Ivan Anikanov advanced when Ervand Gasparyan retired 7-6 1-0 in the Russia F1 round of 32. Ivan Anikanov extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-07 | Russia F8 | R32 | hard | Ivan Anikanov | 7-6(6) 6-3 |
| 2007-08-13 | Russia F3 | R32 | clay | Ivan Anikanov | 6-4 7-6(6) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.