
CAS Name: (5a,17b)-N-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide
Additional Names: 17b-(N-tert-butylcarbamoyl)-4-aza-5a-androst-1-en-3-oneTrademarks: Chibro-Proscar (Chibret); F...
Literature References: Inhibitor of 5a-reductase, the enzyme which converts testosterone to the more potent androgen, 5a-dihydrotestosterone. Prepn: G. H. Rasmusson, G. F. Reynolds, EP 155096; eidem, US 4760071 (1985, 1988 both to Merck Co.); G. H. Rasmusson et al., J. Med. Chem. 29, 2298 (1986); A. Bhattacharya et al., J. Am. Chem. Soc. 110, 3318 (1988). HPLC determn in plasma and urine: J. R. Carlin et al., J. Chromatogr. 427, 79 (1988). Review of pharmacology and clinical uses: S. L. Sudduth, M. J. Koronkowski, Pharmacotherapy 13, 309-329 (1993). Clinical trials in benign prostatic hyperplasia: J. L. Tenover et al., Clin. Ther. 19, 243 (1997); J. D. McConnell et al., N. Engl. J. Med. 338, 557 (1998); in male pattern hair loss: K. D. Kaufman et al., J. Am. Acad. Dermatol. 39, 578 (1998).
CAS Name: (Z)-5-Chloro-2,3-dihydro-3-(hydroxy-2-thienylmethylene)-2-oxo-1H-indole-1-carboxamide
Additional Names: 5-chloro-2,3-dihydro-2-oxo-3-(2-thienylcarbonyl)-1H-indole-1-carboxamide; 5-chl...
Literature References: Inhibitor of 5-lipoxygenase and interleukin-1 (IL-1) activity. Prepn: S. B. Kadin, EP 156603; idem, US 4556672 (both 1985 to Pfizer). Effect on 5-lipoxygenase activity in vitro: K. Fogh et al., Arch. Dermatol. Res. 280, 430 (1988). Effect on IL-1 activity in patients with rheumatoid arthritis: B. McDonald et al., Arthritis Rheum. 31, Suppl., S52 (1988). Clinical evaluation: P. Katz et al., ibid. S52.
CAS Name: 3-Hydroxy-a-methylphenylalanine
Additional Names: a-methyl-3-(m-hydroxyphenyl)alanine; a-MMT
Percent Composition: C 61.52%, H 6.71%, N 7.17%, O 24.59%
Literature References: Inhibitor of catecholamine synthesis. Prepn of DL-form: Stein et al., J. Am. Chem. Soc. 77, 700 (1955); Pfister, Stein, US 2868818 (1959 to Merck Co.).
CAS Name: 9-Methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one
Percent Composition: C 52.63%, H 3.53%, N 36.83%, O 7.01%
Literature References: Inhibitor of chemical mediator release from tissue mast cells. Prepn: P. F. Juby, US 4122274 (1978 to Bristol-Myers). LC determn in plasma: H. Cheng et al., J. Pharm. Sci. 76, 918 (1987). Immunopharmacology and mechanism of action studies: Y. Yanagihara et al., Jpn. J. Pharmacol. 48, 91, 103 (1988). Clinical evaluation in allergic rhinitis: D. G. Tinkelman, R. B. Berkowitz, Ann. Allergy 66, 162 (1991).
CAS Name: [3-(Formylhydroxyamino)propyl]phosphonic acid
Percent Composition: C 26.24%, H 5.50%, N 7.65%, O 43.69%, P 16.92%
Literature References: Inhibitor of microbial nonmevalonate isoprenoid biosynthesis. Prepn: T. Kamiya et al., US 4206156 (1980 to Fujisawa); K. Hemmi et al., Chem. Pharm. Bull. 29, 646 (1981); eidem, ibid. 30, 111 (1982). Synthesis: E. Ohler, S. Kanzler, Synthesis 1995, 539 (1995). CE determn in serum and urine: S. Bronner et al., J. Chromatogr. B 806, 255 (2004). Mode of action: T. Kuzuyama et al., Tetrahedron Lett. 39, 7913 (1998); H. Jomaa et al., Science 285, 1573 (1999). Pharmacokinetics: T. Murakawa et al., Antimicrob. Agents Chemother. 21, 224 (1982); H.-P. Kuemmerle et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 23, 515, 521 (1985). Clinical evaluation in malaria: M. A. Missinou et al., Lancet 360, 1941 (2002); in combination with clindamycin: S. Borrmann et al., J. Infect. Dis. 189, 901 (2004); idem et al., ibid. 190, 1534 (2004). Interaction with other antimalarial drugs and synergy with clindamycin: J. Wiesner et al., Antimicrob. Agents Chemother. 46, 2889 (2002). Review: idem et al., Parasitol. Res. 90, S71-S76 (2003).
CAS Name: 5-[(3-Chlorophenyl)-1H-imidazol-1-ylmethyl]-1H-benzimidazole
Additional Names: (±)-5-(m-chloro-a-imidazol-1-ylbenzyl)benzimidazole
Percent Composition: C 66.13%, H 4.24%, Cl 1...
Literature References: Inhibits cytochrome P450-dependent enzymes involved in steroid biosynthesis and retinoic acid catabolism. Prepn: A. H. M. Raeymaekers et al., EP 260744; eidem, US 4859684 (1988, 1989 both to Janssen). In vivo antitumor activity: R. Van Ginckel et al., Prostate 16, 313 (1990). Pharmacology and effect on steroid synthesis: J. Bruynseels et al., ibid., 345; and effect on retinoic acid: R. De Coster et al., J. Steroid Biochem. Mol. Biol. 43, 197 (1992). Clinical evaluation in prostate cancer: C. Mahler et al., Cancer 71, 1068 (1993); in psoriasis: P. Dockx et al., Br. J. Dermatol. 133, 426 (1995); in combination therapy for malignant brain tumors: M. E. Westarp et al., Onkologie 16, 22 (1993).
CAS Name: 5-Nitro-2-[(3-phenylpropyl)amino]benzoic acidPercent Composition: C 63.99%, H 5.37%, N 9.33%, O 21.31%
Literature References: Inhibits efflux of ion channels; specificity is cell type dependent. Prepn: H. C. Englert et al., DE 3528048; eidem, US 4994493 (1987, 1991 both to Hoechst). Synthesis and characterization as potassium channel blocker: K. R. Giles et al., Bioorg. Med. Chem. Lett. 13, 293 (2003). Blocking kinetics of chloride channels: J. Dreinhöfer et al., Biochim. Biophys. Acta 946, 135 (1988). Effect on chloride ion transport: B. R. Branchini et al., Biochem. Biophys. Res. Commun. 176, 459 (1991); eidem, Arch. Biochem. Biophys. 318, 221 (1995); J.-A. Kim et al., Biochem. Biophys. Res. Commun. 309, 291 (2003).
CAS Name: 5-Methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-2,4-oxazolidinedione
Additional Names: 3-anilino-5-methyl-5-(4-phenoxyphenyl)-1,3-oxazolidine-2,4-dioneTrademarks: Famoxate (DuPont)
Pe...
Literature References: Inhibits electron transport via blockage of ubiquinol:cytochrome c oxidoreductase. Prepd not claimed: D. Geffken, D. R. Rayner, US 4957933 (1990 to DuPont). Biological activity and field trials: M. M. Joshi, J. A. Sternberg, Proc. Br. Crop Prot. Conf. - Pests Dis. 1996, 21. Mode of action: D. B. Jordan et al., Pestic. Sci. 55, 105 (1999). Environmental fate: K. M. Jernberg, P. W. Lee, ibid. 587. Metabolic fate in plants and animals: P. W. Lee et al., ibid. 589. Review of synthesis and structure-activity relationship: J. A. Sternberg et al., ACS Symp. Ser. 686, 216-227 (1998).
CAS Name: 2-Amino-7-(1-methylethyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid
Additional Names: 2-amino-7-isopropyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid; 2-am...
Literature References: Inhibits release of allergic mediators from mast cells. Prepn: A. Nohara et al., BE 864647; US 4143042 (1978, 1979 both to Takeda); eidem, J. Med. Chem. 28, 559 (1985). Mode of action studies: T. Saijo et al., Int. Arch. Allergy Appl. Immunol. 79, 231 (1986); H. Makino et al., ibid. 82, 66 (1987). Pharmacodynamics: G. Rankov et al., Ophthalmic Res. 22, 359 (1990). Clinical trial in aphthous ulcers: R. O. Greer, Jr. et al., J. Oral Maxillofac. Surg. 51, 243 (1993).
CAS Name: N,N'-1,8-Octanediylbis[2,2-dichloroacetamide]
Additional Names: N,N'-octamethylenebis(2,2-dichloroacetamide); N,N'-bis(dichloroacetyl)-1,8-octamethylenediaminePercent Composition: C 3...
Literature References: Inhibits spermatogenesis without affecting production of gonadotropins in male laboratory animals. Prepn and biological activity: Surrey, Mayer, J. Med. Pharm. Chem. 3, 419 (1961); Surrey, US 3143566 (1964 to Sterling Drug). Assessment of antifertility activity in rats: S. Nag, J. J. Ghosh, J. Steroid Biochem. 11(1B), 681 (1979). Teratological study: P. Taleporos et al., Teratology 18, 5 (1978). Toxicology study: F. Coulston et al., Toxicol. Appl. Pharmacol. 2, 715 (1960).
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