Tipepidine
Title: Tipepidine
CAS Registry Number: 5169-78-8
CAS Name: 3-(Di-2-thienylmethylene)-1-methylpiperidine
Additional Names: 1-methyl-3-piperidylidenedi(2-thienyl)methane; tipedine
Manufacturers' Codes: AT-327; CR-662
Molecular Formula: C15H17NS2
Molecular Weight: 275.43
Percent Composition: C 65.41%, H 6.22%, N 5.09%, S 23.28%
Literature References: Prepn: Okumura et al., Tanabe Seiyaku Kenkyu Nempo 3, 30 (1958), C.A. 53, 10214 (1959); Ponomarev, Martem'yanova, SU 176903 (1965), C.A. 64, 12648b (1966). Synthesis: eidem, Khim. Geterosikl. Soedin. 1967, 174, C.A. 67, 73501g (1967). Prepn of hibenzate: M. Yamamoto, H. Yoshikawa, JP 62 17988 C.A. 59, 11446a (1963); GB 924544 (1962, 1963 both to Tanabe Seiyaku). Pharmacology and clinical efficacy: Higaki et al., Tanabe Seiyaku Kenkyu Nempo 4, 35 (1959), C.A. 54, 3725h (1960); Kase et al., Chem. Pharm. Bull. 7, 372 (1959). Metabolism: Watanabe et al., Yakugaku Zasshi 89, 29 (1969); Sasaki et al., ibid. 345.
Properties: Yellow crystals from petr ether, mp 64-65°. bp4-5 178-184°. LD50 in mice (mg/kg): 294 i.p.; 308 i.m.; 867 orally (Higaki).
Melting point: mp 64-65°
Boiling point: bp4-5 178-184°
Toxicity data: LD50 in mice (mg/kg): 294 i.p.; 308 i.m.; 867 orally (Higaki)
 
Derivative Type: Citrate monohydrate
Additional Names: Bithiodine
Molecular Formula: C15H17NS2.C6H8O7.H2O
Molecular Weight: 485.57
Percent Composition: C 51.94%, H 5.60%, N 2.88%, S 13.21%, O 26.36%
Properties: Yellow crystals, mp 138-139°. Sol in water, ethanol, propylene glycol.
Melting point: mp 138-139°
 
Derivative Type: Hibenzate
CAS Registry Number: 31139-87-4
Trademarks: Asverin (Tanabe Seiyaku); Sotal (Gramon)
Molecular Formula: C29H27NO4S2
Molecular Weight: 517.66
Percent Composition: C 67.29%, H 5.26%, N 2.71%, O 12.36%, S 12.39%
Properties: Crystals from acetone, mp 187-190°. Sparingly sol in water.
Melting point: mp 187-190°
 
Therap-Cat: Antitussive.
Keywords: Antitussive.

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