Lidamidine
Title: Lidamidine
CAS Registry Number: 66871-56-5
CAS Name: N-(2,6-Dimethylphenyl)-N¢-[imino(methylamino)methyl]urea
Additional Names: 1-(2,6-dimethylphenyl)-3-methylamidinourea
Molecular Formula: C11H16N4O
Molecular Weight: 220.27
Percent Composition: C 59.98%, H 7.32%, N 25.44%, O 7.26%
Literature References: Amidinourea with antisecretory, antimotility properties. Prepn as hydrochloride: BE 844832 (1977 to Rorer), C.A. 88, 22432m (1977). See also: J. Diamond, G. H. Douglas, US 4147804 (1979 to Rorer). Prepn, structure activity relationship: G. H. Douglas et al., Arzneim.-Forsch. 28, 1435 (1978). Physical-chemical properties: J. J. Zalipsky et al., ibid. 1441. Effect on a2-adrenergic receptors and electrolyte absorption: T. Durbin et al., Gastroenterology 82, 1352 (1982). Series of articles on pharmacology, metabolism, pharmacokinetics: Arzneim.-Forsch. 28, 1448-1480 (1978). Toxicity: B. J. Chou et al., ibid. 1471. Clinical comparison with loperamide, q.v., in acute diarrhea: G. Gasbarrini et al., ibid. 36, 1843 (1986). Brief review: G. Friedman, Am. J. Gastroenterol. 80, 143 (1985).
 
Derivative Type: Hydrochloride
CAS Registry Number: 65009-35-0
Manufacturers' Codes: WHR-1142A
Trademarks: Lidarral (Rorer); Smodin (Cheil Sugar)
Molecular Formula: C11H16N4O.HCl
Molecular Weight: 256.73
Percent Composition: C 51.46%, H 6.67%, N 21.82%, O 6.23%, Cl 13.81%
Properties: White powder, mp 194-197°. uv max (H2O): 262, 271 nm (e 626, 524). Soly at 25° (mg/ml): water 153.55, methanol 297.94, ethanol 88.55, chloroform 4.62, hexane 0.01. LD50 in male mice, male, female rats (mg/kg): 260, 267, 160 orally; in mice (mg/kg): 56 i.v. (Chou).
Melting point: mp 194-197°
Absorption maximum: uv max (H2O): 262, 271 nm (e 626, 524)
Toxicity data: LD50 in male mice, male, female rats (mg/kg): 260, 267, 160 orally; in mice (mg/kg): 56 i.v. (Chou)
 
Therap-Cat: Antiperistaltic; antidiarrheal.
Keywords: Antidiarrheal.

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