Scholar

[30] George S. Infrared and Raman characteristic group frequencies-tables and charts, 3rd ed. New York: Wiley, 1993.Suche in Google Scholar

[31] Kovacs A, Keresztury G, Izvekow V. Intramolecular hydrogen bonding in 2-nitrorezorcinol. A combined FT-IR, FT-Raman and computational study. Chem Phys. 2000;253:193–204.10.1016/S0301-0104(99)00390-0Suche in Google Scholar

[32] Rao JM. Organic spectroscopy, principles and applications. New Delhi: Narosa Publishing House, 2000.Suche in Google Scholar

[33] Varsanyi G. Vibrational spectra of benzene derivatives. New York: Academic Press, 1969.10.1016/B978-0-12-714950-9.50007-7Suche in Google Scholar

[34] Socrates G. Infrared characteristic group frequencies. New York: Wiley, 1980.Suche in Google Scholar

[35] Karakurt T, Dincer M, Cukurovali A, Yilmaz I. Ab initio and semi-empirical computational studies on 5-hydroxy4-methyl-5, 6-di-pyridin-2-yl-4, 5-dihydro-2H-[1, 2, 4] triazine-3-thione. J Mol Struct. 2011;991:186–201.10.1016/j.molstruc.2011.02.025Suche in Google Scholar

[36] Silverstein M, Clyyon Basseler G, Morill C. Spectrometric I identification of organic compounds. New York: Wiley, 1981.Suche in Google Scholar

[37] Lin-Vein D, Colthup NB, Fateley WG, Grasseli JG. The hand book of Infrared and Raman characteristic frequencies of organic molecules. San Diego: Academic Press, 1991.Suche in Google Scholar

[38] Subhash Chandrabose S, Saleem H, Erdogdu Y, Rajarajan G, Thanikachalam V. FT-Raman, FT-IR spectra and total energy distribution of 3-pentyl-2,6-diphenylpiperidin-4-one: DFT method. Spectrochim Acta A. 2011;82:260–9.10.1016/j.saa.2011.07.046Suche in Google Scholar PubMed

[39] Arjunan V, Kalaivani M, Marchewka MK, Mohan S. Crystal structure, vibrational and DFT simulation studies of melaminium dihydrogen phosphite monohydrate. J Mol Struct. 2013;1045:160–70.10.1016/j.molstruc.2013.04.026Suche in Google Scholar

[40] Varsanyi G. Assignments of vibrational spectra of seven hundred benzene derivatives, vol. 1-2. London: Adam Hilger, 1974.Suche in Google Scholar

[41] Bellanmy LJ. The infrared spectra of complex molecules. London: Chapman and Hall, 1980.10.1007/978-94-011-6520-4Suche in Google Scholar

[42] Balachandran V, Janaki A, Nataraj A. Theoretical investigations on molecular structure, vibrational spectra, HOMO, LUMO, NBO analysis and hyperpolarizability calculations of thiophene-2-carbohydrazide. Spectrochim Acta A. 2014;118:321–30.10.1016/j.saa.2013.08.091Suche in Google Scholar PubMed

[43] Politzer P, Laurence PR, JayaSuriya K, McKinney J. Molecular electrostatic potentials: an effective tool for the elucidation of biochemical phenomena. Environ Health Perspect. 1985;61:191–202.10.1289/ehp.8561191Suche in Google Scholar PubMed PubMed Central

[44] Pegu D. Int J Sci Res. 2012;469–74. ISSN: 2319–7064.Suche in Google Scholar

[45] Reed AE, Weinhold F. Natural localized molecular orbitals. J Chem Phys. 1985;83:1736–40.10.1063/1.449360Suche in Google Scholar

[46] Reed AE, Weinhold RB, Weinhold F. Natural population analysis. J Chem Phys. 1985;83:735–46.10.1063/1.449486Suche in Google Scholar

[47] Reed AE, Wienhold F. Natural bond orbital analysis of near-hartree-fock water dimer. J Chem Phys. 1983;78:4066–73.10.1063/1.445134Suche in Google Scholar

[48] Foster JP, Weinhold F. Natural hybrid orbitals. J Am Chem Soc. 1980;102:7211–8.10.1021/ja00544a007Suche in Google Scholar

[49] Parthasarathi R, Padmanabhan J, Subramanian V, Maiti B, Chattraj PK. Chemical reactivity profiles of two-selected poly chlorinated biphenyls. J Phys Chem A. 2008;107:10346–52.10.1021/jp035620bSuche in Google Scholar

[50] Thanikaivelan P, Subramanian V, Raghava Rao J, Nair BV. Application of quantum chemical descriptor in quantitative structure activity and structure property relationship. Chem Phys Lett. 2000;323:59–70.10.1016/S0009-2614(00)00488-7Suche in Google Scholar

[51] Parthasarathi R, Padmanabhan J, Elango M, Subramanian V, Chattraj PK. Intermolecular reactivity through the generalized electrophilicity concept. Chem Phys Lett. 2004;394:225–30.10.1016/j.cplett.2004.07.002Suche in Google Scholar

[52] Parthasarthi R, Padmanabhan J, Subramanian V, Maiti B, Chattraj PK. Toxicity analysis of 33'44'5-pentachloro biphenyl through chemical reactivity and selectivity profiles. Curr Sci. 2004;86:535–42.Suche in Google Scholar

[53] Parthasarthi R, Padmanabhan J, Subramanian V, Sarkar U, Maiti B, Chattraj PK. Toxicity analysis of benzidine through chemical reactivity and selectivity profiles: a DFT approach. Internet Electron J Mol Des. 2003;2:798.Suche in Google Scholar

[54] Parr RG, Yang W. Density functional theory of atoms and molecules. Oxford, New York: Oxford University Press, 1989.Suche in Google Scholar

[55] Pearson RG. Absolute electronegativity and hardness: applications to organic chemistry. J Org Chem. 1989;54:1430–2.10.1021/jo00267a034Suche in Google Scholar

[56] Parr RG, Pearson RG. Absolute hardness: companion parameter to absolute electronegativity. J Am Chem Soc. 1983;105:7512–6.10.1021/ja00364a005Suche in Google Scholar

[57] Geerlings P, De Proft F, Langenaekar W. Conceptual density functional theory. Chem Rev. 2003;103:1793–873.10.1201/9781420065442.ch27Suche in Google Scholar

[58] Singh RN, Kumar A, Tiwari RK, Rawat P. A combined experimental and theoretical (DFT and AIM) studies on synthesis, molecular structure, spectroscopic properties and multiple interactions analysis in a novel ethyl-4-[2-(thiocarbamoyl) hydrazinylidene]-3, 5-dimethyl-1h-pyrrole-2- carboxylate and its dimer. Spectrochim Acta. 2013;112:182–90.10.1016/j.saa.2013.04.002Suche in Google Scholar PubMed

[59] Ott JB, Boerio-Goates J. Calculations from statistical thermodynamics. USA: Academic Press, 2000.10.1016/B978-012530990-5/50011-0Suche in Google Scholar

[60] Zhang R, Dub B, Sun G, Sun Y. Molecular modeling and spectroscopic studies of benzothiazole. Spectrochim Acta. 2010;75A:115–1124.10.1016/j.saa.2009.12.067Suche in Google Scholar PubMed

[61] Kavipriya R, Kavitha HP, Karthikeyan B, Natraj A. Molecular structure, spectroscopic (FT-IR, FT-Raman), NBO analysis of N,N'Diphenyl-6-piperidinyl-1-yl-[1,3,5]-triazine-2,4-diamine. Spectrochim Acta A. 2015;156:476–87.10.1016/j.saa.2015.05.052Suche in Google Scholar PubMed

[62] Luque FJ, Lopez JM, Orozco M. Perspective on Electrostatic Interactions of a solute with a continuum. A direct utilization of ab initio molecular potentials for the prevision of solvent effects. Theor Chem Acc. 2000;103:343–5.10.1007/s002149900013Suche in Google Scholar