CAS No 55142-85-3 , 5-[(2-chlorophenyl)methyl]-6,7-dihydro-4H-thieno[3,2-c]pyridine

Title: Ticlopidine
CAS Registry Number: 55142-85-3
CAS Name: 5-[(2-Chlorophenyl)methyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
Synonyms: 5-(o-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
Molecular Formula: C14H14ClNS
Molecular Weight: 263.79
Percent Composition: C 63.74%, H 5.35%, Cl 13.44%, N 5.31%, S 12.16%
Literature References: Platelet aggregation inhibitor. Prepn: DE 2404308; A. R. J. Castaigne, US 4051141 (1974, 1977 both to Cent. Etudes Ind. Pharm.); E. Braye, US 4127580 (1978 to Parcor). Metabolism: P. Godard et al., Eur. J. Drug Metab. Pharmacokinet. 3, 67 (1978); eidem, ibid. 4, 133 (1979); A. Tuong et al., ibid. 6, 91 (1981). Mode of action: G. Leblondel, P. Allain, Biochem. Pharmacol. 27, 2099 (1978); J. R. O'Brien et al., Thromb. Res. 13, 245 (1978); J. J. Bruno, ibid. 1983, Suppl. 4, 59. Pharmacology: A. Akashi et al., Arzneim.-Forsch. 30, 409, 415 (1980). Clinical studies: J. J. Thebault et al., J. Int. Med. Res. 5, 405 (1977); C. Lecrubier et al., Therapie 32, 189 (1977); T. Katsumura et al., Angiology 33, 357 (1982). Review of pharmacodynamics, pharmacokinetics and therapeutic use: E. Saltiel, A. Ward, Drugs 34, 222-262 (1987). Comprehensive description: F. J. Al-Shammary, N. A. A. Mian, Anal. Profiles Drug Subs. Excip. 21, 573-609 (1992).
 
Derivative Type: Hydrochloride
CAS Registry Number: 53885-35-1
Manufacturers' Codes: 4-C-32; 53-32 C
Trademarks: Anagregal (Gentili); Caudaline (Exa); Panaldine (Daiichi); Ticlid (Sanofi Winthrop); Ticlodix (Euro-Labor); Ticlodone (Berenguer); Ticlosin (Maggioni-Winthrop); Tiklid (Sanofi Winthrop)
Molecular Formula: C14H14ClNS.HCl
Molecular Weight: 300.25
Percent Composition: C 56.00%, H 5.04%, Cl 23.62%, N 4.67%, S 10.68%
Properties: Crystals from ethanol, mp 190°. uv max (water): 214, 268, 295 nm (A1%1cm 303.8, 13.14, 2). pKa 7.64. Almost sol in water; sol in 95% alcohol, methanol, chloroform. Insol in ether. LD50 in mice (mg/kg/24 hrs): 55 i.v.; >300 orally (Castaigne).
Melting point: mp 190°
pKa: pKa 7.64
Absorption maximum: uv max (water): 214, 268, 295 nm (A1%1cm 303.8, 13.14, 2)
Toxicity data: LD50 in mice (mg/kg/24 hrs): 55 i.v.; >300 orally (Castaigne)
 
Therap-Cat: Antithrombotic.
Keywords: Antithrombotic.