Tiamenidine
Title: Tiamenidine
CAS Registry Number: 31428-61-2
CAS Name: N-(2-Chloro-4-methyl-3-thienyl)-4,5-dihydro-1H-imidazol-2-amine
Additional Names: 2-[(2-chloro-4-methyl-3-thienyl)amino]-2-imidazoline; 2-chloro-4-methyl-3-(2¢-imidazolin-2¢-ylamino)thiophene; thiamenidine
Molecular Formula: C8H10ClN3S
Molecular Weight: 215.70
Percent Composition: C 44.55%, H 4.67%, Cl 16.44%, N 19.48%, S 14.87%
Literature References: A thiophene analog of clonidine, q.v. Prepn: R. Rippel et al., DE 1941761; eidem, US 3758476 (1971, 1973, both to Hoechst). Structural studies: J. M. Leger, C.R. Seances Acad. Sci. Ser. C 289, 93 (1979); A. Carpy et al., Mol. Pharmacol. 21, 400 (1981). GC mass spectrometry determn in human plasma: T. A. Bryce, J. L. Burrows, Biomed. Mass Spectrom. 6, 27 (1979). Pharmacology: E. Lindner, J. Kaiser, Arch. Int. Pharmacodyn. Ther. 211, 305 (1974). Activity as a-adrenoceptor agonist: A. G. Roach et al., J. Pharmacol. Exp. Ther. 227, 421 (1983).
Properties: Crystals from isopropanol + petr ether, mp 152°.
Melting point: mp 152°
 
Derivative Type: Hydrochloride
CAS Registry Number: 51274-83-0
Manufacturers' Codes: HOE-440
Trademarks: Sundralen (Delalande)
Molecular Formula: C8H10ClN3S.HCl
Molecular Weight: 252.16
Percent Composition: C 38.11%, H 4.40%, Cl 28.12%, N 16.66%, S 12.72%
Properties: Crystals from isopropanol + petr ether, mp 228-229°. LD50 in rats, mice (mg/kg): 40, 45 i.v.; in mice: 170 s.c., 400 orally (Lindner, Kaiser).
Melting point: mp 228-229°
Toxicity data: LD50 in rats, mice (mg/kg): 40, 45 i.v.; in mice: 170 s.c., 400 orally (Lindner, Kaiser)
 
Therap-Cat: Antihypertensive.
Keywords: a-Adrenergic Agonist; Antihypertensive; Imidazole Derivatives.

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