Title: Murexine
CAS Registry Number: 20284-40-6
CAS Name: 2-[[3-(1H-Imidazol-4-yl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminium
Additional Names: b-(4-imidazolyl)acrylcholine; urocanylcholine
Molecular Formula: [C11H18N3O2]+
Literature References: Neuromuscular blocker found, often in very large quantities, in the median zone of the hypobranchial body of Murex trunculus and of other related species of mollusks: Erspamer, Dordoni, Ric. Sci. Ricostr. 16, 1114 (1946); Arch. Int. Pharmacodyn. 74, 263 (1947); Erspamer, ibid. 76, 308 (1948). Isoln: idem, Experientia 4, 226 (1948); M. Roseghini et al., Eur. J. Biochem. 12, 468 (1970); J. E. Blankenship et al., Comp. Biochem. Physiol. 51C, 129 (1975). Synthesis: Pasini et al., Ann. 578, 6 (1952); Pasini, Coda, US 2956061 (1960 to Società Farmaceutici). Structure: V. Erspamer, O. Benati, Science 117, 161 (1953). Effect on vertebrate and invertebrate muscles: J. C. de Freitas, Comp. Biochem. Physiol. 56C, 57 (1977).
Properties: The base is instantly hydrolyzed by water; unstable both in acid or alkaline media.
Derivative Type: Chloride
Properties: Extremely hygroscopic crystals. uv max (pH 4.5): 280-282 nm.
Absorption maximum: uv max (pH 4.5): 280-282 nm
Derivative Type: Chloride hydrochloride
Properties: Hygroscopic microcrystalline powder, mp 219-221° (dec); shows the same uv max as the chloride.
Melting point: mp 219-221° (dec)
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