Green’s Dictionary of Slang

drop v.3

[SE drop, to fall or make another fall to the ground]

1. [early 18C+] to shoot down, to kill.

2. [late 18C] to ejaculate; to achieve orgasm.

3. [mid-19C+] to die.

4. [early 19C+] to knock down; also in fig. use.

5. [20C+] (US Und.) to arrest.

6. [1920s+] (US) to be convicted of a crime.

7. [2000s] to fire a bullet.

In phrases

drop someone one (v.) [one n.1 (1a)]

[1920s+] to hit, to knock down.