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. 2021 Jul 9;11:14227. doi: 10.1038/s41598-021-93662-2

Table 1.

Inhibitory effect (mean ± standard error) of thiazolo[3,2-a]pyrimidine carboxylate derivatives at 500 mg/L on germination, shoot length and root length of Eleusine indica after 7 days. of treatment

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Compound R Average percentage of control (%)
Germination Shoot length Root length
a H 10 ± 0 70 ± 9.0 13 ± 3.1
b 4-F 0 ± 0 78 ± 3.9 0 ± 0
c 3-F 0 ± 0 0 ± 0 0 ± 0
d 2-F 53 ± 15.0 92 ± 7.5 14 ± 1.4
e 4-Cl 0 ± 0 64 ± 4.8 0 ± 0
f 3-Cl 0 ± 0 50 ± 10.3 0 ± 0
g 2-Cl 0 ± 0 104 ± 7.3 0 ± 0
h 4-Br 20 ± 0 64 ± 6.9 11 ± 0
i 3-Br 10 ± 0 81 ± 0 11 ± 0
j 2-Br 0 ± 0 72 ± 17.7 0 ± 0
diuron 0 ± 0 0 ± 0 0 ± 0

a: 7-Methyl-5-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; b: 5-(4-Fluoro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; c: 5-(3-Fluoro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; d: 5-(2-Fluoro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; e: 5-(4-Chloro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; f: 5-(3-Chloro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; g: 5-(2-Chloro-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; h: 5-(4-Bromo-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; i: 5-(3-Bromo-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester; j: 5-(2-Bromo-phenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester.