Title: Ambroxol
CAS Registry Number: 18683-91-5
CAS Name: 4-[[(2-Amino-3,5-dibromophenyl)methyl]amino]cyclohexanol
Synonyms: N-(
trans-p-hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)amine
Manufacturers' Codes: NA-872
Molecular Formula: C13H18Br2N2O
Molecular Weight: 378.10
Percent Composition: C 41.30%, H 4.80%, Br 42.27%, N 7.41%, O 4.23%
Literature References: Metabolite of bromhexine,
q.v. Structure: E. Schraven
et al., Eur. J. Pharmacol. 7, 445 (1967). Synthesis: J. Keck,
Ann. 707, 107 (1967);
FR 1522709; J. Keck
et al., US 3536713 (1968, 1970 both to Thomae). Toxicity: S. Püschmann, R. Engelhorn,
Arzneim.-Forsch. 28, 889 (1978). Series of articles on pharmacology, metabolism, and clinical studies:
ibid. 889-935; on pharmacology and clinical efficacy of combination with amoxicillin,
q.v., in bronchopulmonary disease:
ibid. 37, 965-971 (1987). Symposium on pharmacology and efficacy in multicenter studies:
Respiration 51, Suppl. 1, 1-68 (1987).
Derivative Type: Hydrochloride
CAS Registry Number: 23828-92-4
Trademarks: Abramen (Mepha); Ambril (Cascan); Bronchopront (Mack, Illert.); Duramucal (Durachemie); Fluibron (Chiesi); Fluixol (Ripari-Gero); Frenopect (Hefa); Lindoxyl (Lindopharm); Motosol (Europharma); Mucofar (Farmakos); Mucosan (Fher); Mucosolvan (Thomae); Mucoclear (Mundipharma); Mucovent (Byk Gulden); Pect (Rentschler); Solvolan (Krka); Stas-Hustenl?ser (Stada); Surbronc (Boehringer, Ing.); Surfactal (Boehringer, Ing.)
Molecular Formula: C13H18Br2N2O.HCl
Molecular Weight: 414.56
Percent Composition: C 37.66%, H 4.62%, Br 38.55%, N 6.76%, O 3.86%, Cl 8.55%
Properties: Crystals from ethanol, mp 233-234.5° (dec). LD50 in mice, rats (mg/kg): 268, 380 i.p.; 2720, 13400 orally (Püschmann, Engelhorn).
Melting point: mp 233-234.5° (dec)
Toxicity data: LD50 in mice, rats (mg/kg): 268, 380 i.p.; 2720, 13400 orally (Püschmann, Engelhorn)
Therap-Cat: Expectorant.
Keywords: Expectorant.