One of Creator/AntonChekhov's major plays, ''Uncle Vanya'' is a four-act play that deals with the meaninglessness of 19th-century Russian country life. Vanya is neither hero nor anti-hero, living in a house with an aged professor, Serebryakov; his wife, Elena; his mother, Maria; his niece, Sonya, and a nurse called Marina. Essentially, the play consists of a period of time when the professor becomes ill. A doctor named Astrov comes to visit to help, and slowly the feelings among numerous characters unravel during Astrov's stay. The play subverts a number of dramatic conventions, and was first performed at the Moscow Arts Theatre in 1899. It has since been accepted as both a classic of Russian theatre and a key example of naturalism.
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!! This play provides examples of:

* AllLoveIsUnrequited: With one notable exception, between Elena and Astrov however, even that relationship cannot happen.
* {{Angst}}: Almost everyone. Vanya about how he hates the professor and how he wishes that he would have married Elena before now; Sonya about how ugly she is and how lovely Astrov is; Elena about how she hates the atmosphere in the house; Astrov about how no one cares for the environment; even more minor characters like Maria tend to complain.
* {{Anticlimax}}: [[spoiler:Naturally, when Vanya attempts to murder Serebryakov, and fails.]]
* {{Arcadia}}: Depressingly exaggerated it's ''too'' quiet, and hence is deathly dull and stifling.
* BerserkButton: Vanya, after the professor kindly informs them [[spoiler:that he intends to move to St. Petersburg with Elena and Sonya, selling the estate. Cue attempted homicide]].
* BrokenPedestal: Vanya laments about how he used to worship the professor's work, and how he and Sonya gave every penny to him in order to fund his work. Now, he feels quite differently, [[spoiler: as evidenced by his attempted homicide at the end of Act 3.]]
* ChekhovsGun: Ironically averted. [[spoiler:When Vanya does attempt to murder the professor, it is totally done off-stage with no clues present that he is about to shoot him.]]
* DownerEnding: Serebryakov does as he threatens in the previous act [[spoiler:and leaves with Elena]], Astrov parts from Elena by acknowledging they can never be together, and, of course, there is [[spoiler:Uncle Vanya's attempted suicide]]. Naturally, the mood that everything in this life is completely pointless remains right until Sonya's final speech.
* TheHero: Subverted: Although one might expect Vanya to be the key role in the piece, Chekhov deliberately sought to create imperfect characters of equal importance with GreyAndGreyMorality.
* IHaveThisFriend: Twice. Sonya asks Astrov for advice about a "friend" who is in love, [[spoiler: which he completely misses, and later Astrov assumes that Elena is using this trope when she tries to tell him that Sonya is in love with him.]]
* InterruptedSuicide: [[spoiler:Astrov intervenes when Vanya steals some of his pills to kill himself.]]
* LoveDodecahedron: To put it shortly: Vanya loves Elena, who is married to the professor, and who loves Astrov, who reciprocates her affections (unfortunately, this romance is never realised in the play, [[spoiler:but for a short kiss]]), and who is loved by Sonya.
* LoveHurts: Basically everyone it's the source of all the {{Angst}}.
* OurActsAreDifferent: It was not the dramatic convention at the time to have four acts five was in fact the norm for dramas of Chekhov's time.
* PresentDay: The piece is pretty much set contemporarily to when it was written, in order to demonstrate the sort of mood pervading Russia at the time.
* ShoutOut: In the original Russian text, the professor begins his speech in Act 3 by telling his assembled family members than a government inspector is coming. This is a reference to an earlier play called ''The Government Inspector'' by Creator/NikolaiGogol; a popular one that audiences would have been very familiar with.
* SlidingScaleOfIdealismVersusCynicism: Definitely comes out on the cynicism side the whole point of the play is to show how futile and worthless the main characters' existences are.
* WhatDoesSheSeeInHim: Both Astrov's and Vanya's opinion of Elena's marriage to the professor.
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