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無残無慚無慙ざんNoun~な Adj.Freq #9270
1

cruel; merciless; atrocious; ruthless; cold-blooded

Examples
コメディアンは無惨な死や大事故といった悲劇的状況を冗談のネタにしている。
Comedians base their jokes on tragic situations like violent death or serious accidents.
2

pitiful; tragic; horrible; miserable

3

無慚/無慙 only; Buddhism

breaking a precept without shame

いさんNoun~な Adj.Freq #12654
1

ghastly; gruesome; appalling; lurid

残虐んぎゃくNoun~な Adj.Freq #14569
1

cruel; brutal; savage; barbarous

Examples
警官たちはその残虐な殺人事件の手掛かりを捜している。
The cops are searching for clues to the cruel murder.
残忍んにんNoun~な Adj.Freq #16025
1

brutal; cruel; merciless; ruthless; cold-blooded

Examples
かつて残忍な王様がいた。
Once upon a time, there lived a cruel king.
いさんじNounFreq #17913
1

great disaster; catastrophe; train wreck

んさんNoun~な Adj.Freq #25930
1

sadness and gloom

酸鼻んびNoun~な Adj.Freq #55004
1

appalling; awful; horrible; horrifying; ghastly

苦心苦心んさんたんNounIntransitive~する Verb四字熟語Freq #77848
1

taking great pains

Examples
苦心惨憺の末、考え出した企画が、会議で一瞬にして却下されちゃうんだからな。
After all the trouble we went to in coming up with that project, it only took them a second to shoot it down in the meeting.
冷酷無冷酷無残冷酷無慚冷酷無慙れいこくむざんNoun~な Adj.四字熟語Freq #131932
1

cruel and heartless; merciless; implacable; cold-blooded

意匠意匠いしょうさんたんNoun四字熟語
1

taxing one's ingenuity in devising something; agonizing over designing or creating something; making strenuous efforts to devise good ways and means to do something

疾痛疾痛しっつうさんたんNoun四字熟語
1

Rare term

terrible worry; extreme anxiety