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Synthesis and Biological Activities of Some New C-Aminomethylation of 5H-5-Aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-Aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one
Asian Journal of Chemistry,
Vol. 28 No. 10 (2016): Vol 28 Issue 10
Abstract
The synthesis of 5H-5-aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one, reaction between 4-aryl-3,4,5,6,7,8-hexahydroquinazolin-2-thione and methyl chloroacetate and ethyl b-bromo propionate. The Mannich reaction on 5H-5-aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one in ethanol, aqueous formaldehyde and different secondary amines yielded a single product C-Mannich base in each case. The obtained C-Mannich bases (compounds VIII and X) have been characterized on the basis of analytical spectral data. These C-Mannich bases have been screened for their antibacterial, antifungal, anti-inflammatory and analgesic activities.
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- I. Huseyin, Z. Istvan, A. Vildan and E. Ercin, Turk. J. Chem., 36, 583 (2012).
- N.B. Patel and J.C. Patel, Arabian J. Chem., 4, 403 (2011); doi:10.1016/j.arabjc.2010.07.005.
- A.R.E. Ossman and S.E. Barakat, Arzneimittelforschung, 44, 915 (1994).
- A. Mallareddy, R. Rajareddy and V. Mallareddy, Indian J. Pharm. Sci., 53, 229 (1991).
- B.V. Kumar, H.G.S. Rathore and V.M. Reddy, Indian J. Chem., 21B, 1126 (1982).
- B.V. Kumar and V.M. Reddy, Indian Drugs, 23, 98 (1985).
- R. Lakhan and O.P. Singh, Arch. Pharm., 318, 228 (1985); doi:10.1002/ardp.19853180310.
- B.V. Kumar, A.B. Rao and V.M. Reddy, J. Indian Chem. Soc., 62, 257 (1985)
- B.V. Kumar, A.B. Rao and V.M. Reddy, Indian J. Chem., 24B, 889, (1985)
- B.V. Kumar, A.B. Rao and V.M. Reddy, Indian Drugs, 22, 373 (1985).
- V. Madhusudhan Rao, Ph.D. Thesis, Kakatiya University, Warangal, India (1986).
- A.K. Chakravarthy, S. Tatikonda and M.R. Vanga, Heterocycl. Commun., 12, 389 (2006); doi:10.1515/HC.2006.12.5.389.
- Microbiological Assays and Tests, I.P., II, p. 100 (1996).
- Microbiological Assays, B.P., p. 11, 796 (1953).
- H.G. Vogel, Drug Discovery and Evaluation: Pharmacological Assays, Springer, p. 1013, 1014, 1031,1103 (2008).
References
I. Huseyin, Z. Istvan, A. Vildan and E. Ercin, Turk. J. Chem., 36, 583 (2012).
N.B. Patel and J.C. Patel, Arabian J. Chem., 4, 403 (2011); doi:10.1016/j.arabjc.2010.07.005.
A.R.E. Ossman and S.E. Barakat, Arzneimittelforschung, 44, 915 (1994).
A. Mallareddy, R. Rajareddy and V. Mallareddy, Indian J. Pharm. Sci., 53, 229 (1991).
B.V. Kumar, H.G.S. Rathore and V.M. Reddy, Indian J. Chem., 21B, 1126 (1982).
B.V. Kumar and V.M. Reddy, Indian Drugs, 23, 98 (1985).
R. Lakhan and O.P. Singh, Arch. Pharm., 318, 228 (1985); doi:10.1002/ardp.19853180310.
B.V. Kumar, A.B. Rao and V.M. Reddy, J. Indian Chem. Soc., 62, 257 (1985)
B.V. Kumar, A.B. Rao and V.M. Reddy, Indian J. Chem., 24B, 889, (1985)
B.V. Kumar, A.B. Rao and V.M. Reddy, Indian Drugs, 22, 373 (1985).
V. Madhusudhan Rao, Ph.D. Thesis, Kakatiya University, Warangal, India (1986).
A.K. Chakravarthy, S. Tatikonda and M.R. Vanga, Heterocycl. Commun., 12, 389 (2006); doi:10.1515/HC.2006.12.5.389.
Microbiological Assays and Tests, I.P., II, p. 100 (1996).
Microbiological Assays, B.P., p. 11, 796 (1953).
H.G. Vogel, Drug Discovery and Evaluation: Pharmacological Assays, Springer, p. 1013, 1014, 1031,1103 (2008).