There are a number of Perl modules (for example) that do this. Don't try and write your own regexp to do it. Look at
Mail::VRFY
will do syntax and network checks (does and SMTP server somewhere accept this address)
https://metacpan.org/pod/Mail::VRFY
RFC::RFC822::Address
- a recursive descent email address parser.
https://metacpan.org/pod/RFC::RFC822::Address
Mail::RFC822::Address
- regexp-based address validation, worth looking at just for the insane regexp
http://ex-parrot.com/~pdw/Mail-RFC822-Address.html
Similar tools exist for other languages. Insane regexp below...
(?:(?:\r\n)?[ \t])*(?:(?:(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t]
)+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:
\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(
?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[
\t]))*"(?:(?:\r\n)?[ \t])*))*@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\0
31]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\
](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+
(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:
(?:\r\n)?[ \t])*))*|(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z
|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)
?[ \t])*)*\<(?:(?:\r\n)?[ \t])*(?:@(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\
r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[
\t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)
?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t]
)*))*(?:,@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[
\t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*
)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t]
)+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*)
*:(?:(?:\r\n)?[ \t])*)?(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+
|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r
\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:
\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t
]))*"(?:(?:\r\n)?[ \t])*))*@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031
]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](
?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?
:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?
:\r\n)?[ \t])*))*\>(?:(?:\r\n)?[ \t])*)|(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?
:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?
[ \t]))*"(?:(?:\r\n)?[ \t])*)*:(?:(?:\r\n)?[ \t])*(?:(?:(?:[^()<>@,;:\\".\[\]
\000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|
\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>
@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"
(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*))*@(?:(?:\r\n)?[ \t]
)*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\
".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?
:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[
\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*|(?:[^()<>@,;:\\".\[\] \000-
\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(
?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)*\<(?:(?:\r\n)?[ \t])*(?:@(?:[^()<>@,;
:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([
^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\"
.\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\
]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*(?:,@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\
[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\
r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\]
\000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]
|\\.)*\](?:(?:\r\n)?[ \t])*))*)*:(?:(?:\r\n)?[ \t])*)?(?:[^()<>@,;:\\".\[\] \0
00-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\
.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,
;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|"(?
:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*))*@(?:(?:\r\n)?[ \t])*
(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".
\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t])*(?:[
^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\]
]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*\>(?:(?:\r\n)?[ \t])*)(?:,\s*(
?:(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\
".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)(?:\.(?:(
?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[
\["()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t
])*))*@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t
])+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?
:\.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|
\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*|(?:
[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".\[\
]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)*\<(?:(?:\r\n)
?[ \t])*(?:@(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["
()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)
?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>
@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*(?:,@(?:(?:\r\n)?[
\t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,
;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\.(?:(?:\r\n)?[ \t]
)*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\
".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*)*:(?:(?:\r\n)?[ \t])*)?
(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\["()<>@,;:\\".
\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])*)(?:\.(?:(?:
\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z|(?=[\[
"()<>@,;:\\".\[\]]))|"(?:[^\"\r\\]|\\.|(?:(?:\r\n)?[ \t]))*"(?:(?:\r\n)?[ \t])
*))*@(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])
+|\Z|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*)(?:\
.(?:(?:\r\n)?[ \t])*(?:[^()<>@,;:\\".\[\] \000-\031]+(?:(?:(?:\r\n)?[ \t])+|\Z
|(?=[\["()<>@,;:\\".\[\]]))|\[([^\[\]\r\\]|\\.)*\](?:(?:\r\n)?[ \t])*))*\>(?:(
?:\r\n)?[ \t])*))*)?;\s*)