diff --git a/core/Cargo.toml b/core/Cargo.toml
index 4d731eb2b..1f2285f5f 100644
--- a/core/Cargo.toml
+++ b/core/Cargo.toml
@@ -44,7 +44,8 @@ sieve-cache = "0.1.4"
 sqlite3-parser = { path = "../vendored/sqlite3-parser" }
 thiserror = "1.0.61"
 getrandom = { version = "0.2.15", features = ["js"] }
-regex = "1.10.5"
+regex = "1.11.1"
+regex-syntax = { version = "0.8.5", default-features = false, features = ["unicode"] }
 chrono = "0.4.38"
 julian_day_converter = "0.3.2"
 jsonb = { version = "0.4.4", optional = true }
diff --git a/core/vdbe/mod.rs b/core/vdbe/mod.rs
index 92ef84028..980aab282 100644
--- a/core/vdbe/mod.rs
+++ b/core/vdbe/mod.rs
@@ -46,7 +46,7 @@ use datetime::{exec_date, exec_time, exec_unixepoch};
 
 use rand::distributions::{Distribution, Uniform};
 use rand::{thread_rng, Rng};
-use regex::Regex;
+use regex::{Regex, RegexBuilder};
 use std::borrow::{Borrow, BorrowMut};
 use std::cell::RefCell;
 use std::collections::{BTreeMap, HashMap};
@@ -3199,10 +3199,31 @@ fn exec_char(values: Vec<OwnedValue>) -> OwnedValue {
 }
 
 fn construct_like_regex(pattern: &str) -> Regex {
-    let mut regex_pattern = String::from("(?i)^");
-    regex_pattern.push_str(&pattern.replace('%', ".*").replace('_', "."));
+    let mut regex_pattern = String::with_capacity(pattern.len() * 2);
+
+    regex_pattern.push('^');
+
+    for c in pattern.chars() {
+        match c {
+            '\\' => regex_pattern.push_str("\\\\"),
+            '%' => regex_pattern.push_str(".*"),
+            '_' => regex_pattern.push('.'),
+            ch => {
+                if regex_syntax::is_meta_character(c) {
+                    regex_pattern.push('\\');
+                }
+                regex_pattern.push(ch);
+            }
+        }
+    }
+
     regex_pattern.push('$');
-    Regex::new(&regex_pattern).unwrap()
+
+    RegexBuilder::new(&regex_pattern)
+        .case_insensitive(true)
+        .dot_matches_new_line(true)
+        .build()
+        .unwrap()
 }
 
 // Implements LIKE pattern matching. Caches the constructed regex if a cache is provided
@@ -4353,12 +4374,18 @@ mod tests {
         );
     }
 
+    #[test]
+    fn test_like_with_escape_or_regexmeta_chars() {
+        assert!(exec_like(None, r#"\%A"#, r#"\A"#));
+        assert!(exec_like(None, "%a%a", "aaaa"));
+    }
+
     #[test]
     fn test_like_no_cache() {
         assert!(exec_like(None, "a%", "aaaa"));
         assert!(exec_like(None, "%a%a", "aaaa"));
-        assert!(exec_like(None, "%a.a", "aaaa"));
-        assert!(exec_like(None, "a.a%", "aaaa"));
+        assert!(!exec_like(None, "%a.a", "aaaa"));
+        assert!(!exec_like(None, "a.a%", "aaaa"));
         assert!(!exec_like(None, "%a.ab", "aaaa"));
     }
 
@@ -4367,15 +4394,15 @@ mod tests {
         let mut cache = HashMap::new();
         assert!(exec_like(Some(&mut cache), "a%", "aaaa"));
         assert!(exec_like(Some(&mut cache), "%a%a", "aaaa"));
-        assert!(exec_like(Some(&mut cache), "%a.a", "aaaa"));
-        assert!(exec_like(Some(&mut cache), "a.a%", "aaaa"));
+        assert!(!exec_like(Some(&mut cache), "%a.a", "aaaa"));
+        assert!(!exec_like(Some(&mut cache), "a.a%", "aaaa"));
         assert!(!exec_like(Some(&mut cache), "%a.ab", "aaaa"));
 
         // again after values have been cached
         assert!(exec_like(Some(&mut cache), "a%", "aaaa"));
         assert!(exec_like(Some(&mut cache), "%a%a", "aaaa"));
-        assert!(exec_like(Some(&mut cache), "%a.a", "aaaa"));
-        assert!(exec_like(Some(&mut cache), "a.a%", "aaaa"));
+        assert!(!exec_like(Some(&mut cache), "%a.a", "aaaa"));
+        assert!(!exec_like(Some(&mut cache), "a.a%", "aaaa"));
         assert!(!exec_like(Some(&mut cache), "%a.ab", "aaaa"));
     }
 
diff --git a/testing/like.test b/testing/like.test
index edd6ba5e5..a52b90b60 100755
--- a/testing/like.test
+++ b/testing/like.test
@@ -77,3 +77,15 @@ Robert|Roberts}
 do_execsql_test where-like-impossible {
     select * from products where 'foobar' like 'fooba';
 } {}
+
+do_execsql_test like-with-backslash {
+  select like('\%A', '\A')
+} {1}
+
+do_execsql_test like-with-dollar {
+  select like('A$%', 'A$')
+} {1}
+
+do_execsql_test like-with-dot {
+  select like('%a.a', 'aaaa')
+} {0}