
CAS Name: (E)-2,4,7-Trichloro-3-hydroxy-8-methoxy-1,9-dimethyl-6-(1-methyl-1-propenyl)-11H-dibenzo[b,e][1,4]dioxepin-11-one
Additional Names: methylustin; ustin methyl ether
Percent Composit...
Literature References: Antibiotic substance produced by a strain of Aspergillus nidulans (Eidam) Wint.: Dean et al., Nature 172, 344 (1953); Dean et al., J. Chem. Soc. 1954, 1432. Structure: Dean et al., ibid. 1960, 4829; Bycroft et al., ibid. 1963, 5148.
Percent Composition: C 63.94%, H 9.23%, N 2.98%, O 23.85%
Literature References: Antibiotic substance produced by a streptomycete from soil near Oswego, N.Y. Has a macrolide structure (12-membered lactone ring, compare Picromycin). Isoln and antibacterial activity: Donin et al., Antibiot. Annu. 1, 179 (1953-4). Production using Streptomyces venezuelae cultures: Dutcher et al., US 2916483 (1959 to Olin Mathieson). Structure: C. Djerassi, J. A. Zderic, J. Am. Chem. Soc. 78, 6390 (1956). Absolute configuration: Rickards, Smith, Tetrahedron Lett. 1970, 1025; Manwaring et al., ibid. 1029. Biosynthesis: Birch et al., J. Chem. Soc. 1964, 5274. Synthesis: Masamune et al., J. Am. Chem. Soc. 97, 3512 (1975). Possible mechanism of action: Wilhelm et al., Antimicrob. Agents Chemother. 1967, 236.
Percent Composition: C 60.28%, H 8.60%, N 7.03%, O 24.09%
Literature References: Antibiotic substance produced by an unidentified Streptomyces culture (PRL 1642). Composed of 4 moles each of D-(-)-valine and D-(-)-a-hydroxyisovaleric acid, linked alternately by ester and amide bonds to form a 24-membered ring: Vining, Taber, Can. J. Chem. 35, 1109 (1957). Structure studies: Shemyakin et al., Tetrahedron Lett. 1963, 351, Tetrahedron 19, 995 (1963).
CAS Name: 2-Nitro-1H-imidazole
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).
CAS Name: (2E,4E,6E,8E)-2,4,6,8-Decatetraenedioic acid mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester
Additional Names: 2,4,6,8-...
Literature References: Antibiotic substance produced by Aspergillus fumigatus: T. E. Eble, F. R. Hanson, Antibiot. Chemother. 1, 55 (1951); F. R. Hanson, T. E. Eble, US 2652356 (1953 to Upjohn). Purification: D. S. Tarbell et al., J. Am. Chem. Soc. 77, 5613 (1955). Structure: eidem, ibid. 82, 1005 (1960); 83, 3096 (1961). Stereochemistry: N. J. McCorkindale, J. G. Sime, Proc. Chem. Soc. London 1961, 331; J. R. Turner, D. S. Tarbell, Proc. Natl. Acad. Sci. USA 48, 733 (1962). Biosynthesis: A. J. Birch, S. F. Hussain, J. Chem. Soc. C 1969, 1473. Total synthesis of (±)-form: E. J. Corey, B. B. Snider, J. Am. Chem. Soc. 94, 2549 (1972). Anti-amebic activity: M. C. McCowen et al., Science 113, 202 (1951). Acute toxicity: J. A. DiPaolo et al., Antibiot. Annu. 1958-1959, 541. HPLC determn in trout muscle: J. Guyonnet et al., J. Chromatogr. B 666, 354 (1995). Field trial in honey bees: T. C. Webster, J. Econ. Entomol. 87, 601 (1994); in rainbow trout: R. le Gouvello et al., Aquaculture 171, 27 (1999). Clinical evaluation in intestinal microsporidiosis in immunocompromised patients: J.-M. Molina et al., N. Engl. J. Med. 346, 1963 (2002).
CAS Name: 2,4,7-Trichloro-3,8-dihydroxy-1,9-dimethyl-6-(1-methyl-1-propenyl)-11H-dibenzo[b,e][1,4]dioxepin-11-one
Trademarks: Ustin
Percent Composition: C 53.11%, H 3.52%, Cl 24.75%, O 18.62...
Literature References: Antibiotic substance produced by Aspergillus ustus: Kurung, Science 102, 11 (1945); Hogeboom, Craig, J. Biol. Chem. 162, 363 (1946); Doering et al., J. Am. Chem. Soc. 68, 725 (1946). Structure: Dean et al., J. Chem. Soc. 1960, 4829; Bycroft et al., ibid. 1963, 5148.
CAS Name: 4-Amino-2-methoxy-5-pyrimidinemethanol
Additional Names: 4-amino-5-hydroxymethyl-2-methoxypyrimidine
Percent Composition: C 46.45%, H 5.85%, N 27.08%, O 20.62%
Literature References: Antibiotic substance produced by Bacillus megatherium from Japanese soil. Isoln and structure: F. Tanaka et al., J. Antibiot. 14A, 161 (1961); 15A, 191, 197 (1962). Prepn: GB 884772 (1961 to Merck Co.); Koppel et al., J. Org. Chem. 27, 1492, 3614 (1962). Biological studies: T. Nishimura, N. Tanaka, J. Antibiot. 16A, 179 (1963).
CAS Name: (2S,5R,6R)-6-[[(5R)-5-Amino-5-carboxy-1-oxopentyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Additional Names: 6-(D-5-amino-5-carboxyvaleramido)-3,3...
Literature References: Antibiotic substance produced by Cephalosporium spp found in sewage outpours: Gottshall et al., Proc. Soc. Exp. Biol. Med. 76, 307 (1951); Abraham et al., Nature 171, 343 (1953); 176, 551 (1955). Produced also by Paecilomyces persicimus: Pisano et al., Antimicrob. Agents Annu. 1960 (Plenum Press, New York, 1961) pp 41, 48; by Penicillium chrysogenum: Flynn et al., J. Am. Chem. Soc. 84, 4594 (1962). Structure: Abraham, Newton, Biochem. J. 58, 103 (1954). Production: Miller et al., US 2831797 (1958). Purification: Goodall, Sutcliffe, US 2899425 (1959 to ICI).
CAS Name: 6,9-Dihydroxy-7-methoxy-3-methylbenz[g]isoquinoline-5,10-dione
Additional Names: 5,8-dihydroxy-6-methoxy-3-methyl-2-aza-9,10-anthraquinone
Percent Composition: C 63.16%, H 3.89%, N...
Literature References: Antibiotic substance produced by Fusarium bostrycoides: Hamilton et al., Antibiot. Chemother. 3, 853 (1953); Cajori et al., J. Biol. Chem. 208, 107 (1954). Structure: Arsenault, Tetrahedron Lett. 1965, 4033. Synthesis: D. W. Cameron et al., ibid. 21, 5089 (1980).
CAS Name: 5,8-Dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)-1,4-naphthalenedione
Additional Names: 3-acetonyl-5,8-dihydroxy-6-methoxy-2-methyl-1,4-naphthoquinone
Percent Composition: C 62.07%...
Literature References: Antibiotic substance produced by Fusarium javanicum: Arnstein, Cook, J. Chem. Soc. 1947, 1021. Prepd by reduction of fusarubin: Ruelius, Gauhe, Ann. 569, 38 (1950). Structure: Birch, Donovan, Chem. Ind. (London) 1954, 1047; Whalley, ibid. 1958, 131; Hardegger et al., Helv. Chim. Acta 47, 2027 (1964).
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