diff --git a/pkg/planner/core/issuetest/planner_issue_test.go b/pkg/planner/core/issuetest/planner_issue_test.go
index 0922ffb4a2858..561736d7243ad 100644
--- a/pkg/planner/core/issuetest/planner_issue_test.go
+++ b/pkg/planner/core/issuetest/planner_issue_test.go
@@ -143,4 +143,92 @@ func TestIssue54803(t *testing.T) {
 		"    └─TableReader_24 10.00 root partition:p0 data:Selection_23",
 		"      └─Selection_23 10.00 cop[tikv]  isnull(test.t1db47fc1.col_68), or(isnull(test.t1db47fc1.col_68), in(test.t1db47fc1.col_68, 62, 200, 196, 99))",
 		"        └─TableFullScan_22 10000.00 cop[tikv] table:t1db47fc1 keep order:false, stats:pseudo"))
+	// Issue55299
+	tk.MustExec(`
+CREATE TABLE tcd8c2aac (
+  col_21 char(87) COLLATE utf8mb4_general_ci DEFAULT NULL,
+  KEY idx_12 (col_21(1))
+) ENGINE=InnoDB DEFAULT CHARSET=utf8mb4 COLLATE=utf8mb4_general_ci;
+	`)
+	tk.MustExec(`
+CREATE TABLE tle50fd846 (
+  col_42 date DEFAULT '1989-10-30',
+  col_43 varbinary(122) NOT NULL DEFAULT 'Vz!3_P0LOdG',
+  col_44 json DEFAULT NULL,
+  col_45 binary(129) DEFAULT NULL,
+  col_46 double NOT NULL DEFAULT '4264.32300782421',
+  col_47 char(251) NOT NULL DEFAULT 'g7uo-dlBEY22!fx3@&',
+  col_48 char(229) NOT NULL,
+  col_49 blob NOT NULL,
+  col_50 blob DEFAULT NULL,
+  col_51 json DEFAULT NULL,
+  PRIMARY KEY (col_48) /*T![clustered_index] NONCLUSTERED */
+) ENGINE=InnoDB DEFAULT CHARSET=utf8 COLLATE=utf8_bin;
+	`)
+	tk.MustExec("INSERT INTO `tcd8c2aac` VALUES(NULL),(NULL),('u!Vk+9B-3bn@'),('&PpQ*z!kQwj4g*ag#');")
+	tk.MustExec(`INSERT INTO tle50fd846
+VALUES
+('2029-05-09', x'757640736a42316c384162793124246b', '["YXt8UJAnVMWeMEZj1CzhNUzTMDJfzsmTWQkyOvVCsciA3eobvH8heH8gtr6ogxXa"]', x'577340000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000', 526.0218366710487, '%gMk', '58reJ%D&54', x'39254c48242556737474', x'6c66762b303567236f4068', '[2984188985038968170, 2580328438245089106, 4624130652422829118]');`)
+	tk.MustQuery(`
+EXPLAIN SELECT GROUP_CONCAT(tcd8c2aac.col_21 ORDER BY tcd8c2aac.col_21 SEPARATOR ',') AS r0
+FROM tcd8c2aac
+JOIN tle50fd846
+WHERE ISNULL(tcd8c2aac.col_21) OR tcd8c2aac.col_21='yJTkLeL5^yJ'
+GROUP BY tcd8c2aac.col_21
+HAVING ISNULL(tcd8c2aac.col_21)
+LIMIT 48579914;`).Check(testkit.Rows(
+		"Limit_16 6.40 root  offset:0, count:48579914",
+		"└─HashAgg_17 6.40 root  group by:test.tcd8c2aac.col_21, funcs:group_concat(test.tcd8c2aac.col_21 order by test.tcd8c2aac.col_21 separator \",\")->Column#14",
+		"  └─HashJoin_20 80000.00 root  CARTESIAN inner join",
+		"    ├─IndexLookUp_27(Build) 8.00 root  ",
+		"    │ ├─Selection_26(Build) 8.00 cop[tikv]  isnull(test.tcd8c2aac.col_21)",
+		"    │ │ └─IndexRangeScan_24 10.00 cop[tikv] table:tcd8c2aac, index:idx_12(col_21) range:[NULL,NULL], keep order:false, stats:pseudo",
+		"    │ └─TableRowIDScan_25(Probe) 8.00 cop[tikv] table:tcd8c2aac keep order:false, stats:pseudo",
+		"    └─IndexReader_31(Probe) 10000.00 root  index:IndexFullScan_30",
+		"      └─IndexFullScan_30 10000.00 cop[tikv] table:tle50fd846, index:PRIMARY(col_48) keep order:false, stats:pseudo"))
+	tk.MustQuery(`SELECT GROUP_CONCAT(tcd8c2aac.col_21 ORDER BY tcd8c2aac.col_21 SEPARATOR ',') AS r0
+FROM tcd8c2aac
+JOIN tle50fd846
+WHERE ISNULL(tcd8c2aac.col_21) OR tcd8c2aac.col_21='yJTkLeL5^yJ'
+GROUP BY tcd8c2aac.col_21
+HAVING ISNULL(tcd8c2aac.col_21)
+LIMIT 48579914;`).Check(testkit.Rows("<nil>"))
+
+	tk.MustExec(`CREATE TABLE ta31c32a7 (
+  col_63 double DEFAULT '9963.92512636973',
+  KEY idx_24 (col_63),
+  KEY idx_25 (col_63),
+  KEY idx_26 (col_63)
+) ENGINE=InnoDB DEFAULT CHARSET=utf8mb4 COLLATE=utf8mb4_unicode_ci;`)
+	tk.MustExec(`INSERT INTO ta31c32a7 VALUES
+(5496.073863178138), (4027.8475888445246), (2995.154396178381), (3045.228783606007), (3618.0432407275603), (1156.6077897338241),
+(348.56448524702813), (2138.361831358777), (5904.959667345741), (2815.6976889801267), (6455.25717613724),
+(9721.34540217101), (6793.035010125108), (6080.120357332818), (NULL), (1780.7418079754723),
+(1222.1954607008702), (3576.2079432921923), (2187.4672702135276), (9129.689249510902),
+(1065.3222700463314), (7509.347382423184), (7413.331945779306), (986.9882817569359),
+(747.4145098692578), (4850.840161745998), (2607.5009231086797), (6499.136742855925),
+(2501.691252762187), (6138.096783185339);`)
+	tk.MustQuery(`explain SELECT BIT_XOR(ta31c32a7.col_63) AS r0
+FROM ta31c32a7
+WHERE ISNULL(ta31c32a7.col_63)
+  OR ta31c32a7.col_63 IN (1780.7418079754723, 5904.959667345741, 1531.4023068774668)
+GROUP BY ta31c32a7.col_63
+HAVING ISNULL(ta31c32a7.col_63)
+LIMIT 65122436;`).Check(testkit.Rows(
+		"Limit_13 6.40 root  offset:0, count:65122436",
+		"└─StreamAgg_37 6.40 root  group by:test.ta31c32a7.col_63, funcs:bit_xor(Column#6)->Column#3",
+		"  └─IndexReader_38 6.40 root  index:StreamAgg_17",
+		"    └─StreamAgg_17 6.40 cop[tikv]  group by:test.ta31c32a7.col_63, funcs:bit_xor(cast(test.ta31c32a7.col_63, bigint(22) BINARY))->Column#6",
+		"      └─IndexRangeScan_34 10.00 cop[tikv] table:ta31c32a7, index:idx_24(col_63) range:[NULL,NULL], keep order:true, stats:pseudo"))
+	tk.MustQuery(`explain SELECT BIT_XOR(ta31c32a7.col_63) AS r0
+FROM ta31c32a7
+WHERE ISNULL(ta31c32a7.col_63)
+  OR ta31c32a7.col_63 IN (1780.7418079754723, 5904.959667345741, 1531.4023068774668)
+GROUP BY ta31c32a7.col_63
+LIMIT 65122436;`).Check(testkit.Rows(
+		"Limit_11 32.00 root  offset:0, count:65122436",
+		"└─StreamAgg_35 32.00 root  group by:test.ta31c32a7.col_63, funcs:bit_xor(Column#5)->Column#3",
+		"  └─IndexReader_36 32.00 root  index:StreamAgg_15",
+		"    └─StreamAgg_15 32.00 cop[tikv]  group by:test.ta31c32a7.col_63, funcs:bit_xor(cast(test.ta31c32a7.col_63, bigint(22) BINARY))->Column#5",
+		"      └─IndexRangeScan_32 40.00 cop[tikv] table:ta31c32a7, index:idx_24(col_63) range:[NULL,NULL], [1531.4023068774668,1531.4023068774668], [1780.7418079754723,1780.7418079754723], [5904.959667345741,5904.959667345741], keep order:true, stats:pseudo"))
 }
diff --git a/pkg/util/ranger/detacher.go b/pkg/util/ranger/detacher.go
index e2c8eeabaad1e..38292d475d52f 100644
--- a/pkg/util/ranger/detacher.go
+++ b/pkg/util/ranger/detacher.go
@@ -755,11 +755,9 @@ func ExtractEqAndInCondition(sctx *rangerctx.RangerContext, conditions []express
 			return nil, nil, nil, nil, true
 		} else {
 			// All Intervals are single points
-			if f, ok := accesses[i].(*expression.ScalarFunction); !ok || (ok && f.FuncName.L != ast.IsNull) {
-				// isnull is not equal to a = NULL
-				accesses[i] = points2EqOrInCond(sctx.ExprCtx, points[i], cols[i])
-				newConditions = append(newConditions, accesses[i])
-			}
+
+			accesses[i] = points2EqOrInCond(sctx.ExprCtx, points[i], cols[i])
+			newConditions = append(newConditions, accesses[i])
 			if f, ok := accesses[i].(*expression.ScalarFunction); ok && f.FuncName.L == ast.EQ {
 				// Actually the constant column value may not be mutable. Here we assume it is mutable to keep it simple.
 				// Maybe we can improve it later.
diff --git a/pkg/util/ranger/ranger.go b/pkg/util/ranger/ranger.go
index d7cd582b9868f..27083db5314ab 100644
--- a/pkg/util/ranger/ranger.go
+++ b/pkg/util/ranger/ranger.go
@@ -735,18 +735,36 @@ func points2EqOrInCond(ctx expression.BuildContext, points []*point, col *expres
 	retType := col.GetType(ctx.GetEvalCtx())
 	args := make([]expression.Expression, 0, len(points)/2)
 	args = append(args, col)
+	orArgs := make([]expression.Expression, 0, 2)
 	for i := 0; i < len(points); i = i + 2 {
-		value := &expression.Constant{
-			Value:   points[i].value,
-			RetType: retType,
+		if points[i].value.IsNull() {
+			orArgs = append(orArgs, expression.NewFunctionInternal(ctx, ast.IsNull, retType, col))
+		} else {
+			value := &expression.Constant{
+				Value:   points[i].value,
+				RetType: retType,
+			}
+			args = append(args, value)
+		}
+	}
+	var result expression.Expression
+	if len(args) > 1 {
+		funcName := ast.EQ
+		if len(args) > 2 {
+			funcName = ast.In
 		}
-		args = append(args, value)
+		result = expression.NewFunctionInternal(ctx, funcName, col.GetType(ctx.GetEvalCtx()), args...)
+	}
+	if len(orArgs) == 0 {
+		return result
+	}
+	if result != nil {
+		orArgs = append(orArgs, result)
 	}
-	funcName := ast.EQ
-	if len(args) > 2 {
-		funcName = ast.In
+	if len(orArgs) == 1 {
+		return orArgs[0]
 	}
-	return expression.NewFunctionInternal(ctx, funcName, col.GetType(ctx.GetEvalCtx()), args...)
+	return expression.NewFunctionInternal(ctx, ast.Or, col.GetType(ctx.GetEvalCtx()), orArgs...)
 }
 
 // RangesToString print a list of Ranges into a string which can appear in an SQL as a condition.