Cyproheptadine
Title: Cyproheptadine
CAS Registry Number: 129-03-3
CAS Name: 4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine
Additional Names: 1-methyl-4-(5H-dibenzo[a,d]cycloheptenylidene)piperidine; 5-(1-methylpiperidylidene-4)-5H-dibenzo[a,d]cycloheptene; 1-methyl-4-(5-dibenzo[a,e]cycloheptatrienylidene)piperidine
Trademarks: Periactinol (Merck & Co.)
Molecular Formula: C21H21N
Molecular Weight: 287.40
Percent Composition: C 87.76%, H 7.36%, N 4.87%
Literature References: Prepn: Engelhardt, US 3014911 (1961 to Merck & Co.); Engelhardt et al., J. Med. Chem. 8, 829 (1965). Metabolism: C. C. Porter et al., Drug Metab. Dispos. 3, 189 (1975). Toxicity study: J. J. Loux et al., Arzneim.-Forsch. 28, 1644 (1978). Comprehensive description: H. Y. Aboul-Enein, A. A. Al-Badr, Anal. Profiles Drug Subs. 9, 155-179 (1980).
Properties: Crystals from dil ethanol, mp 112.3-113.3°.
Melting point: mp 112.3-113.3°
 
Derivative Type: Hydrochloride sesquihydrate
CAS Registry Number: 41354-29-4
Trademarks: Antegan (Frosst); Ifrasarl (Showa Shinyaku); Nuran (Frosst); Periactin (Merck & Co.); Vimicon (Frosst); Cipractin (Andromaco); Peritol (EGYT)
Molecular Formula: C21H22ClN.1½H2O
Molecular Weight: 332.87
Percent Composition: C 75.77%, H 6.96%, Cl 10.65%, N 4.21%, O 2.40%
Properties: Crystals from abs ethanol + ether, dec 252.6-253.6°. uv max (0.1N H2SO4): 224, 285 nm (E1%1cm 1656, 355). 1.0 g is sol in 1.5 ml methanol, 16 ml chloroform, 35 ml alc, 275 ml H2O. Practically insol in ether. LD50 orally in mice: 74.2 mg/kg (Loux).
Absorption maximum: uv max (0.1N H2SO4): 224, 285 nm (E1%1cm 1656, 355)
Toxicity data: LD50 orally in mice: 74.2 mg/kg (Loux)
 
Derivative Type: Hydrochloride monohydrate
CAS Registry Number: 6032-06-0
Properties: Crystals, mp 214-216°. Soly in water: ~5 mg/ml.
Melting point: mp 214-216°
 
Therap-Cat: Antihistaminic; antipruritic.
Keywords: Antihistaminic; Tricyclics; Other Tricyclics; Antipruritic.

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