The 43-year-old grunting Kirtane made life tough for Prabodh, who is 21 years younger than him, before losing the quarter-final 3-6 6-7(4).
"I fought well but he played crucial points better than me," said the the father of two boys, who has won this championship thrice (1995, 1998 2000), said.
Prabodh was not even born when when Kirtane had won his first national title.
Kirtane said he may have weathered a lot in all these years of competitive tennis but defeat still rankles.
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Haddin also had to battle hard before prevailing 7-5 6-7(6) 6-4 over favourite Kadhe, who twisted his right ankle mid-way into the match but continued to resist his opponent from Kerala.
The play was largely restricted to the baseline as none of the two players employed tactics to outwit each other, rather preferring to stroke from behind.
Haddin earned a crucial break in the 11th game of the opening set when Kadhe failed to pick up a low half volley at 30-all and sent a forehand long on the next.
The third set was littered with breaks. Haddin though directed the match in his favour with swift movement and retrieving ability.
Up 4-3 in the decider, Haddin grabbed the moment with his trademark on-the-run forehand winner which put him up 30-15 on Kadhe's serve and made a sensational return from the far right of the court as Kadhe messed up with the overhead volley to be down by two breakpoints.
"My movement was restricted due to ankle sprain. I also could not serve well due to the ankle but he really played well. He deserved to win. He was better," Kadhe was gracious in defeat.
Haddin said his body language was strong and he kept positive attitude all through.
"We both were tight, there was lot of pressure and heat but maybe he got a bit distracted. He got relaxed and I raised the level of my game at that time," said.
The match completely drained Sinha and also lost his subsequent Under-18 boys quarterfinal 5-7 0-6 to the tall Sacchitt Sharrma.
The other men's semifinal will be between Prabodh and Manish Sureshkumar, who rallied to knock out former champion Mohit Mayur 1-6 6-1 6-1.
In the women's singles, top seed Zeel Desai reached the semifinals with a 6-2 6-4 win over Shaikh Humera and is now up against Bhuvana Kalva, who made a remarkable recovery to send packing sixth seed Prerna Bhambri 0-6 6-4 6-3.