Azomycin

Title: Azomycin
CAS Registry Number: 527-73-1
CAS Name: 2-Nitro-1H-imidazole
Molecular Formula: C3H3N3O2
Molecular Weight: 113.07
Percent Composition: C 31.87%, H 2.67%, N 37.16%, O 28.30%
Literature References: Antibiotic substance produced by an unidentified Streptomyces sp. (resembling Nocardia mesenterica in some aspects) from soil collected at Shiba Shirokane Daimachi (Japan): Maeda et al., J. Antibiot. 6A, 182 (1953); Okami et al., ibid. 7A, 53 (1954); Nakamura, Umezawa, ibid. 8A, 66 (1955). Structure: Nakamura, Pharm. Bull. 3, 379 (1955). Synthesis: Beaman et al., J. Am. Chem. Soc. 87, 389 (1965); Lancini, Lazzari, Experientia 21, 83 (1965).
Properties: Crystals from methanol, dec 283°. uv max (ethanol): 313 nm (E1%1cm 915); in 0.1N NaOH: 374 nm (e 12750). Soluble in methanol, ethanol, acetone, ethyl acetate, butyl acetate, alkaline water. Practically insol in ether, petr ether, chloroform, acidic water. LD50 i.v. in mice: 80 mg/kg (Maeda).
Absorption maximum: uv max (ethanol): 313 nm (E1%1cm 915); in 0.1N NaOH: 374 nm (e 12750)
Toxicity data: LD50 i.v. in mice: 80 mg/kg (Maeda)
CAUTION: Irritating to skin.
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