3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones - Synthesis and Photosynthesis-Inhibiting Activity in Spinach Chloropasts
Abstract
:Introduction
Results and Discussion
r = 0.965 s = 0.189 F = 58.0 n = 12
r = 0.971 s = 0.049 F = 74.9 n = 12 log P0 = 5.18 β = 1.202 . 10-5
Experimental
General
3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones 1 – 14
Acknowledgements
References and Notes
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- Samples Availability: Available from the authors.
Comp. | R | Formula | Wi (calc) % / Wi (found) % | Yield | M.p. | |||
Mr | C | H | N | S | % | °C | ||
1 | -CH3 | C16H13N3OS3 359.49 | 53.46 53.54 | 3.65 3.67 | 11.69 11.68 | 26.76 26.71 | 88.9 | 192-194 |
2 | -C2H5 | C17H15N3OS3 373.52 | 54.67 54.90 | 4.05 3.99 | 11.25 11.31 | 25.75 25.53 | 86.6 | 169.0- 170.5 |
3 | -(CH2)2CH3 | C18H17N3OS3 389.33 | 55.99 55.97 | 4.40 4.33 | 10.79 10.90 | 24.71 24.63 | 69.2 | 167.5- 169.0 |
4 | -C3H5a | C18H15N3OS3 387.31 | 56.28 56.29 | 3.90 3.89 | 10.85 10.94 | 24.84 25.12 | 84.0 | 155-157 |
5 | -(CH2)3CH3 | C19H19N3OS3 401.57 | 56.83 56.54 | 4.77 4.67 | 10.46 10.30 | 23.95 23.93 | 85.0 | 159-160 |
6 | -C4H9b | C19H19N3OS3 401.57 | 56.83 56.98 | 4.77 4.75 | 10.46 10.47 | 23.95 24.26 | 63.4 | 166.5- 168.5 |
7 | -(CH2)4CH3 | C20H21N3OS3 415.60 | 57.80 57.97 | 5.09 5.10 | 10.11 10.16 | 23.15 23.29 | 70.9 | 150.0- 152.5 |
8 | -CH(CH2)4c | C20H19N3OS3 413.58 | 58.08 58.12 | 4.63 4.56 | 10.16 10.14 | 23.26 23.28 | 74.9 | 179.5- 181.5 |
9 | -(CH2)5CH3 | C21H23N3OS3 429.63 | 58.71 58.78 | 5.40 5.44 | 9.78 9.78 | 22.39 22.03 | 82.0 | 156.5- 158.5 |
10 | -(CH2)6CH3 | C22H25N3OS3 443.65 | 59.56 59.68 | 5.68 5.60 | 9.47 9.46 | 21.68 21.85 | 86.7 | 149.5-151.0 |
11 | -(CH2)7CH3 | C23H27N3OS3 457.68 | 60.36 60.48 | 5.95 5.89 | 9.18 9.08 | 21.02 21.40 | 87.4 | 151-152 |
12 | -(CH2)8CH3 | C24H29N3OS3 471.71 | 61.11 61.11 | 6.20 6.22 | 8.91 8.88 | 20.39 20.31 | 79.5 | 143-145 |
13 | -CH2-C6H5 | C22H17N3OS3 435.59 | 60.66 60.46 | 3.93 3.88 | 9.65 9.56 | 22.08 21.87 | 75.6 | 151.5-153.5 |
14 | -C2H4OHd | C17H15N3O2S3 389.52 | 52.42 52.13 | 3.88 3.83 | 10.79 10.87 | 24.70 24.69 | 68.0 | 165.0-167.5 |
Comp. | log P | IC50a (μmol dm-3) |
1 | 3.64 | - |
2 | 3.98 | 183 |
3 | 4.45 | 74 |
4 | 4.38 | 113 |
5 | 4.85 | 77 |
6 | 4.87 | 68 |
7 | 5.25 | 56 |
8 | 4.83 | 63 |
9 | 5.64 | 75 |
10 | 6.04 | 90 |
11 | 6.43 | 124 |
12 | 6.83 | 208 |
13 | 5.42 | 63 |
14 | 3.20 | - |
© 1999 by Molecular Diversity Preservation International (MDPI)
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Sidoova, E.; Kralova, K.; Loos, D. 3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones - Synthesis and Photosynthesis-Inhibiting Activity in Spinach Chloropasts. Molecules 1999, 4, 73-80. https://doi.org/10.3390/40300073
Sidoova E, Kralova K, Loos D. 3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones - Synthesis and Photosynthesis-Inhibiting Activity in Spinach Chloropasts. Molecules. 1999; 4(3):73-80. https://doi.org/10.3390/40300073
Chicago/Turabian StyleSidoova, Eva, Katarina Kralova, and Dusan Loos. 1999. "3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones - Synthesis and Photosynthesis-Inhibiting Activity in Spinach Chloropasts" Molecules 4, no. 3: 73-80. https://doi.org/10.3390/40300073