Night and day (νυκτος κα ημερας). Genitive of time, "by night and by day." As in 1. Thessalonians 2:9; 1. Thessalonians 3:10.
Longing (επιποθων). Present active participle of επιποθεω, old word, eight times in Paul (1. Thessalonians 3:6; Philippians 1:8, etc.).
Remembering thy tears (μεμνημενος σου των δακρυων). Perfect middle participle of μιμνησκω, old and common verb with the genitive, only here in the Pastorals and elsewhere by Paul only in 1. Corinthians 11:2. Probably an allusion to the scene at Miletus (Acts 20:37). Cf. Acts 20:19.
That I may be filled with joy (ινα χαρας πληρωθω). Final clause with ινα and first aorist passive subjunctive of πληροω (with genitive case χαρας), a verb common with Paul (Romans 8:4; Romans 13:8).