
CAS Name: 2,4-Diphenyl-1,3,2,4-diselenadiphosphetane 2,4-diselenide
Percent Composition: C 27.09%, H 1.89%, P 11.64%, Se 59.37%
Literature References: Selenium analog of Lawesson's reagent, q.v. Prepn: J. C. Fitzmaurice et al., J. Chem. Soc. Chem. Commun. 1988, 741; P. T. Wood, J. D. Woollins, ibid. 1190; M. J. Pilkington et al., Heteroatom Chem. 1, 351 (1990). Synthesis and characterization by 31P and 77Se NMR: G. Grossmann et al., Z. Anorg. Allg. Chem. 627, 1269 (2001). Improved synthesis: I. P. Gray et al., Chem. Eur. J. 11, 6221 (2005). X-ray crystal structure: P. Bhattacharyya et al., J. Chem. Soc. Dalton Trans. 2001, 300. Synthetic applications: I. Baxter et al., Chem. Commun. 1997, 2049; P. Bhattacharyya, J. D. Woollins, Tetrahedron Lett. 42, 5949 (2001); idem et al., Chem. Eur. J. 8, 2705 (2002); J. Bethke et al., Tetrahedron Lett. 44, 6911 (2003).
CAS Name: 2-Amino-4-(methylseleno)butanoic acid
Additional Names: a-amino-g-(methylseleno)butyric acid
Percent Composition: C 30.62%, H 5.65%, N 7.14%, O 16.32%, Se 40.26%
Literature References: Selenium analog of methionine. Prepn of DL-form: E. P. Painter, J. Am. Chem. Soc. 69, 232 (1949); H. J. Klosterman, E. P. Painter, ibid. 2009; G. Zdansky, Ark. Kemi 19, 559 (1962), C.A. 58, 6919h (1963). Prepn of L-form: idem, ibid. 29, 437 (1968); C. S. Pande et al., J. Org. Chem. 35, 1440 (1970). Biosynthesis of radioactive (75Se) form: M. Blau, Biochim. Biophys. Acta 49, 389 (1961). Metabolism: M. Blau, J. F. Holland in Radioactive Pharmaceuticals, G. A. Andrews et al., Eds. (USAEC Symposium Series #6, 1976) pp 409-421. Review of use in pancreatic scanning: J. E. Agnew et al., Br. J. Radiol. 49, 979-995 (1976).
CAS Name: (17R,21a)-Ajmalan-17,21-diol 17-(chloroacetate)
Additional Names: 17-monochloroacetylajmaline; 17-chloroacetylajmaline; MCAA
Percent Composition: C 65.58%, H 6.75%, Cl 8.80%, N 6.9...
Literature References: Semi-synthetic ajmaline derivative. Prepn from ajmaline: BE 622395 (1962 to Inverni Della Beffa), C.A. 59, 8816d (1963); A. Bonati, A. Bocchia, Farmaco Ed. Sci. 18, 84 (1963). Improved prepn: A. Bonati, DE 2023949; eidem, US 3741972 (1970, 1973 both to Inverni Della Beffa). In vitro and in vivo anti-arrhythmic activity: C. Capra, Farmaco Ed. Sci. 19, 865 (1964); cardiac action: Y. Katano et al., Arzneim.-Forsch. 23, 483 (1973); cardiovascular effects and toxicity: C. Capra et al., Farmaco Ed. Prat. 35, 49 (1980). Determination in plasma by TLC fluorescence: L. J. Dombrowski et al., J. Pharm. Sci. 64, 643 (1975). GC-MS determination in blood: St. D. Clemans et al., Arzneim.-Forsch. 27, 1128 (1977). Comparison with other ajmaline esters: M. Salmona et al., J. Pharm. Sci. 64, 1561 (1975); P. Jaillon et al., Arch. Int. Pharmacodyn. 224, 310 (1976). Clinical studies: M. Cafiero et al., Minerva Cardioangiol. 32, 59 (1984). Book: G. G. Gensini, Ed., Concepts on the Mechanism and Treatment of Arrhythmias (Futura Publishing Co., Mount Kisco, N.Y., 1974) 281 pp.
CAS Name: O-3-Amino-3-deoxy-a-D-glucopyranosyl-(1®6)-O-[6-amino-6-deoxy-a-D-glucopyranosyl-(1®4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine
Additional Names: 1-N-[L(-)-4-amin...
Literature References: Semisynthetic aminoglycoside antibiotic derived from kanamycin A. Prepn: Kawaguchi et al., J. Antibiot. 25, 695 (1972); H. Kawaguchi, T. Naito, DE 2234315; H. Kawaguchi et al., US 3781268 (both 1973 to Bristol-Myers). Biological formation from kanamycin A: L. M. Cappelletti, R. Spagnoli, J. Antibiot. 36, 328 (1983). Microbiological evaluation: Price et al., ibid. 25, 709 (1972). Pharmacokinetics: Cabana, Taggart, Antimicrob. Agents Chemother. 3, 478 (1973). In vitro studies: Yu, Washington, ibid. 4, 133 (1973); Bodey, Stewart, ibid. 186. Pharmacology in humans: Bodey et al., ibid. 5, 508 (1974). Toxicity studies: Fujisawa et al., J. Antibiot. 27, 677 (1974). Review: K. A. Kerridge in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 125-153. Comprehensive description: P. M. Monteleone et al., Anal. Profiles Drug Subs. 12, 37-71 (1983).
CAS Name: (Chloroacetyl)carbamic acid (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: O-(chloroacetylcarbamoyl)fumagi...
Literature References: Semisynthetic analog of fumagillin that inhibits angiogenesis. Prepn: S. Kishimoto, T. Fujita, EP 359036; eidem, US 5166172 (1990, 1992 both to Takeda); S. Marui et al., Chem. Pharm. Bull. 40, 96 (1992). Antiangiogenic activity: M. Kusaka et al., Biochem. Biophys. Res. Commun. 174, 1070 (1991). HPLC determn in plasma: W. D. Figg et al., J. Chromatogr. B 652, 187 (1994). Review of pharmacology: V. Castronovo, D. Belotti, Eur. J. Cancer 32A, 2520-2527 (1996). Clinical evaluation in metastatic renal carcinoma: W. M. Stadler et al., J. Clin. Oncol. 17, 2541 (1999). Clinical pharmacokinetics in Kaposi's sarcoma: J. D. Moore et al., Cancer Chemother. Pharmacol. 46, 173 (2000).
CAS Name: O-3-Amino-3-deoxy-a-D-glucopyranosyl-(1®6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-erythro-hexopyranosyl-(1®4)]-2-deoxy-D-streptamine
Additional Names: DKB; 3',4'-dideoxykanamycin B; de...
Literature References: Semisynthetic analog of kanamycin, q.v., effective against kanamycin-resistant bacteria. Prepn: Umezawa et al., J. Antibiot. 24, 485 (1971); eidem, Bull. Chem. Soc. Jpn. 45, 3624 (1972); Umezawa et al., DE 2135191 (1972 to Microbiochem. Res. Found.). Improved synthesis: T. Yoneta et al., Bull. Chem. Soc. Jpn. 52, 1131 (1979). Antibacterial activity: A. G. Paradelis et al., Antimicrob. Agents Chemother. 14, 514 (1978). Metabolic studies: Shimizu, Jpn. J. Antibiot. 26, 522 (1973). Toxicology: Koeda et al., ibid. 221. Pharmacokinetics and acute toxicity: I. Komiya et al., J. Pharmacobio-Dyn. 4, 356 (1981). HPLC determn in serum: H. Kubo et al., Antimicrob. Agents Chemother. 28, 521 (1985). Review: P. Noone, Drugs 27, 548-578 (1984).
CAS Name: (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-2-Butyldecahydro-4a,7,9-trihydroxy-6,8-bis(methylamino)-4H-pyrano[2,3-b][1,4]benzodioxin-4-one
Additional Names: 6'-n-propylspectinomycin
Percent ...
Literature References: Semi-synthetic analog of spectinomycin. Prepn: D. R. White, DE 3308196; idem, US 4532336 (1983, 1985 both to Upjohn); D. R. White et al., J. Antibiot. 36, 339 (1983); P. M. Herrinton et al., J. Org. Chem. 58, 678 (1993). In vitro activity: G. E. Zurenko et al., Antimicrob. Agents Chemother. 32, 216 (1988). Mode of action: E. M. Veringa et al., Int. J. Med. Microbiol. 271, 311 (1989). Pharmacokinetic and tolerance study: G. R. Peters et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 28, 361 (1990). HPLC determn in plasma and serum: R. J. Simmonds et al., J. Liq. Chromatogr. 13, 1125 (1990). Clinical study in gonorrhea: T. F. Mroczkowski et al., Drugs Exp. Clin. Res. 19, 41 (1993).
CAS Name: (2S,5R,6R)-6-[[[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Additional Names: 3-(2-chloro-...
Literature References: Semi-synthetic antibiotic active against penicillin-resistant staphylococci. Halogen-substituted derivative of oxacillin, q.v. Prepn: ZA 6304323 (1964 to Beecham); Nayler, GB 978299; idem, US 3239507 (1964, 1966 both to Beecham). Pharmacology and toxicity: R. Sutherland et al., Br. Med. J. 4, 460 (1970). Clinical studies: Harding et al., Clin. Trials J. 7, 368 (1970); Qureshi et al., ibid. 375.
CAS Name: (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7-(1-(1H)-tetr...
Literature References: Semi-synthetic antibiotic derived from 7-aminocephalosporanic acid, q.v. Prepn: T. Takano et al., ZA 6804513; eidem, US 3516997 (1969, 1970 to Fujisawa). Synthesis and properties: Kariyone et al., J. Antibiot. 23, 131 (1970). Activity and clinical studies: Nishida et al., ibid. 137, 184; Shibata, Fujii, Antimicrob. Agents Chemother. 1970, 467. Metabolic studies: Kozatani et al., Chem. Pharm. Bull. 20, 1105 (1972). Toxicology: H. A. Birkhead et al., J. Infect. Dis. 128, Suppl., 379 (1973). Comprehensive description: A. E. Zappala et al., Anal. Profiles Drug Subs. 4, 1-20 (1975). Review: H. Nakano in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 155-182.
CAS Name: (6R,7S)-7-[[[(Cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidPercent Composition: C 38.21...
Literature References: Semi-synthetic antibiotic derived from cephamycin C, q.v. Prepn: H. Nakao et al., DE 2455884 (1975 to Sankyo), C.A. 83, 97330g (1975); eidem, J. Antibiot. 29, 554 (1976). See also: J. E. Dolfini, US 3920639 (1975 to Squibb). In vitro study: J. V. Uri et al., ibid. 31, 82 (1978). Immunological study: M. Iwata, T. Matuhasi, Jpn. J. Exp. Med. 48, 401 (1978). Absorption, distribution, excretion, metabolism in various species: H. Shindo et al., Chemotherapy (Tokyo) 27, Suppl. 1, 64 (1979). Pharmacology: S. Kobayashi et al., ibid. 26, Suppl. 5, 115 (1978). Toxicological studies: H. Masuda et al., Sankyo Kenkyusho Nempo 30, 112 (1978), C.A. 90, 180268h (1979). Comparative clinical study: M. Nishida et al., J. Antibiot. 32, 1319 (1979).
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