Conceding very early on, it was always going to be tough to get back into it against a West Ham defence well trained by Slaven Bilic, and Spurs just couldn't manage it, meaning they remain three points behind league leaders Leicester City.
West Ham waste no time in taking the lead
That 'early' goal came in just the seventh minute, with Antonio coming up trumps again in what's been a deeply impressive season personally for him. It was disappointing from Nacer Chadli's viewpoint, as he lost Antonio in the area, as the forward took advantage by heading in from Dimitri Payet's corner.
Although Spurs have the best record in the league for coming from behind this season, it quickly became a difficult task for them this time around. If anything, West Ham looked like they could double their lead, Hugo Lloris called into action to tip a Mark Noble effort around the post.
Payet was, as has become the norm this season, running the show. Floating around midfield with much ease, he almost scored when cutting in from the left, before a deflected effort wrongfooted Lloris and flew just wide.
Few chances on a frustrating night for Spurs
As the game dragged on into the second half, Spurs grew more desperate, on a vital night for them. It wasn't a surprise that their first meaningful effort of the game came from long range, Toby Alderweireld forcing Adrian into a save from 30 yards, before Harry Kane's rebound was blocked.
Antonio could, and should, have made it 2-0 with around 25 minutes to go. Getting on the end of another Payet set-piece, he had to stretch for the ball more than he'd have liked, and could only send an effort over the crossbar.
As the game wore on, Mauricio Pochettino looked to change things, introducing Dele Alli, Tom Carroll and Heung Min-Son, but it reaped little reward.
Tottenham's best chance in those final stages came to the man they'd have most liked to have it, Harry Kane. However, the agony continued, with Kane getting his angles wrong and failing to find the target when meeting Christian Eriksen's ball in.
There was little more to get off your seat for in the final stages, as Spurs crashed to a disappointing defeat. They now must dust themselves off and look to their next game, just the small matter of the North London derby.