9448. Tinoridine
Nomenclature
CAS number: 24237-54-5
2-Amino-4,5,6,7-tetrahydro-6-(phenylmethyl)thieno[2,3-c]pyridine-3-carboxylic acid ethyl ester; 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic
acid ethyl ester; 2-amino-3-ethoxycarbonyl-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine; ethyl 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate; Y-3642. C17H20N2O2S; mol wt 316.42.
C 64.53%, H 6.37%, N 8.85%, O 10.11%, S 10.13%.
Description and references
Nonsteroidal anti-inflammatory drug (NSAID). Prepn: M. Nakanishi et al., DE 1812404; eidem, US 3563997 (1969, 1971 both to Yoshitomi). Pharmacological studies: M. Nakanishi et al., J. Pharm. Soc. Jpn. 90, 272-334 (1970), C.A. 73, 54504t-54510s (1970); eidem, Arzneim.-Forsch. 20, 998, 1004 (1970); Yakuri to Chiryo 2, 1028 (1974). Protective effect vs carbon tetrachloride hepatotoxicity: H. Yasuda et al., Toxicol. Appl. Pharmacol. 52, 407 (1980).
Properties
Slightly sol in H2O, mp 112-113°. LD50 in mice, rats (mg/kg): 5400, >10200 orally; 1600, 1250 i.p. (Nakanishi, 1970).Derivative
Hydrochloride.Nomenclature
CAS number: 25913-34-2
Nonflamin (Yoshitomi). C17H20N2O2S.HCl; mol wt 352.88.
C 57.86%, H 6.00%, N 7.94%, O 9.07%, S 9.09%, Cl 10.05%.
Properties
Yellowish white to yellow powder, mp 234-235° (dec). Practically odorless with a bitter taste. Slightly sol in methanol; very slightly sol in water, ether, acetone, benzene. LD50 orally in mice: 1601 mg/kg (Nakanishi, 1974).Therapeutic Category
Analgesic; antipyretic; anti-inflammatory.