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In the mol-ecule of the title compound, C(17)H(13)N(3)O(2), the naphthyl ring system and the pyridine ring form a dihedral angle of 12.2 (3)°. An intra-molecular O-H⋯N hydrogen bond generates a six-membered ring with an S(6) ring motif. This also contributes to the relative overall near planarity of the mol-ecule [r.m.s. deviation of all 22 non-H atoms = 0.107 (5) Å]. In the crystal, mol-ecules are linked through inter-molecular N-H⋯N hydrogen bonds, forming chains along the a axis.

In the hydrazone molecule of the title compound, C(13)H(9)I(2)N(3)O(2)·CH(3)CN, the aromatic rings form a dihedral angle of 9.4 (3)°. In the crystal structure, inter-molecular I⋯N inter-actions [3.099 (4) Å] link hydrogen-bonded aggregates of the hydrozone and solvent molecules related by translation along the b axis into chains. An intramolecular O-H⋯N hydrogen bond forms an S(6) ring.

In the title compound, C(19)H(16)N(2)O(2), the benzene ring and the naphthyl ring system form a dihedral angle of 8.7 (3)° and an intra-molecular O-H⋯N hydrogen bond generates an S(6) ring. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming C(4) chains propagating in [001].

In the title compound, C(15)H(13)BrN(2)O(3), the two benzene rings form a dihedral angle of 16.9 (2)°. An intra-molecular O-H⋯N hydrogen bond affects the mol-ecular conformation. In the crystal structure, mol-ecules are linked through N-H⋯O hydrogen bonds into chains running along the a axis.