Title: Holomycin
CAS Registry Number: 488-04-0
CAS Name: N-(4,5-Dihydro-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)acetamide
Additional Names: N-(4,5-dihydro-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-N-methylformamide; 6-acetamido-1,2-dithiolo[4,3-b]pyrrol-5(4H)-one; N-demethylthiolutin
Molecular Formula: C7H6N2O2S2
Molecular Weight: 214.26
Percent Composition: C 39.24%, H 2.82%, N 13.07%, O 14.93%, S 29.93%
Literature References: Antibiotic substance produced by a strain of Streptomyces griseus (Krainski) Waksman et Henrici. Isoln and structure: Ettlinger et al., Helv. Chim. Acta 42, 563 (1959). Crystal structure: Jensen, J. Antibiot. 22, 231 (1969). Activity: Von Daehne et al., ibid. 233. Manuf process: Gaumann et al., US 3014922 (1961 to Ciba). Total synthesis: Schmidt, Geiger, Ann. 664, 168 (1963); Büchi, Lukas, J. Am. Chem. Soc. 86, 5654 (1964); Hagio, Yoneda, Bull. Chem. Soc. Jpn. 47, 1484 (1974); J. E. Ellis et al., J. Org. Chem. 42, 2891 (1977).
Properties: Orange-yellow flakes from methanol + ethyl acetate, dec 268-270. uv max: 245, 302, 290 nm (log e 3.78, 3.51, 4.05). LD50 i.v. in mice: 5-10 mg/kg (Von Daehne).
Absorption maximum: uv max: 245, 302, 290 nm (log e 3.78, 3.51, 4.05)
Toxicity data: LD50 i.v. in mice: 5-10 mg/kg (Von Daehne) |