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watchful (adj.)

c. 1500, waccheful, from watch (v.) + -ful. Related: Watchfulness.

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Definitions of watchful from WordNet

watchful (adj.)
engaged in or accustomed to close observation;
Synonyms: alert
watchful (adj.)
experiencing or accompanied by sleeplessness; "twenty watchful, weary, tedious nights"- Shakespeare;
Synonyms: insomniac / sleepless
From wordnet.princeton.edu