2320. Citiolone

Nomenclature

CAS number: 1195-16-0
2-Acetamido-4-mercaptobutyric acid γ-thiolactone; N-(tetrahydro-2-oxo-3-thienyl)acetamide; N-acetylhomocysteinethiolactone; α-acetamido-γ-thiobutyrolactone; AHCTL; BO-714; Citiolase (HMR).
C6H9NO2S; mol wt 159.21.
C 45.26%, H 5.70%, N 8.80%, O 20.10%, S 20.14%.

Description and references

Prepn: Wagner et al., DE 1134683 (1962 to Degussa, vorm Roessler), C.A. 58, 4648c (1963); Nakanishi et al., JP 62 16712 (1962 to Yoshitomi), C.A. 59, 11660h (1963); Takayananagi et al., JP 64 3420, C.A. 61, 3193h (1964); Ogino, Yasui, JP 65 1376, C.A. 62, 14822c (1965) (1964, 1965 both to Sumitomo). Chemistry: Benesch, Benesch, J. Am. Chem. Soc. 78, 1597 (1956); Laliberté et al., J. Chem. Soc. 1963, 2756. Pharmacology: E. -J. Kirnberger et al., Arzneim.-Forsch. 8, 72 (1958); Varga et al., ibid. 13, 1867 (1963).

Chemical structure

Properties

Needles from toluene, mp 111.5-112.5°. uv max: 238 nm (ε 4400). LD50 i.v. in mice: 1200 mg/kg (Kirnberger).

Use

Photographic antifogging agent: Dersch, US 3068100 (1962); Weber, DE 1164828 (1964 to Adox Fotowerke Schleussner GmbH), C.A. 60, 14050f (1964); protector against radiation: Langendorff, Koch, Strahlentherapie 106, 451 (1958); Braun et al., ibid. 108, 262 (1959), C.A. 52, 18841h (1958); 53, 17325e (1959).

Therapeutic Category

In treatment of hepatic disorders.

Keywords

Hepatoprotectant