
CAS Name: Pentanoic acid 2-[(2S,4S)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-a-L-lyxo-hexopyranosyl]oxy]-2-naphthacenyl]-2-oxoeth...
Literature References: Semisynthetic doxorubicin, q.v., analog. Prepn: M. Israel et al., Cancer Res. 35, 1365 (1975); M. Israel, E. J. Modest, US 4035566 (1977 to S. Farber Cancer Inst.). TLC determn in biological samples: B. Barbieri et al., J. Chromatogr. 163, 195 (1979). Clinical pharmacokinetics: R. E. Greenberg et al., Urology 49, 471 (1997). Clinical trial in refractory bladder cancer: G. Steinberg et al., J. Urol. 163, 761 (2000). Review of pharmacology and clinical development: C. Doehn, Curr. Opin. Oncol. Endocr. Metab. Invest. Drugs 1, 407-415 (1999); S. V. Onrust, H. M. Lamb, Drugs Aging 15, 69-75 (1999).
CAS Name: 1-[(4R,5S)-5-[(2-Aminoethyl)amino]-N2-(10,12-dimethyl-1-oxotetradecyl)-4-hydroxy-L-ornithine]-5-[(3R)-3-hydroxy-L-ornithine]-pneumocandin B0
Percent Composition: C 57.13%, H 8.11%, N ...
Literature References: Semisynthetic echinocandin antifungal that inhibits 1,3-b-D-glucan synthase which is required for cell wall synthesis. Prepn: J. M. Balkovec et al., WO 9421677; eidem, US 5378804 (1994, 1995 both to Merck Co.). HPLC/MS determn in plasma: C. M. Chavez-Eng et al., J. Chromatogr. B 721, 229 (1999). Clinical study vs amphotericin B, q.v. in Candida esophagitis: A. Villanueva et al., Clin. Infect. Dis. 33, 1529 (2001). Review of in vitro antifungal activity, pharmacology and clinical development: A. H. Groll, T. J. Walsh, Expert Opin. Invest. Drugs 10, 1545-1558 (2001); A. Hoang, Am. J. Health-Syst. Pharm. 58, 1206-1214 (2001).
CAS Name: 1-[(4R,5R)-4,5-Dihydroxy-N2-[4-[5-[4-(pentyloxy)phenyl]-3-isoxazolyl]benzoyl]-L-ornithine]-4-[(4S)-4-hydroxy-4-[4-hydroxy-3-(sulfooxy)phenyl]-L-threonine]pneumocandin A0
Percent Compo...
Literature References: Semisynthetic echinocandin antifungal; inhibits 1,3-b-glucan synthase. Prepn (stereochem unspec): H. Ohki et al., WO 9611210; eidem, US 6107458 (1996, 2000 both to Fujisawa). Synthesis and antifungal activity: M. Tomishima et al., J. Antibiot. 52, 674 (1999). Antifungal spectrum in vitro: S. Tawara et al., Antimicrob. Agents Chemother. 44, 57 (2000). Pharmacokinetics and antifungal efficacy: V. Petraitis et al., ibid. 46, 1857 (2002). Review of pharmacology and therapeutic potential: A. H. Groll, T. J. Walsh, Curr. Opin. Anti-Infect. Invest. Drugs 2, 405-412 (2000); A. H. Groll et al., Expert Opin. Invest. Drugs 14, 489-509 (2005).
CAS Name: (8b)-9,10-Didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamide
Additional Names: N-[a-(hydroxymethyl)propyl]-D-lysergamide; D-lysergic acid (+)-butanolamide-(2); ...
Literature References: Semisynthetic ergot alkaloid; metabolite of methysergide, q.v. Prepn: A. Stoll, A. Hofmann, US 2265207 (1941 to Sandoz); eidem, Helv. Chim. Acta 26, 944 (1943). HPLC determn in plasma: H. T. Smith, N. C. Molinaro, J. Chromatogr. 424, 416 (1988). Clinical trial in prevention of cluster headache: L. Mueller et al., Headache 37, 437 (1997). Review of pharmacology and clinical use in obstetrics and gynecology: A. N. de Groot et al., Drugs 56, 523-535 (1998).
CAS Name: Erythromycin 9-[O-[(2-methoxyethoxy)methyl]oxime]
Additional Names: oxacyclotetradecane erythromycin deriv; 9-(2',5'-dioxahexyloxyimino)erythromycinTrademarks: Assoral (Glaxo); Claram...
Literature References: Semisynthetic erythromycin derivative. Prepn: S. Gouin d¢Ambrieres et al., FR 2473525; eidem, US 4349545 (1981, 1982 both to Roussel-UCLAF). In vitro antibacterial spectrum: R. N. Jones et al., Antimicrob. Agents Chemother. 24, 209 (1983); Y. J. Drabu et al., Drugs Exp. Clin. Res. 13, 201 (1987). Antiprotozoal activity in mice: B. J. Luft, Eur. J. Clin. Microbiol. 6, 479 (1987); H. R. Chang, J.-C. R. Pechere, Antimicrob. Agents Chemother. 31, 1147 (1987). Pharmacokinetics: R. Wise et al., ibid. 1051. Bioassay in biological fluids: A. L. Barry, R. R. Packer, Eur. J. Clin. Microbiol. 5, 536 (1986). Clinical evaluations in respiratory tract infections: J. M. Lachat et al., Schweiz. Med. Wochenschr. 116, 1739 (1986); C. Grassi et al., Chemioterapia 6, 41 (1987). Series of articles on antimicrobial activity, pharmacokinetics and clinical efficacy: J. Antimicrob. Chemother. 20, Suppl. B, 1-185 (1987).
CAS Name: (4''R)-22-O-(3-Amino-2,3,6-trideoxy-3-C-methyl-a-L-arabino-hexopyranosyl)-N3''-[(4'-chloro[l,1'-biphenyl]-4-yl)methyl]vancomycinPercent Composition: C 57.61%, H 5.45%, Cl 5.93%, N 7.81%,...
Literature References: Semisynthetic glycopeptide antibiotic. Prepn: R. D. G. Cooper et al., WO 9630401; eidem US 5840684 (1996, 1998 both to Eli Lilly). In vitro antibacterial activity: F. Biavasco et al., Antimicrob. Agents Chemother. 41, 2165 (1997). Mechanism of action: N. E. Allen, T. I. Nicas, FEMS Microbiol. Rev. 26, 511 (2003). Clinical pharmacokinetics: S. M. Bhavnani et al., Diagn. Microbiol. Infect. Dis. 50, 95 (2004); G. J. Fetterly et al., Antimicrob. Agents Chemother. 49, 148 (2005). Clinical evaluation in Staphylococcus aureus bacteremia: S. M. Bhavnani et al., ibid. 50, 994 (2006). Review of pharmacology and clinical development: D. R. P. Guay, Pharmacotherapy 24, 58-68 (2004).
CAS Name: (2S,5R,6S)-6-[(Carboxy-3-thienylacetyl)amino]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Additional Names: (6S)-6-[2-carboxy-2-(3-thienyl)acetami...
Literature References: Semi-synthetic injectable penicillin deriv with high activity vs a large number of gram-negative bacteria, but with little activity vs gram-positive organisms. Prepn: J. P. Clayton, P. H. Bentley, DE 2600866 (1976 to Beecham), C.A. 86, 55420t (1977); P. H. Bentley et al., J. Chem. Soc. Perkin Trans. 1 1979, 2455. In vitro antibacterial activity and b-lactamase susceptibility: I. Phillips et al., J. Antimicrob. Chemother. 10, 271 (1982). Comparison to other penicillins vs H. influenzae and intestinal gram-negative rods: H. Y. Chen, J. D. Williams, ibid. 279. Pharmacokinetics and tissue penetration in healthy volunteers: R. M. Brown et al., ibid. 295. In vivo and in vitro comparison to ampicillin: R. Yogev et al., Antimicrob. Agents Chemother. 23, 182 (1983). Series of articles on microbiology, pharmacology and clinical studies: Drugs 29, Suppl. 5, 1-243 (1985).
CAS Name: (2S-cis)-Methyl 7-chloro-6,7,8-trideoxy-6-[[(4-ethyl-2-piperidinyl)carbonyl]amino]-1-thio-L-threo-a-D-galactooctopyranoside
Percent Composition: C 49.68%, H 7.60%, Cl 8.63%, N 6.82%, ...
Literature References: Semi-synthetic lincosaminide antibiotic; structural analog of clindamycin, q.v. Prepn: R. D. Birkenmeyer, DE 3043502; idem, US 4278789 (both 1981 to Upjohn); R. D. Birkenmeyer et al., J. Med. Chem. 27, 216 (1984). In vitro activity vs aerobic bacteria: V. I. Ahonkhai et al., Antimicrob. Agents Chemother. 21, 902 (1982); vs anaerobic bacteria: S. M. H. Qadri et al., J. Antibiot. 36, 42 (1983). HPLC determn in biological fluids: J. A. Shah, D. J. Weber, J. Chromatogr. 309, 95 (1984). Ion-pairing LC determn in pharmaceutic prepns: D. L. Theis, ibid. 402, 335 (1987). Metabolism and residue studies in dairy cows: R. E. Hornish et al., ACS Symp. Ser. 503, 132-147 (1992). Evaluation in bovine mastitis: W. E. Owens et al., Agri-Pract. 15, 19 (1994).
CAS Name: 3-De[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribohexopyranosyl)oxy]-11,12-dideoxy-6-O-methyl-3-oxo-12,11-[oxycarbonyl[[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]imino]]erythromycinTradema...
Literature References: Semisynthetic macrolide antibiotic of the ketolide class, a group of erythromycin derivatives in which the L-cladinose residue has been replaced by a 3-keto group. Prepn: C. Agouridas et al., EP 680967; eidem, US 5635485 (1995, 1997 both to Roussel Uclaf); A. Denis et al., Bioorg. Med. Chem. Lett. 9, 3075 (1999). In vitro activity vs anaerobic bacteria: L. M. Ednie et al., Antimicrob. Agents Chemother. 41, 2019 (1997); vs gram-positive bacteria: K. Malathum et al., ibid. 43, 930 (1999). Time-kill kinetics: F. J. Boswell et al., J. Antimicrob. Chemother. 41, 149 (1998). HPLC analysis: B. Lingerfelt, W. S. Champney, J. Pharm. Biomed. Anal. 20, 459 (1999). Review of pharmacology and clinical trials: G. Ackermann, A. C. Rodloff, J. Antimicrob. Chemother. 51, 497-511 (2003).
CAS Name: (3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-4-Ethyloctahydro-3a,7,9,11,13,15-hexamethyl-11-[[3-(3-quinolinyl)-2-propenyl]oxy]-10-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylohexopyranosyl]oxy]-2H-...
Literature References: Semisynthetic macrolide antibiotic of the ketolide class; structurally similar to telithromycin, q.v. Prepn: Y. S. Or et al., WO 9809978; eidem, US 5866549 (1998, 1999 both to Abbott); eidem, J. Med. Chem. 43, 1045 (2000). Improved prepn: D. J. Plata et al., Tetrahedron 60, 10171 (2004). Comparative in vitro antibacterial spectrum: A. M. Nilius et al., Antimicrob. Agents Chemother. 45, 2163 (2001). Mechanism of action study: W. S. Champney, J. Pelt, Curr. Microbiol. 45, 155 (2002). HPLC-MS determn in biological samples: Q. Ren et al., J. Chromatogr. Sci. 41, 494 (2003). Clinical pharmacokinetics: M. W. Pletz et al., Antimicrob. Agents Chemother. 47, 1129 (2003). Reviews of development and therapeutic potential: L. E. Lawrence, Curr. Opin. Invest. Drugs 2, 766-772 (2001); T. J. Dougherty, J. F. Barrett, Expert Opin. Invest. Drugs 10, 343-351 (2001).
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