Table 1.
N | Substituents (R1, R2, R3 and R4) | LD50 (mM) [a] | pLD 50 [b] |
1 | R1: -(CH2)6CH3; R3: -CH2C6H5 (pivot molecule) | 10.23 | 4.99 |
2 | R1: -CH2C6H11; R4: -CH2C6H5 | 15.49 | 4.81 |
3 | R1: -(CH2)8CHCH2; R4: -CH2C6H5 | 23.44 | 4.63 |
4 | R1: -(CH2)2C6H11; R4: -CH2C6H5 | 24.55 | 4.61 |
5 | R1: -(CH2)10CH3; R2: -CH3 | 32.36 | 4.49 |
6 | R1: -CH2O2C6H5(CH)3 | 35.48 | 4.45 |
7 | R1: -(CH2)10CH3; R4: -CH3 | 41.69 | 4.38 |
8 | R1: -(CH2)8CHCH2; R4: -CH2C6H5 | 45.71 | 4.34 |
9 | R1: -(CH2)8CH3; R4: -CH3 | 51.29 | 4.29 |
10 | R1: -CH2C6H10CH3; R3: -CH3 | 57.54 | 4.24 |
11 | R1: -(CH2)3C6H11; R4: -CH3 | 58.88 | 4.23 |
12 | R1: -C6H11; R4: -CH3 | 79.43 | 4.10 |
13 | R1: -(CH2)8CH3; R2: -CH3 | 93.33 | 4.03 |
14 | R1: -(CH2)8CHCH2; R2: -CH2C6H5 | 95.50 | 4.02 |
15 | R1: -(CH2)8CHCH2; R4: -CH3 | 97.72 | 4.01 |
16 | R1: -(CH2)5CH3; R3: -CH3 | 102.33 | 3.99 |
17 | R1: -(CH2)2C6H11; R3: -CH3 | 123.03 | 3.91 |
18 | R1: -CH2C6H11; R3: -CH3 | 123.03 | 3.91 |
19 | R1: -CH2C6H11; R2: -CH3 | 125.89 | 3.90 |
20 | R1: -(CH2)2C5H9; R2: -CH2CH3 | 128.82 | 3.89 |
21 | R1: -(CH2)8CHCH2; R3: -CH3 | 128.82 | 3.89 |
22 | R1: -(CH2)5CH3; R2: -CH3 | 177.83 | 3.75 |
23 | R1: -(CH2)8CHCH2; R4: -CH2CH3 | 181.97 | 3.74 |
24 | R1: -(CH2)8CHCH2; R2: -CH3 | 190.55 | 3.72 |
25 | R1: -(CH2)2C6H11; R4: -CH3 | 194.98 | 3.71 |
26 | R1: -C6H10CH3; R2: -CH3 | 199.53 | 3.70 |
27 | R1: -(CH2)8CHCH2; R3: -CH2CH3 | 213.80 | 3.67 |
28 | R1: -(CH2)2C6H11; R2: -CH3 | 218.78 | 3.66 |
29 | R1: -(CH2)2C6H11; R2: -CH2CH3 | 269.15 | 3.57 |
30 | R1: -(CH2)7CH3; R2: -CH2CH3 | 301.90 | 3.52 |
[a] LD50 = mM/mosquito. [b] pLD50 = −logLD50.