Title: Timonacic
CAS Registry Number: 444-27-9
CAS Name: 4-Thiazolidinecarboxylic acid
Synonyms: ATC; norgamen; thioproline
Manufacturers' Codes: NSC-25855
Trademarks: Detoxepa (Wyeth-Ayerst); Hepalidine (3M Pharma); Heparegen (Syntex); Tiazolidin (UCM)
Molecular Formula: C4H7NO2S
Molecular Weight: 133.17
Percent Composition: C 36.08%, H 5.30%, N 10.52%, O 24.03%, S 24.08%
Literature 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 Type: dl-Form
Properties: Crystals, mp 195°. LD50 orally in mice: 400 mg/kg (Bertrand, Piton).
Melting point: mp 195°
Toxicity data: LD50 orally in mice: 400 mg/kg (Bertrand, Piton)
Derivative Type: 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.
Therap-Cat: Hepatoprotectant.
Keywords: Hepatoprotectant.
