Design and Synthesis of Novel 3,5-Substituted Indolin-2-one Derivatives

Yi-Ying Zhang; Yuan Liu; Yu-Liang Wang

doi:10.14233/ajchem.2015.16980

Issue

Vol. 27 No. 2 (2015): Vol 27 Issue 2

Issue Published : January 10, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Design and Synthesis of Novel 3,5-Substituted Indolin-2-one Derivatives

https://doi.org/10.14233/ajchem.2015.16980

Yi-Ying Zhang

College of Chemistry, Sichuan University, Chengdu 610065, P.R. China

Yuan Liu

College of Chemistry, Sichuan University, Chengdu 610065, P.R. China

Yu-Liang Wang

College of Chemistry, Sichuan University, Chengdu 610065, P.R. China

Corresponding Author(s) : Yu-Liang Wang

chemwang2008@163.com, shuyu1987819@163.com

Asian Journal of Chemistry, Vol. 27 No. 2 (2015): Vol 27 Issue 2
Article Published : January 10, 2015

Abstract

In this paper, twelve novel 3,5-substituted indolin-2-one derivatives were designed and synthesized based on indolin-2-one. The structures of the new compounds have been confirmed by ¹H NMR, HR-MS and IR spectra analysis. This study provides a new method for development of indolin-2-one derivatives.

Keywords

3-Substituted indolin-2-ones Benzamides Synthesis

Zhang, Y.-Y., Liu, Y., & Wang, Y.-L. (2015). Design and Synthesis of Novel 3,5-Substituted Indolin-2-one Derivatives. Asian Journal of Chemistry, 27(2), 491–495. https://doi.org/10.14233/ajchem.2015.16980

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References

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References

W.D. Blackburn, H.M. Prupas, J.C. Silverfield, J.E. Poiley, J.R. Caldwell, R.L. Collins, M.J. Miller, D.H. Sikes, H. Kaplan, R. Fleischmann, C.D. Scoville, J.E. Rutstein, E.R. Hurd, J.S. Louie, A.D. Bankhurst, A.L. Weaver, A.I. Sebba, D.J. Appelrouth, N.P. Hudson, G.V. Gordon, R.D. Gordon, C.L. Ludivico, M.C. Austin, K.M. Sanders, P.T. Schuette, R.A. Moidel, A.R. Kraska, N. Ting, W.R. Shanahan and L.D. Loose, Arthritis Rheum., 38, 1447 (1995); doi:10.1002/art.1780381011.

M. Sassatelli, É. Debiton, B. Aboab, M. Prudhomme and P. Moreau, Eur. J. Med. Chem., 41, 709 (2006); doi:10.1016/j.ejmech.2006.03.021.

T. Tokunaga, W.E. Hume, T. Umezome, K. Okazaki, Y. Ueki, K. Kumagai, S. Hourai, J. Nagamine, H. Seki, M. Taiji, H. Noguchi and R. Nagata, J. Med. Chem., 44, 4641 (2001); doi:10.1021/jm0103763.

S.H. Dickerson and R.N. Hunter, US Patent 7071217 (2006).

H.Y. Aboul-Enein, A. Kładna, I. Kruk, K. Lichszteld, T. Michalska and S. Olgen, Biopolymers, 78, 171 (2005); doi:10.1002/bip.20268.

B.M. Savall and W.W. McWhorter, J. Org. Chem., 61, 8696 (1996); doi:10.1021/jo9612640.

B. Ma, C.-F. Wu, J.-Y. Yang, R. Wang, Y. Kano and D. Yuan, Helv. Chim. Acta, 92, 1575 (2009); doi:10.1002/hlca.200900021.

T.A.T. Fong, L.K. Shawver, L. Sun, C. Tang, H. App, T.J. Powell, Y.H. Kim, R. Schreck, X. Wang, W. Risau, A. Ullrich, K.P. Hirth and G. McMahon, Cancer Res., 59, 99 (1999).

A.D. Laird, P. Vajkoczy, L.K. Shawver, A. Thurnher, C. Liang, M. Mohammadi, J. Schlessinger, A. Ullrich, S.R. Hubbard, R.A. Blake, T.A.T. Fong, L.M. Strawn, L. Sun, C. Tang, R. Hawtin, F. Tang, N. Shenoy, K.P. Hirth, G. McMahon and J.M. Cherrington, Cancer Res., 60, 4152 (2000).

D.B. Mendel, A.D. Laird, X. Xin, S.G. Louie, J.G. Christensen, G. Li, R.E. Schreck, T.J. Abrams, T.J. Ngai, L.B. Lee, L.J. Murray, J. Carver, E. Chan, K.G. Moss, J.Ö. Haznedar, J. Sukbuntherng, R.A. Blake, L. Sun, C. Tang, T. Miller, S. Shirazian, G. McMahon and J.M. Cherrington, Clin. Cancer Res., 9, 327 (2003).

R. Wen, X.C. Dong, S.F. Zhou and J.B. Zheng, CN Patent 101033226 (2007).

N. Shinobu, J. Shao, M. Kobayashi and T. Mori, WO Patent 2008056634 (2008).

P. Hyeon, K.S. Yeon, K.C. Mae and K.H. Yeong, KR Patent 2011119975 (2009).

S.S. Rindhe, B.K. Karale, R.C. Gupta and M.A. Rode, Indian J. Pharm. Sci., 73, 292 (2011).

H. Watanabe, M. Ono, H. Kimura, K. Matsumura, M. Yoshimura, Y. Okamoto, M. Ihara, R. Takahashi and H. Saji, Bioorg. Med. Chem. Lett., 22, 5700 (2012); doi:10.1016/j.bmcl.2012.06.086.

W.T. Gao and F.L. Meng, Specialty Petrochemicals, 24, 43 (2007).

F. Bouchikhi, F. Anizon and P. Moreau, Eur. J. Med. Chem., 43, 755 (2008); doi:10.1016/j.ejmech.2007.05.012.

A. Dandia, D.S. Bhati, A.K. Jain and G.N. Sharma, Ultrason. Sonochem., 18, 1143 (2011); doi:10.1016/j.ultsonch.2011.03.023.

F.D. Bellamy and K. Ou, Tetrahedron Lett., 25, 839 (1984); doi:10.1016/S0040-4039(01)80041-1.

R. Frlan, A. Kovač, D. Blanot, S. Gobec, S. Pečar and A. Obreza, Molecules, 13, 11 (2008); doi:10.3390/molecules13010011.

C. Marson, WO Patent 2005011661 (2005).

L. Sun, N. Tran, F. Tang, H. App, P. Hirth, G. McMahon and C. Tang, J. Med. Chem., 41, 2588 (1998); doi:10.1021/jm980123i.

Issue

Vol. 27 No. 2 (2015): Vol 27 Issue 2

Design and Synthesis of Novel 3,5-Substituted Indolin-2-one Derivatives

Corresponding Author(s) : Yu-Liang Wang

Abstract

Keywords

Full Article

Download Citation

References

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