First recorded (as “Jail House Blues”) by Whistler & His Jug Band (1924).
Also recorded by Earl McDonald’s Original Louisville Jug Band (1927), Jim Jackson (1928), Tim Blake Nelson (2000).
Popular versions by Jimmie Rodgers (US #14 1928), Webb Pierce (C&W #1 1955), Johnny Cash (C&W #8 1962), Sonny James (C&W #15 1977), Willie Nelson & Webb Pierce (C&W #72 1982).
From the wiki: “‘In The Jailhouse Now’ is an American novelty Blues song originally found in vaudeville performances from the early 20th century. In 1924, Whistler’s Jug Band from Louisville, Kentucky, recorded it under the title ‘Jail House Blues’. In 1927, Earl McDonald’s Original Louisville Jug Band made another recording of the song; in January 1928, Jim Jackson recorded ‘Jailhouse’ and established the first song’s first copyright titled as ‘In the Jailhouse Now’ although the song is usually now credited to Jimmie Rodgers. Rodgers recording of ‘In the Jailhouse Now’ was recorded February 15, 1928, in Camden, New Jersey, and features Rodgers’ famous yodel throughout the song. In 1938, Gene Autry and his side-kick, Smiley Burnette (as ‘Frog’), sang the Jimmie Rodgers version in the movie Prairie Moon.