Synonyms of heart-rending

1 Syllable
bad, dark
2 Syllables
shabby, joyless, touching, poignant, grievous, grave, serious, sorry, hapless, tearful, wretched, tragic, dreary, moving, dismal
3 Syllables
pitiable, pitiful, saddening, dejecting, pathetic, harrowing, heartbreaking, funereal, tear-jerking, upsetting, unhappy, depressing, disastrous, dolorous, lugubrious
4 Syllables
oppressive, lachrymose, lamentable, melancholic, deplorable, discomposing, dolesome, dolorific, miserable, calamitous, regrettable, discouraging, disheartening, dispiriting
6 Syllables
unsatisfactory