References of D-Glucose,2-[[3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoyl]amino]-2-deoxy-
Title: Metrizamide
CAS Registry Number: 31112-62-6
CAS Name: 2-[[3-(Acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoyl]amino]-2-deoxy-D-glucose
Synonyms: 2-[3-acetamido-2,4,6-triiodo-5-(
N-methylacetamido)benzamido]-2-deoxy-D-glucose; 2-[3-acetamido-2,4,6-triiodo-5-(
N-methylacetamido)benzamido]-2-deoxy-D-glucopyranose
Manufacturers' Codes: Win-39103
Trademarks: Amipaque (Winthrop)
Molecular Formula: C18H22I3N3O8
Molecular Weight: 789.10
Percent Composition: C 27.40%, H 2.81%, I 48.25%, N 5.33%, O 16.22%
Literature References: X-ray contrast agent related to metrizoic acid,
q.v. Prepn: H. O. Torsten
et al., DE 2031724;
eidem, US 3701771 (1971, 1972 both to Nyegaard). Metabolism: J. G. Johansen, S. Kolmannskog,
Invest. Radiol. 13, 93 (1978). Pharmacology: T. W. Morris
et al., ibid. 74; G. F. Dibona,
Proc. Soc. Exp. Biol. Med. 157, 453 (1978). Series of articles on clinical use:
Ann. Radiol. 22, 195-206 (1979). Toxicity studies: S. Salvesen,
Radiology 123, 241 (1977); M. Sovak
et al., ibid. 242; P. Aspelin,
Invest. Radiol. 11, 309 (1976).
Review: L. Hol
et al., in
Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 387-412.
Properties: White crystals from isopropyl alcohol, mp 230° (dec), after drying in vacuo at room temp and 70°. [a]D20 +18.0° (c = 10% in 0.1
N HCl; equilibrated with respect to mutarotation). Very sol in water (50% w/v) at room temp. LD50 i.v. in mice: 15 g/kg (Torsten); 18.6 g/kg (Salveson); 11.5 g/kg (Sovak); 17.3 g/kg (Aspelin).
Melting point: mp 230° (dec)
Optical Rotation: [a]D20 +18.0° (c = 10% in 0.1
N HCl; equilibrated with respect to mutarotation)
Toxicity data: LD50 i.v. in mice: 15 g/kg (Torsten); 18.6 g/kg (Salveson); 11.5 g/kg (Sovak); 17.3 g/kg (Aspelin)
Therap-Cat: Diagnostic aid (radiopaque medium).
Keywords: Diagnostic Aid (Radiopaque Medium).