Rohan Bopanna and Denis Shapovalov went down 6-4, 3-6, 10-5 against Germany's Alexander Zverev and Tim Puetz to crash out of the ATP Masters 1000 tournament.
Rafael Nadal's quarterfinal loss to Alexander Zverev at the Madrid Open on Friday came as an unexpected setback in a week in which the king of clay said he was feeling good about his game.
Nadal overcame eight aces and saved five break points against the Australian. The five-time Madrid champion cruised past Spanish teenager Carlos Alcaraz in the second round on Wednesday.
The Indo-Canadian duo won their round of 16 match 6-3 6-4 on Wednesday.
Carlos Alcaraz needed medical attention in the third game after losing a long rally, apparently hurting his arm or shoulder while going for an overhead smash
Barbora Strycova, a former top-ranked doubles player and Wimbledon singles semifinalist, has announced her retirement.
The 17-year-old Carlos Alcaraz defeated Adrian Mannarino 6-4 6-0 on Monday to set up the "dream" matchup against the 20-time grand slam champion.
Naomi Osaka, the US Open and Australian Open champion, next plays Karolina Muchova in the second round of Madrid Open.
World number one Ash Barty said her tennis had reached a new level during a "phenomenal" week in Stuttgart where she pulled off three successive comeback wins to claim her second title on clay.
Rafael Nadal saved a match point on his way to beating Stefanos Tsitsipas 6-4, 6-7 (6), 7-5 to win the Barcelona Open for a record 12th time.
Ash Barty has celebrated her birthday by coming back from a set down to beat the fourth-seeded Elina Svitolina in three sets in their Porsche Grand Prix semifinal in Stuttgart.
Ash Barty came back from a break down in the deciding set to beat Karolina Pliskova 2-6, 6-1, 7-5 in the quarterfinals of the Porsche Grand Prix in Germany.
Rafael Nadal has brushed aside Cameron Norrie in two sets to ease into the semifinals of the Barcelona Open
Nadal broke Nishikori twice in the decisive set, converting his second match point by driving a forehand winner down the line.
Rafael Nadal needed three sets to beat his 111th-ranked opponent in his first match at the Barcelona Open.
After missing more than a year following two knee operations, Roger Federer returned on tour at last month's Qatar Open, where he suffered a quarter-final defeat by Nikoloz Basilashvili.
Stefanos Tsitsipas was in dominant form as he edged 4-3 ahead of Andrey Rublev in their career meetings, having also beaten him on clay last year in the French Open quarterfinals.
After her phenomenal duel against Jelena Ostapenko on Friday, Ankita Raina again showed stomach for fight but Anastasija Sevastova sealed the match to give her side an unassailable 3-0 lead.
The 174th-ranked Ankita gave a mighty scare to 2017 French Open champion Jelena Ostapenko, ranked 52, before losing 2-6 7-5 5-7 in two hours and 16 minutes.
Nadal clawed his way back to win that set and seemed to have settled down, but Rublev broke him immediately at the start of the decider in which the 34-year-old Nadal looked very tired.
Novak Djokovic went into his first meeting against the 33rd-ranked Evans with a 10-0 record in 2021 but exited the ATP Masters 1000 event after an error-prone show in chilly and blustery conditions.
India will have to punch above their weight on Friday when they take on Latvia – a side that has 2017 French Open champion Jelena Ostapenko and 2018 US Open semi-finalist Anastasija Sevastova.
Rafael Nadal lost some of his intensity during his 6-1, 6-2 win over Federico Delbonis at the Monte Carlo Masters and he was in no doubt the absence of fans took something away from the match.
Facing a stern test in his first competitive match since his ninth Australian Open win, Novak Djokovic eased into his clay-court routine to reach the third round and improve his unbeaten record.
Daniil Medvedev has a bye in the first round in Monte Carlo and will play the winner of the match between Serbian Filip Krajinovic and Nikoloz Basilashvili of Georgia.