9445. Timonacic
Nomenclature
CAS number: 444-27-9
4-Thiazolidinecarboxylic acid; ATC; norgamen; thioproline; NSC-25855; Detoxepa (Wyeth-Ayerst); Hepalidine (3M Pharma); Heparegen (Syntex); Tiazolidin (UCM). C4H7NO2S; mol wt 133.17.
C 36.08%, H 5.30%, N 10.52%, O 24.03%, S 24.08%.
Description and references
Prepd from dl- or l-cysteine and formaldehyde. Prepn of l-form: Ratner, Clarke, J. Am. Chem. Soc. 59, 200 (1937); of dl- and l-forms: Werner et al., Helv. Chim. Acta 30, 432 (1947); FR M3184 (1965 to Sogespar S.A.), C.A. 63, 12980h (1965). Proton magnetic resonance and conformation: Martin, Mathur, J. Am. Chem. Soc. 87, 1065 (1965). Series of articles on pharmacology and toxicology: Gazz. Med. Ital. 131, 251-286 (1972). Toxicity data: Bertrand, Piton, ibid. 265. Induces reverse transformation of tumor cells to normal. Clinical evaluation in cancer: A. Brugarolas, M. Gosalvez, Lancet 1, 68 (1980).
Derivative
dl-Form.Properties
Crystals, mp 195°. LD50 orally in mice: 400 mg/kg (Bertrand, Piton).Derivative
l-Form.Properties
Crystals from water, dec 196-197°. Readily sol in hot water, acid, alkali; sparingly sol in cold water. Practically insol in alcohol.Therapeutic Category
Hepatoprotectant.
Keywords
Hepatoprotectant