Table 4.
Overview of physicochemical characteristics of novel 4-aminoquinaldine analogues
| Name | Melting point (°C) | State/form | Optical activity | pKab | Log Pc | Mol wt | Color | Taste | Molecular formula | Solubility |
|---|---|---|---|---|---|---|---|---|---|---|
| S-4a | 220 | Solid amorphous powder | Nil | 8.71 | 0.970 | 291 | White | Bitter | C18H17N3O | Highly soluble in DMSO, acetonitrile, methanol, chloroform, and alcohol and sparingly soluble in water |
| PP-1 | 229 | -DO-d | -DO- | 8.71 | 1.470 | 305 | White | Bitter | C19H19N3O | -DO- |
| PP-2 | 178 | -DO- | -DO- | 8.71 | 1.690 | 325 | White | Bitter | C18H16ClN3O | -DO- |
| PP-3 | 217 | -DO- | -DO- | 8.72 | 1.040 | 321 | Reddish brown | Bitter | C19H19N3O2 | -DO- |
| PP-4 | 138 | -DO- | -DO- | 5.31 | 1.610 | 276 | White | Bitter | C18H16N2O | -DO- |
| PP-7 | 242 | -DO- | -DO- | 8.75 | 1.280 | 335 | Reddish brown | Bitter | C20H21N3O2 | -DO- |
| PP-8 | 210 | -DO- | -DO- | 8.71 | 1.160 | 333 | Grayish yellow | Bitter | C20H21N3O | -DO- |
| PP-9 | 235 | -DO- | -DO- | 8.71 | 2.350 | 360 | Reddish brown | Bitter | C18H15Cl2N3O | -DO- |
| PP-10 | 215 | -DO- | -DO- | 8.71 | 2.130 | 360 | White | Bitter | C18H15Cl2N3O | -DO- |
| PP-11 | 185 | Solid crystalline | -DO- | 8.58 | 2.770 | 436 | White | Bitter | C26H36N4O2 | -DO- |
| PP-12 | 227 | Solid amorphous powder | -DO- | 8.71 | 2.350 | 360 | White | Bitter | C18H15Cl2N3O | -DO- |
| PP-13 | 221 | Solid crystalline | -DO- | 8.58 | −2.590 | 412 | White | Bitter | C22H28N4O4 | -DO- |
a
S-4 is the parent compound from which the different analogues were generated by modifying the substituents.
b
Compound pKa value was evaluated by applying Chemaxon software.
c
Log P values are evaluated by using the software Cerius 2, version 4.10.
d
-DO-, same as observed for S-4.