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Synthesis and Crystal Structure of Thiazole Orange Derivative

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Abstract

The title compound of Thiazole Orange derivative was synthesized by the reaction of benzothiazolium and 4-methyl quinoline salts, which was determined by 1HNMR and MS. A crystalline hydrate of thiazole orange derivative was obtained when the crystal formed and characterized by single-crystal X-ray diffraction. The crystal belongs to the Triclinic system, and the cell parameters of space group P-1 were a = 10.162(2) Å, b = 10.501(2) Å, c = 11.040(2) Å, α = 92.17(3)o, β = 117.10(3)o, γ = 92.28(3)o, V = 1045.9(4) Å3, Z = 2, Dc = 1.380 mg/m−3, μ = 0.2 mm−1, F(000) = 460, and the final R = 0.0625 and wR = 0.1862 for 3658 observed reflections (I > 2σ(I)). The two aromatic rings linked by the methylene bridged chain are a coplanar structure.

Graphical Abstract

The title compound of Thiazole Orange derivative with crystal water was synthesized and characterized by 1HNMR, MS, and single-crystal X-ray diffraction

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References

  1. Li K, Liu B (2009) Anal Chem 81:4099

    Article  CAS  Google Scholar 

  2. Deligeorgiev TG (1998) Molecular probes based on cyanine dyes for nucleic acid research. In: Daehne S, Resch-Genger U, Wolfbeis OS (eds) Near-infrared dyes for high technology applications (NATO ASI Series). Kluwer Academic Publishers, Dordrecht, p 125

    Google Scholar 

  3. Hossain MZ, Ernst LA, Nagy JI (1995) Neurosci Lett 184:71

    Article  CAS  Google Scholar 

  4. Nygren J, Svanvik N, Kubista M (1998) Biopolymers 46:39

    Article  CAS  Google Scholar 

  5. Lee LG, Chen CH, Chiu LA (1986) Cytometry 7:508

    Article  CAS  Google Scholar 

  6. Fei X, Gu Y (2009) Prog Nat Sci 19(1):1

    Article  CAS  Google Scholar 

  7. Lin Y, Weissleder R, Tung CH (2002) Bioconjug Chem 13(3):605

    Article  Google Scholar 

  8. Perlitz C, Licha K, Scholle FD et al (2005) J Fluoresc 15(3):443

    Article  CAS  Google Scholar 

  9. Hilderbrand SA, Kelly KA, Weissleder RM et al (2005) Bioconjug Chem 16(5):1275

    Article  CAS  Google Scholar 

  10. Kennedy MD, Jallad KN, Thompson DH et al (2003) J Biomed Opt 8(4):636

    Article  Google Scholar 

  11. Ye Y, Bloch S, Achilefu S et al (2005) Bioconjugate Chem 16:51

    Article  CAS  Google Scholar 

  12. Lou KY, Qian XH, Song GH (2002) J East China Univ Sci Technol 28(2):2125 (in Chinese)

    Google Scholar 

  13. Perlitz C, Licha K, Scholle FD et al (2005) J Fluoresc 15(3):44354

    Article  Google Scholar 

  14. Hilderbrand SA, Kelly KA, Weissleder R et al (2005) Bioconjug Chem 16(5):127581

    Article  Google Scholar 

  15. Svanvik N, Nygren J, Westman G, Kubista M (2001) J Am Chem Soc 123:803

    Article  CAS  Google Scholar 

  16. Lartia R, Asseline U (2006) Chem Eur J 12:2270

    Article  CAS  Google Scholar 

  17. Silva GL, Ediz V, Yaron D, Armitage BA (2007) J Am Chem Soc 129:5710

    Article  CAS  Google Scholar 

  18. Deligeorgiev T, Vasilev A, Drexhage K (2007) Dyes Pigments 73:69

    Article  CAS  Google Scholar 

  19. Ikeda S, Okamoto A (2008) Chem Asian J 3:958

    Article  CAS  Google Scholar 

  20. Pei RJ, Rothman J, Xie YL, Stojanovic MN (2009) Nucleic Acids Res 37:e 59

    Article  Google Scholar 

  21. Kubota T, Ikeda S, Okamoto A (2009) Bull Chem Soc Jpn 82:110

    Article  CAS  Google Scholar 

  22. Koide Y, Urano Y, Yatsushige A, Hanaoka K, Terai T, Nagano T (2009) J Am Chem Soc 131:6058

    Article  CAS  Google Scholar 

  23. Jarikote DV, Köhler O, Socher E, Seitz O (2005) Eur J Org Chem 70:3187

    Article  Google Scholar 

  24. Thompson M (2007) Biomacromolecules 8:3628

    Article  CAS  Google Scholar 

  25. Fei XN, Gu YC, Liu ZJ, Zhang BL, Ban Y (2009) Bioorgan Med Chem 17:585

    Article  CAS  Google Scholar 

  26. Sheldrick GM (1997) SHELXL97 and SHELXS97. University of Göttingen, Göttingen

    Google Scholar 

Download references

Acknowledgments

The authors are grateful for financial support from the National Natural Science Foundation of China (No. 20772090, 21072147), Key Project of Science and Technology Committee of Tianjin, China (No.08JCZDJC18200, 10JCYBJC10500).

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Correspondence to Xuening Fei.

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Fei, X., Gu, Y., Lan, Y. et al. Synthesis and Crystal Structure of Thiazole Orange Derivative. J Chem Crystallogr 41, 1232–1236 (2011). https://doi.org/10.1007/s10870-011-0080-0

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  • DOI: https://doi.org/10.1007/s10870-011-0080-0

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