diff --git a/mcp/streamable_headers.go b/mcp/streamable_headers.go
index fba1b4d9..af9ff396 100644
--- a/mcp/streamable_headers.go
+++ b/mcp/streamable_headers.go
@@ -11,7 +11,9 @@ import (
 	"errors"
 	"fmt"
 	"log/slog"
+	"math"
 	"net/http"
+	"strconv"
 	"strings"
 
 	internaljson "github.com/modelcontextprotocol/go-sdk/internal/json"
@@ -70,58 +72,127 @@ func unmarshalSchemaProperties(schema any) map[string]headerSchemaProperty {
 	return s.Properties
 }
 
-// extractParamHeaderAnnotations returns a map of parameter name to header name
-// for all properties in the tool's InputSchema that have an x-mcp-header
-// annotation.
-func extractParamHeaderAnnotations(tool *Tool) map[string]string {
+// paramHeaderBinding maps a (possibly nested) input-schema property to the
+// HTTP header it carries.
+type paramHeaderBinding struct {
+	Path   []string
+	Header string
+}
+
+// extractParamHeaderAnnotations returns the bindings for every property in
+// the tool's InputSchema that has an x-mcp-header annotation
+func extractParamHeaderAnnotations(tool *Tool) []paramHeaderBinding {
 	props := unmarshalSchemaProperties(tool.InputSchema)
 	if len(props) == 0 {
 		return nil
 	}
-	result := make(map[string]string)
-	for propName, prop := range props {
-		var headerName string
-		if err := json.Unmarshal(prop.XMCPHeader, &headerName); err != nil || headerName == "" {
-			continue
-		}
-		result[propName] = headerName
-	}
+	var result []paramHeaderBinding
+	result = collectParamHeaderAnnotations(props, nil, result)
 	if len(result) == 0 {
 		return nil
 	}
 	return result
 }
 
-// primitiveToString conversion.
-// Returns false in the second return value if the argument is not a primitive value.
-func primitiveToString(value any) (string, bool) {
-	switch v := value.(type) {
-	case string:
-		return v, true
-	case float64:
-		return fmt.Sprintf("%g", v), true
-	case bool:
-		return fmt.Sprintf("%t", v), true
-	default:
-		return "", false
+// collectParamHeaderAnnotations walks the schema properties and records every
+// x-mcp-header annotation it finds, keyed by the property-name path.
+func collectParamHeaderAnnotations(props map[string]headerSchemaProperty, prefix []string, out []paramHeaderBinding) []paramHeaderBinding {
+	for propName, prop := range props {
+		path := make([]string, len(prefix)+1)
+		copy(path, prefix)
+		path[len(prefix)] = propName
+
+		var headerName string
+		if err := json.Unmarshal(prop.XMCPHeader, &headerName); err == nil && headerName != "" {
+			out = append(out, paramHeaderBinding{Path: path, Header: headerName})
+		}
+		if len(prop.Properties) > 0 {
+			out = collectParamHeaderAnnotations(prop.Properties, path, out)
+		}
+	}
+	return out
+}
+
+// lookupArgument navigates the arguments object using the given property-name
+// path and returns the raw JSON value at that location. It reports whether
+// the value was found.
+func lookupArgument(args map[string]json.RawMessage, path []string) (json.RawMessage, bool) {
+	if len(path) == 0 {
+		return nil, false
 	}
+	cur, ok := args[path[0]]
+	if !ok {
+		return nil, false
+	}
+	for _, part := range path[1:] {
+		var obj map[string]json.RawMessage
+		if err := internaljson.Unmarshal(cur, &obj); err != nil {
+			return nil, false
+		}
+		cur, ok = obj[part]
+		if !ok {
+			return nil, false
+		}
+	}
+	return cur, true
 }
 
-// unmarshalPrimitive unmarshals a JSON value into a Go primitive
-// (string, float64, or bool). Returns nil for non-primitive types.
+// maxSafeInteger and minSafeInteger bound the integer values that can be
+// faithfully represented as IEEE-754 double-precision floats.
+const (
+	maxSafeInteger = 1<<53 - 1    // 2^53 - 1 = 9007199254740991
+	minSafeInteger = -(1<<53 - 1) // -(2^53 - 1) = -9007199254740991
+)
+
+// unmarshalPrimitive unmarshals a JSON value into the Go representation used
+// for x-mcp-header processing per SEP-2243:
+//
+//   - JSON string  -> string
+//   - JSON boolean -> bool
+//   - JSON integer (within the JavaScript safe-integer range) -> int64
+//
+// JSON numbers that are non-integers (have a fractional part, NaN, or ±Inf)
+// or integers outside the safe range are rejected because the `number` type
+// is not permitted for x-mcp-header parameters; only integer, string, boolean
+// are allowed.
 func unmarshalPrimitive(raw json.RawMessage) any {
 	var val any
 	if err := internaljson.Unmarshal(raw, &val); err != nil {
 		return nil
 	}
-	switch val.(type) {
-	case string, float64, bool:
-		return val
+	switch v := val.(type) {
+	case string, bool:
+		return v
+	case float64:
+		if math.IsNaN(v) || math.IsInf(v, 0) || v != math.Trunc(v) {
+			return nil
+		}
+		if v < minSafeInteger || v > maxSafeInteger {
+			return nil
+		}
+		return int64(v)
 	default:
 		return nil
 	}
 }
 
+// primitiveToString formats an x-mcp-header value (as produced by
+// [unmarshalPrimitive]) to its canonical header string representation per
+// SEP-2243. Returns false if value is not one of the permitted primitive
+// types (string, bool, int64).
+func primitiveToString(value any) (string, bool) {
+	switch v := value.(type) {
+	case string:
+		return v, true
+	case bool:
+		return fmt.Sprintf("%t", v), true
+	case int64:
+		return strconv.FormatInt(v, 10), true
+	default:
+		return "", false
+	}
+}
+
 // setStandardHeaders populates standard MCP headers.
 // It requires the protocol version header to be set.
 func setStandardHeaders(ctx context.Context, header http.Header, msg jsonrpc.Message) {
@@ -164,8 +235,8 @@ func generateParamHeaders(tool *Tool, params json.RawMessage) map[string]string
 	}
 
 	res := make(map[string]string)
-	for paramName, headerName := range paramHeaders {
-		argRaw, ok := raw.Arguments[paramName]
+	for _, b := range paramHeaders {
+		argRaw, ok := lookupArgument(raw.Arguments, b.Path)
 		if !ok {
 			continue
 		}
@@ -180,7 +251,7 @@ func generateParamHeaders(tool *Tool, params json.RawMessage) map[string]string
 		if !ok {
 			continue
 		}
-		res[paramHeaderPrefix+headerName] = encoded
+		res[paramHeaderPrefix+b.Header] = encoded
 	}
 	return res
 }
@@ -201,64 +272,84 @@ func filterValidTools(logger *slog.Logger, tools []*Tool) []*Tool {
 }
 
 // validateParamHeaderAnnotations checks that a tool's x-mcp-header annotations
-// are valid.
+// are valid. Annotations may appear on properties at any nesting
+// depth within the inputSchema and must be unique across all of them.
 func validateParamHeaderAnnotations(tool *Tool) error {
 	props := unmarshalSchemaProperties(tool.InputSchema)
 	if len(props) == 0 {
 		return nil
 	}
-
 	seen := make(map[string]bool)
-	for propName, prop := range props {
-		if err := checkForNestedHeaders(prop, propName); err != nil {
-			return err
-		}
-		if prop.XMCPHeader == nil {
-			continue
-		}
-		var headerName string
-		if err := json.Unmarshal(prop.XMCPHeader, &headerName); err != nil || headerName == "" {
-			return fmt.Errorf("property %q: x-mcp-header must be a non-empty string", propName)
-		}
-		if err := validateHeaderName(headerName); err != nil {
-			return fmt.Errorf("property %q: %w", propName, err)
-		}
-		lower := strings.ToLower(headerName)
-		if seen[lower] {
-			return fmt.Errorf("property %q: duplicate x-mcp-header value %q (case-insensitive)", propName, headerName)
-		}
-		seen[lower] = true
-
-		if prop.Type != "string" && prop.Type != "number" && prop.Type != "integer" && prop.Type != "boolean" {
-			return fmt.Errorf("property %q: x-mcp-header can only be applied to primitive types, got %v", propName, prop.Type)
-		}
-	}
-	return nil
+	return validateParamHeadersIn(props, "", seen)
 }
 
-func checkForNestedHeaders(prop headerSchemaProperty, path string) error {
-	for propName, nested := range prop.Properties {
-		if nested.XMCPHeader != nil {
-			return fmt.Errorf("property %q: x-mcp-header cannot be applied to nested properties", path+"."+propName)
+func validateParamHeadersIn(props map[string]headerSchemaProperty, prefix string, seen map[string]bool) error {
+	for propName, prop := range props {
+		path := propName
+		if prefix != "" {
+			path = prefix + "." + propName
+		}
+		if prop.XMCPHeader != nil {
+			if prop.Type != "string" && prop.Type != "integer" && prop.Type != "boolean" {
+				return fmt.Errorf("property %q: x-mcp-header can only be applied to primitive types (integer, string, boolean), got %q", path, prop.Type)
+			}
+			var headerName string
+			if err := json.Unmarshal(prop.XMCPHeader, &headerName); err != nil || headerName == "" {
+				return fmt.Errorf("property %q: x-mcp-header must be a non-empty string", path)
+			}
+			if err := validateHeaderName(headerName); err != nil {
+				return fmt.Errorf("property %q: %w", path, err)
+			}
+			lower := strings.ToLower(headerName)
+			if seen[lower] {
+				return fmt.Errorf("property %q: duplicate x-mcp-header value %q (case-insensitive)", path, headerName)
+			}
+			seen[lower] = true
 		}
-		if err := checkForNestedHeaders(nested, path+"."+propName); err != nil {
-			return err
+		if len(prop.Properties) > 0 {
+			if err := validateParamHeadersIn(prop.Properties, path, seen); err != nil {
+				return err
+			}
 		}
 	}
 	return nil
 }
 
-// validateHeaderName checks that a header name contains only valid
-// ASCII characters (excluding space and ':').
+// validateHeaderName checks that a header name matches the HTTP field-name
+// token syntax (1*tchar).
 func validateHeaderName(name string) error {
+	if name == "" {
+		return fmt.Errorf("x-mcp-header value must be a non-empty string")
+	}
 	for _, c := range name {
-		if c <= 0x20 || c > 0x7E || c == ':' {
+		if !isTChar(c) {
 			return fmt.Errorf("x-mcp-header value %q contains invalid character %q", name, c)
 		}
 	}
 	return nil
 }
 
+// isTChar reports whether c is a valid HTTP token character (tchar)
+//
+//	tchar = "!" / "#" / "$" / "%" / "&" / "'" / "*" / "+" / "-" / "." /
+//	        "^" / "_" / "`" / "|" / "~" / DIGIT / ALPHA
+func isTChar(c rune) bool {
+	switch {
+	case c >= '0' && c <= '9':
+		return true
+	case c >= 'A' && c <= 'Z':
+		return true
+	case c >= 'a' && c <= 'z':
+		return true
+	}
+	switch c {
+	case '!', '#', '$', '%', '&', '\'', '*', '+', '-', '.',
+		'^', '_', '`', '|', '~':
+		return true
+	}
+	return false
+}
+
 func validateMcpHeaders(header http.Header, msg jsonrpc.Message, toolLookup func(string) (*serverTool, bool)) error {
 	protocolVersion := header.Get(protocolVersionHeader)
 	if protocolVersion == "" || protocolVersion < minVersionForStandardHeaders {
@@ -315,20 +406,20 @@ func validateParamHeaders(header http.Header, msg *jsonrpc.Request, tool *Tool)
 		return nil
 	}
 
-	for paramName, headerName := range paramHeaders {
-		fullHeader := paramHeaderPrefix + headerName
+	for _, b := range paramHeaders {
+		fullHeader := paramHeaderPrefix + b.Header
 		headerVal := header.Get(fullHeader)
-		argRaw, argExists := raw.Arguments[paramName]
+		argRaw, argExists := lookupArgument(raw.Arguments, b.Path)
 
 		if !argExists || string(argRaw) == "null" {
 			if headerVal != "" {
-				return fmt.Errorf("header mismatch: unexpected %s header for absent or null parameter %q", fullHeader, paramName)
+				return fmt.Errorf("header mismatch: unexpected %s header for absent or null parameter %q", fullHeader, strings.Join(b.Path, "."))
 			}
 			continue
 		}
 
 		if headerVal == "" {
-			return fmt.Errorf("header mismatch: missing %s header for parameter %q", fullHeader, paramName)
+			return fmt.Errorf("header mismatch: missing %s header for parameter %q", fullHeader, strings.Join(b.Path, "."))
 		}
 
 		decoded, ok := decodeHeaderValue(headerVal)
@@ -338,26 +429,44 @@ func validateParamHeaders(header http.Header, msg *jsonrpc.Request, tool *Tool)
 
 		bodyVal := unmarshalPrimitive(argRaw)
 		if bodyVal == nil {
-			return fmt.Errorf("header mismatch: %s header present but body parameter %q is not a primitive type", fullHeader, paramName)
-		}
-		expected, ok := primitiveToString(bodyVal)
-		if !ok {
-			return fmt.Errorf("header mismatch: %s header present but body parameter %q is not a primitive type", fullHeader, paramName)
+			return fmt.Errorf("header mismatch: %s header present but body parameter %q is not a primitive type", fullHeader, strings.Join(b.Path, "."))
 		}
 
-		// TODO: String comparison may not work ideally for numbers
-		if decoded != expected {
+		if !primitiveEqual(decoded, bodyVal) {
 			return fmt.Errorf("header mismatch: %s header value '%s' does not match body value", fullHeader, headerVal)
 		}
 	}
 	return nil
 }
 
+// primitiveEqual reports whether the (decoded) header string equals the
+// JSON-derived body value.
+func primitiveEqual(headerStr string, bodyVal any) bool {
+	if bodyInt, ok := bodyVal.(int64); ok {
+		headerNum, err := strconv.ParseFloat(headerStr, 64)
+		if err != nil {
+			return false
+		}
+		if math.IsNaN(headerNum) || math.IsInf(headerNum, 0) || headerNum != math.Trunc(headerNum) {
+			return false
+		}
+		if headerNum < minSafeInteger || headerNum > maxSafeInteger {
+			return false
+		}
+		return int64(headerNum) == bodyInt
+	}
+	expected, ok := primitiveToString(bodyVal)
+	if !ok {
+		return false
+	}
+	return headerStr == expected
+}
+
 // encodeHeaderValue converts a parameter value to an HTTP header-safe string
 // per the SEP-2243 encoding rules:
 //   - string: used as-is if safe ASCII, otherwise Base64 encoded
-//   - number (float64): decimal string representation
-//   - bool: lowercase "true" or "false"
+//   - int64:  decimal string representation
+//   - bool:   lowercase "true" or "false"
 //
 // Values that contain non-ASCII characters, control characters, or
 // leading/trailing whitespace are Base64-encoded with the =?base64?...?= wrapper.
@@ -383,14 +492,14 @@ func decodeHeaderValue(headerValue string) (string, bool) {
 		return headerValue, true
 	}
 
-	if strings.HasPrefix(strings.ToLower(headerValue), base64Prefix) &&
-		strings.HasSuffix(headerValue, base64Suffix) {
-		encoded := headerValue[len(base64Prefix) : len(headerValue)-len(base64Suffix)]
-		decoded, err := base64.StdEncoding.DecodeString(encoded)
-		if err != nil {
-			return "", false
+	if encoded, ok := strings.CutPrefix(headerValue, base64Prefix); ok {
+		if encoded, ok = strings.CutSuffix(encoded, base64Suffix); ok {
+			decoded, err := base64.StdEncoding.DecodeString(encoded)
+			if err != nil {
+				return "", false
+			}
+			return string(decoded), true
 		}
-		return string(decoded), true
 	}
 	return headerValue, true
 }
@@ -407,6 +516,11 @@ func requiresBase64Encoding(s string) bool {
 			return true
 		}
 	}
+	// Per SEP-2243, plain-ASCII values that match the base64 sentinel pattern
+	// must also be base64-encoded to avoid ambiguity with already-encoded values.
+	if strings.HasPrefix(s, base64Prefix) && strings.HasSuffix(s, base64Suffix) {
+		return true
+	}
 	return false
 }
 
diff --git a/mcp/streamable_headers_test.go b/mcp/streamable_headers_test.go
index 88e9f467..52d52447 100644
--- a/mcp/streamable_headers_test.go
+++ b/mcp/streamable_headers_test.go
@@ -519,6 +519,55 @@ func TestValidateToolParamHeaders(t *testing.T) {
 			wantErr:    true,
 			wantErrSub: "invalid character",
 		},
+		{
+			name: "x-mcp-header with separator char (parens) is invalid per RFC 9110",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{
+							"type":         "string",
+							"x-mcp-header": "X-(Region)",
+						},
+					},
+				},
+			},
+			wantErr:    true,
+			wantErrSub: "invalid character",
+		},
+		{
+			name: "x-mcp-header with equals sign is invalid per RFC 9110",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{
+							"type":         "string",
+							"x-mcp-header": "Region=1",
+						},
+					},
+				},
+			},
+			wantErr:    true,
+			wantErrSub: "invalid character",
+		},
+		{
+			name: "x-mcp-header with all tchar specials is valid",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{
+							"type":         "string",
+							"x-mcp-header": "!#$%&'*+-.^_`|~aZ0",
+						},
+					},
+				},
+			},
+		},
 		{
 			name: "duplicate header names same case",
 			tool: &Tool{
@@ -584,7 +633,7 @@ func TestValidateToolParamHeaders(t *testing.T) {
 			wantErrSub: "primitive types",
 		},
 		{
-			name: "x-mcp-header on number type is valid",
+			name: "x-mcp-header on number type is invalid",
 			tool: &Tool{
 				Name: "test",
 				InputSchema: map[string]any{
@@ -597,6 +646,8 @@ func TestValidateToolParamHeaders(t *testing.T) {
 					},
 				},
 			},
+			wantErr:    true,
+			wantErrSub: "primitive types",
 		},
 		{
 			name: "x-mcp-header on integer type is valid",
@@ -629,7 +680,7 @@ func TestValidateToolParamHeaders(t *testing.T) {
 			},
 		},
 		{
-			name: "x-mcp-header on nested property inside object",
+			name: "x-mcp-header on nested property inside object is valid",
 			tool: &Tool{
 				Name: "test",
 				InputSchema: map[string]any{
@@ -647,11 +698,9 @@ func TestValidateToolParamHeaders(t *testing.T) {
 					},
 				},
 			},
-			wantErr:    true,
-			wantErrSub: "nested",
 		},
 		{
-			name: "x-mcp-header on deeply nested property",
+			name: "x-mcp-header on deeply nested property is valid",
 			tool: &Tool{
 				Name: "test",
 				InputSchema: map[string]any{
@@ -674,8 +723,26 @@ func TestValidateToolParamHeaders(t *testing.T) {
 					},
 				},
 			},
+		},
+		{
+			name: "duplicate header names across nesting levels",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+						"config": map[string]any{
+							"type": "object",
+							"properties": map[string]any{
+								"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+							},
+						},
+					},
+				},
+			},
 			wantErr:    true,
-			wantErrSub: "nested",
+			wantErrSub: "duplicate",
 		},
 		{
 			name: "object property without nested x-mcp-header is valid",
@@ -733,7 +800,7 @@ func TestValidateToolParamHeaders(t *testing.T) {
 			wantErrSub: "primitive types",
 		},
 		{
-			name: "jsonschema.Schema nested x-mcp-header",
+			name: "jsonschema.Schema nested x-mcp-header is valid",
 			tool: &Tool{
 				Name: "test",
 				InputSchema: &jsonschema.Schema{
@@ -751,8 +818,6 @@ func TestValidateToolParamHeaders(t *testing.T) {
 					},
 				},
 			},
-			wantErr:    true,
-			wantErrSub: "nested",
 		},
 		{
 			name: "json.RawMessage valid x-mcp-header",
@@ -770,6 +835,50 @@ func TestValidateToolParamHeaders(t *testing.T) {
 			wantErr:    true,
 			wantErrSub: "primitive types",
 		},
+		{
+			name: "nested invalid header name is rejected",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"config": map[string]any{
+							"type": "object",
+							"properties": map[string]any{
+								"region": map[string]any{
+									"type":         "string",
+									"x-mcp-header": "Bad Header", // contains a space
+								},
+							},
+						},
+					},
+				},
+			},
+			wantErr:    true,
+			wantErrSub: "invalid character",
+		},
+		{
+			name: "nested x-mcp-header on number type is rejected",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"config": map[string]any{
+							"type": "object",
+							"properties": map[string]any{
+								"count": map[string]any{
+									"type":         "number",
+									"x-mcp-header": "Count",
+								},
+							},
+						},
+					},
+				},
+			},
+			wantErr:    true,
+			wantErrSub: "primitive types",
+		},
 	}
 
 	for _, tt := range tests {
@@ -812,15 +921,15 @@ func TestFilterValidTools(t *testing.T) {
 		Name:        "plain",
 		InputSchema: map[string]any{"type": "object", "properties": map[string]any{"q": map[string]any{"type": "string"}}},
 	}
-	nestedInvalid := &Tool{
-		Name: "nested-invalid",
+	nestedValid := &Tool{
+		Name: "nested-valid",
 		InputSchema: map[string]any{
 			"type": "object",
 			"properties": map[string]any{
 				"config": map[string]any{
 					"type": "object",
 					"properties": map[string]any{
-						"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+						"tenant": map[string]any{"type": "string", "x-mcp-header": "TenantId"},
 					},
 				},
 			},
@@ -852,12 +961,13 @@ func TestFilterValidTools(t *testing.T) {
 		},
 	}
 
-	result := filterValidTools(nil, []*Tool{valid, invalid, noAnnotation, nestedInvalid, validJsonSchema, invalidJsonSchema})
-	if len(result) != 3 {
-		t.Fatalf("filterValidTools returned %d tools, want 3", len(result))
+	result := filterValidTools(nil, []*Tool{valid, invalid, noAnnotation, nestedValid, validJsonSchema, invalidJsonSchema})
+	if len(result) != 4 {
+		t.Fatalf("filterValidTools returned %d tools, want 4", len(result))
 	}
-	if result[0].Name != "valid" || result[1].Name != "plain" || result[2].Name != "valid-jsonschema" {
-		t.Errorf("filterValidTools returned [%s, %s, %s], want [valid, plain, valid-jsonschema]", result[0].Name, result[1].Name, result[2].Name)
+	if result[0].Name != "valid" || result[1].Name != "plain" || result[2].Name != "nested-valid" || result[3].Name != "valid-jsonschema" {
+		t.Errorf("filterValidTools returned [%s, %s, %s, %s], want [valid, plain, nested-valid, valid-jsonschema]",
+			result[0].Name, result[1].Name, result[2].Name, result[3].Name)
 	}
 }
 
@@ -947,13 +1057,13 @@ func TestSetStandardHeadersWithParamHeaders(t *testing.T) {
 			},
 		},
 		{
-			name: "handles number argument",
+			name: "handles integer argument",
 			tool: &Tool{
 				Name: "test",
 				InputSchema: map[string]any{
 					"type": "object",
 					"properties": map[string]any{
-						"count": map[string]any{"type": "number", "x-mcp-header": "Count"},
+						"count": map[string]any{"type": "integer", "x-mcp-header": "Count"},
 					},
 				},
 			},
@@ -965,6 +1075,23 @@ func TestSetStandardHeadersWithParamHeaders(t *testing.T) {
 				"Mcp-Param-Count": "42",
 			},
 		},
+		{
+			name: "out-of-range integer argument produces no header",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"count": map[string]any{"type": "integer", "x-mcp-header": "Count"},
+					},
+				},
+			},
+			params: &CallToolParams{
+				Name:      "test",
+				Arguments: map[string]any{"count": float64(maxSafeInteger) + 2},
+			},
+			wantHeaders: nil,
+		},
 		{
 			name: "no tool in extra does not add param headers",
 			tool: nil,
@@ -974,6 +1101,37 @@ func TestSetStandardHeadersWithParamHeaders(t *testing.T) {
 			},
 			wantHeaders: nil,
 		},
+		{
+			name: "nested arguments resolve via dotted path",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"config": map[string]any{
+							"type": "object",
+							"properties": map[string]any{
+								"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+								"tenant": map[string]any{"type": "string", "x-mcp-header": "TenantId"},
+							},
+						},
+					},
+				},
+			},
+			params: &CallToolParams{
+				Name: "test",
+				Arguments: map[string]any{
+					"config": map[string]any{
+						"region": "us-west1",
+						"tenant": "acme",
+					},
+				},
+			},
+			wantHeaders: map[string]string{
+				"Mcp-Param-Region":   "us-west1",
+				"Mcp-Param-TenantId": "acme",
+			},
+		},
 	}
 
 	for _, tt := range tests {
@@ -1090,6 +1248,48 @@ func TestExtractToolParamHeaders(t *testing.T) {
 			},
 			want: nil,
 		},
+		{
+			name: "nested x-mcp-header annotations produce path-slice bindings",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+						"config": map[string]any{
+							"type": "object",
+							"properties": map[string]any{
+								"tenant": map[string]any{"type": "string", "x-mcp-header": "TenantId"},
+								"deep": map[string]any{
+									"type": "object",
+									"properties": map[string]any{
+										"flag": map[string]any{"type": "boolean", "x-mcp-header": "DeepFlag"},
+									},
+								},
+							},
+						},
+					},
+				},
+			},
+			want: map[string]string{
+				"region":           "Region",
+				"config.tenant":    "TenantId",
+				"config.deep.flag": "DeepFlag",
+			},
+		},
+		{
+			name: "property name containing a dot is preserved in path",
+			tool: &Tool{
+				Name: "test",
+				InputSchema: map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"user.id": map[string]any{"type": "string", "x-mcp-header": "UserId"},
+					},
+				},
+			},
+			want: map[string]string{"user.id": "UserId"},
+		},
 	}
 
 	for _, tt := range tests {
@@ -1104,9 +1304,15 @@ func TestExtractToolParamHeaders(t *testing.T) {
 			if len(got) != len(tt.want) {
 				t.Fatalf("extractToolParamHeaders() returned %d entries, want %d", len(got), len(tt.want))
 			}
+			// Index returned bindings by joined-path for comparison; the
+			// expected map uses dotted-path keys for readability.
+			gotMap := make(map[string]string, len(got))
+			for _, b := range got {
+				gotMap[strings.Join(b.Path, ".")] = b.Header
+			}
 			for k, v := range tt.want {
-				if got[k] != v {
-					t.Errorf("extractToolParamHeaders()[%q] = %q, want %q", k, got[k], v)
+				if gotMap[k] != v {
+					t.Errorf("extractToolParamHeaders()[%q] = %q, want %q", k, gotMap[k], v)
 				}
 			}
 		})
@@ -1120,10 +1326,24 @@ func TestUnmarshalPrimitive(t *testing.T) {
 		want any
 	}{
 		{"string", `"hello"`, "hello"},
-		{"number", `42`, float64(42)},
-		{"float", `3.14`, float64(3.14)},
 		{"true", `true`, true},
 		{"false", `false`, false},
+
+		// Integer JSON numbers are promoted to int64.
+		{"integer", `42`, int64(42)},
+		{"integer zero", `0`, int64(0)},
+		{"integer negative", `-7`, int64(-7)},
+		{"integer max safe", `9007199254740991`, int64(maxSafeInteger)},
+		{"integer min safe", `-9007199254740991`, int64(minSafeInteger)},
+		// JSON serialization of an integer-valued float (e.g. "42.0") is
+		// still a valid integer at the value level and must be accepted.
+		{"integer-valued float", `42.0`, int64(42)},
+
+		// Non-integer numbers, out-of-range integers, and disallowed JSON
+		// kinds are rejected (return nil).
+		{"float with fraction", `3.14`, nil},
+		{"integer above max safe", `9007199254740993`, nil},
+		{"integer below min safe", `-9007199254740993`, nil},
 		{"null", `null`, nil},
 		{"array", `[1,2]`, nil},
 		{"object", `{"a":1}`, nil},
@@ -1158,15 +1378,24 @@ func TestEncodeHeaderValue(t *testing.T) {
 		{"string with carriage return", "line1\r\nline2", "=?base64?bGluZTENCmxpbmUy?=", true},
 		{"string with leading tab", "\tindented", "=?base64?CWluZGVudGVk?=", true},
 
-		// Numbers
-		{"integer", float64(42), "42", true},
-		{"float", float64(3.14159), "3.14159", true},
+		// Sentinel pattern collisions: plain-ASCII values that match the base64
+		// sentinel pattern must also be base64-encoded to avoid ambiguity.
+		{"sentinel collision literal", "=?base64?literal?=", "=?base64?PT9iYXNlNjQ/bGl0ZXJhbD89?=", true},
+		{"sentinel collision empty", "=?base64??=", "=?base64?PT9iYXNlNjQ/Pz0=?=", true},
+		// Uppercase sentinel does NOT collide (case-sensitive markers).
+		{"uppercase pseudo-sentinel passes through", "=?BASE64?abc?=", "=?BASE64?abc?=", true},
+
+		{"integer", int64(42), "42", true},
+		{"integer zero", int64(0), "0", true},
+		{"integer negative", int64(-7), "-7", true},
+		{"integer max safe", int64(maxSafeInteger), "9007199254740991", true},
+		{"integer min safe", int64(minSafeInteger), "-9007199254740991", true},
 
 		// Booleans
 		{"true", true, "true", true},
 		{"false", false, "false", true},
 
-		// Unsupported types
+		{"raw float64 rejected", float64(42), "", false},
 		{"nil", nil, "", false},
 		{"slice", []string{"a"}, "", false},
 	}
@@ -1196,7 +1425,10 @@ func TestDecodeHeaderValue(t *testing.T) {
 		{"valid base64", "=?base64?SGVsbG8=?=", "Hello", true},
 		{"non-ASCII decoded", "=?base64?5pel5pys6Kqe?=", "日本語", true},
 		{"leading space decoded", "=?base64?IHVzLXdlc3Qx?=", " us-west1", true},
-		{"case-insensitive prefix", "=?BASE64?SGVsbG8=?=", "Hello", true},
+		// Per SEP-2243, the base64 sentinel markers are case-sensitive: an
+		// uppercase prefix is treated as a literal value, not a base64 marker.
+		{"uppercase prefix is literal", "=?BASE64?SGVsbG8=?=", "=?BASE64?SGVsbG8=?=", true},
+		{"mixed case prefix is literal", "=?Base64?SGVsbG8=?=", "=?Base64?SGVsbG8=?=", true},
 		{"invalid base64 chars", "=?base64?SGVs!!!bG8=?=", "", false},
 		// Missing prefix or suffix: treated as literal values, not base64
 		{"missing prefix", "SGVsbG8=", "SGVsbG8=", true},
@@ -1225,6 +1457,7 @@ func TestEncodeDecodeRoundTrip(t *testing.T) {
 		"Hello, 世界",
 		"line1\nline2",
 		"\ttab",
+		"=?base64?literal?=", // sentinel-pattern collision (SEP-2243)
 	}
 	for _, v := range values {
 		encoded, ok := encodeHeaderValue(v)
@@ -1240,3 +1473,96 @@ func TestEncodeDecodeRoundTrip(t *testing.T) {
 		}
 	}
 }
+
+// TestValidateParamHeaders_IntegerComparison verifies server-side validation
+// of integer x-mcp-header parameters per SEP-2243.
+func TestValidateParamHeaders_IntegerComparison(t *testing.T) {
+	tool := &Tool{
+		Name: "test",
+		InputSchema: map[string]any{
+			"type": "object",
+			"properties": map[string]any{
+				"count": map[string]any{"type": "integer", "x-mcp-header": "Count"},
+			},
+		},
+	}
+	tests := []struct {
+		name      string
+		headerVal string
+		bodyArg   any
+		wantErr   bool
+	}{
+		// Canonical decimal form matches.
+		{"integer matches integer", "42", float64(42), false},
+		{"integer header matches integer-valued float body", "42", float64(42.0), false},
+		{"negative integer matches", "-7", float64(-7), false},
+		{"large safe integer matches", "1000000000000", float64(1e12), false},
+
+		{"non-canonical '42.0' header matches integer body", "42.0", float64(42), false},
+		{"scientific notation header matches integer body", "1e2", float64(100), false},
+		{"negative non-canonical header matches", "-7.0", float64(-7), false},
+
+		// Genuine mismatches and invalid forms are still rejected.
+		{"different integers do not match", "42", float64(43), true},
+		{"fractional header against integer body", "3.14", float64(3), true},
+		{"non-numeric header fails", "not-a-number", float64(42), true},
+		{"header outside safe range against integer body", "9007199254740993", float64(42), true},
+	}
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			header := http.Header{}
+			header.Set(paramHeaderPrefix+"Count", tt.headerVal)
+			args := map[string]any{"count": tt.bodyArg}
+			msg := &jsonrpc.Request{
+				Method: "tools/call",
+				Params: mustMarshal(&CallToolParams{Name: "test", Arguments: args}),
+			}
+			err := validateParamHeaders(header, msg, tool)
+			if tt.wantErr && err == nil {
+				t.Errorf("validateParamHeaders() = nil, want error")
+			}
+			if !tt.wantErr && err != nil {
+				t.Errorf("validateParamHeaders() = %v, want nil", err)
+			}
+		})
+	}
+}
+
+// TestValidateParamHeaders_NestedArguments verifies that the server-side
+// validation can look up nested arguments via the dotted path produced by
+// extractParamHeaderAnnotations.
+func TestValidateParamHeaders_NestedArguments(t *testing.T) {
+	tool := &Tool{
+		Name: "test",
+		InputSchema: map[string]any{
+			"type": "object",
+			"properties": map[string]any{
+				"config": map[string]any{
+					"type": "object",
+					"properties": map[string]any{
+						"region": map[string]any{"type": "string", "x-mcp-header": "Region"},
+					},
+				},
+			},
+		},
+	}
+	header := http.Header{}
+	header.Set(paramHeaderPrefix+"Region", "us-west1")
+	args := map[string]any{
+		"config": map[string]any{"region": "us-west1"},
+	}
+	msg := &jsonrpc.Request{
+		Method: "tools/call",
+		Params: mustMarshal(&CallToolParams{Name: "test", Arguments: args}),
+	}
+	if err := validateParamHeaders(header, msg, tool); err != nil {
+		t.Errorf("validateParamHeaders() = %v, want nil", err)
+	}
+
+	// Mismatched nested value should fail.
+	args["config"].(map[string]any)["region"] = "eu-west1"
+	msg.Params = mustMarshal(&CallToolParams{Name: "test", Arguments: args})
+	if err := validateParamHeaders(header, msg, tool); err == nil {
+		t.Error("validateParamHeaders() = nil, want error for mismatched nested value")
+	}
+}