In the case of Shade, a copy of the familiar will spawn even if Shade was already absorbed by Isaac.
Pickup-generating familiars: If they remain duplicated for enough consecutive rooms, they will give a pickup as normal. The following familiars have to be duplicated for the following number of consecutive room clears to give pickups:
GB Bug: The familiar can be duplicated even if it hasn’t respawned; by constantly moving to new rooms, GB Bug can constantly respawn, allowing pickups to be rerolled indefinitely.
Guillotine: The head can be duplicated, and will give an extra damage and tears up if it is. The extra head will be unable to fire tears.
Hallowed Ground: Duplicate poops will also drop when Isaac takes damage. The bonuses from standing in the aura of multiple white poops does not stack.
Lost Soul / Star of Bethlehem: The trinket can try to make a duplicate of the familiar, but it will always fail. This reduces the odds of the trinket giving copies of other familiars or prevents it from giving Brother Bobby or Sister Maggy if Isaac has no other familiars.
Mystery Egg: The friendly the duplicated egg spawns depends on how many consecutive rooms cleared the duplicate persisted for.
Strawman: Keeper cannot be duplicated, as he is considered a character, not a familiar.
Succubus: The damage multiplier from standing in the aura of multiple Succubi multiplicatively stacks.
YO LISTEN!: An extra +1 luck will be given for every duplicate.