
CAS Name: N,N-Diethyl-2-[4-(phenylmethyl)phenoxy]ethanamine
Additional Names: DPPE
Percent Composition: C 80.52%, H 8.89%, N 4.94%, O 5.65%
Literature References: Intracellular histamine antagonist with chemopotentiating and cytoprotective activity. Structurally similar to tamoxifen, q.v., although binds anti-estrogen binding site (AEBS) with no affinity for the estrogen receptor. Prepn: L. J. Brandes, M. W. Hermonat, Biochem. Biophys. Res. Commun. 123, 724 (1984); and use as antineoplastic: eidem, US 4803227 (1989 to Univ. Manitoba); and study of binding affinity: M. Poirot et al., Bioorg. Med. Chem. 8, 2007 (2000). Spectral analysis of interaction with P450 isozymes: L. J. Brandes et al., Cancer Chemother. Pharmacol. 45, 298 (2000). Clinical evaluation in combination with cyclophosphamide in prostate cancer: L. J. Brandes et al., J. Clin. Oncol. 13, 1398 (1995); in combination with doxorubicin in breast cancer: L. Reyno et al., J. Clin. Oncol. 22, 269 (2004).
CAS Name: 1-Deoxy-1-(methylamino)-D-glucitol [4-(carboxy-kO)-5,8,11-tris[(carboxy-kO)methyl]-1-phenyl-2-oxa-5,8,11-triazatridecan-13-oato(5-)-kN5,kN8,kN11,kO13]gadolinate(2-) (2:1)
Additional N...
Literature References: Intravascular paramagnetic MRI contrast agent. Prepn: E. Felder et al., EP 230893; eidem, US 4916246 (1987, 1990 both to Bracco); F. Ungerri et al., Inorg. Chem. 34, 633 (1995). HPLC determn in biological samples: T. Arbughi et al., J. Chromatogr. B 713, 415 (1998). Physicochemical properties: C. de Haen et al., J. Comput. Assist. Tomogr. 23, Suppl. 1, S161 (1999). Pharmacology: P. Tirone et al., ibid. S195. Pharmacokinetics: V. Lorusso et al., ibid. S181. Toxicology: A. Morisetti et al., ibid. S207. Clinical study in MRI of liver lesions: J. Petersein et al. Radiology 215, 727 (2000). Review of clinical studies: B. Hamm et al., J. Comput. Assist. Tomogr. 23, Suppl. 1, S53-S60 (1999).
CAS Name: 2-Iodo-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
Additional Names: NISac
Percent Composition: C 27.20%, H 1.30%, I 41.06%, N 4.53%, O 15.53%, S 10.37%
Literature References: Iodination reagent. Prepn: M. Papadopoulou, A. Varvoglis, J. Chem. Res. Synop. 1983, 66. Synthesis and use for iodination of aromatics and alkenes: D. Dolenc, Synlett 2000, 544. As an activator of thioglycosides: M. Aloui, A. J. Fairbanks, ibid. 2001, 797; eidem, Chem. Commun. 2001, 1406. Iodination of enol acetates and diones: D. Dolenc, Synth. Commun. 33, 2917 (2003); of isatins: S. P. L. de Souza et al., Heterocycl. Commun. 9, 31 (2003).
CAS Name: Quaternium 18-bentonite
Additional Names: bis(hydrogenated tallow alkyl)dimethylammonium complex with sodium bentonite
Trademarks: Bentone 34 (Rheox); Ivy Block (Enviroderm); Tixog...
Literature References: Ion exchange addition product of the montmorillonite clay, bentonite, q.v., and quaternium-18, a dimethyl, ditallow quaternary ammonium salt containing predominantly C18 alkyl chains. Acts as a barrier to block urushiol, q.v., from the skin. Prepn of aliphatic ammonium bentonites: E. A. Hauser, US 2531427 (1950); and organophilic properties: J. W. Jordan, J. Phys. Colloid Chem. 53, 294 (1949); idem et al., ibid. 54, 1196 (1950). Use as stationary phase in GSC and HPLC: D. W. Grant et al., J. Chromatogr. 99, 721 (1974). Description of properties, toxicology and use in cosmetics: J. Am. Coll. Toxicol. 1, 71-83 (1982). Clinical trial in poison ivy/oak dermatitis: J. G. Marks, Jr. et al., J. Am. Acad. Dermatol. 33, 212 (1995).
CAS Name: 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-[(2R,5R,6S)-5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-meth...
Literature References: Ionophorous (transport-inducing) antibiotic isolated from an unidentified Streptomyces from soil samples of Hyde Park, Mass.: Berger et al., J. Am. Chem. Soc. 73, 5295 (1951). Prepn and activity of title compd and derivs: A. Stempel, J. Westley, DE 2040998; eidem, US 3715372 (1971, 1973 to Hoffmann-La Roche); Westley et al., J. Med. Chem. 16, 397 (1973). Structure: eidem, Chem. Commun. 1970, 71. Crystal and molecular structure studies: Johnson et al., ibid. 72; J. Am. Chem. Soc. 92, 4428 (1970). Total synthesis: T. Nakata et al., ibid. 100, 2933 (1978); R. E. Ireland et al., ibid. 102, 1155 (1980). Complete assignment of 13C-NMR spectra of lasalocid A and its sodium salt: H. Seto et al., J. Antibiot. 31, 289 (1978). Effect in coccidiosis: G. M. J. Horton, P. H. G. Stockdale, Am. J. Vet. Res. 42, 433 (1981). Biosynthesis: Westley et al., Chem. Commun. 1970, 1467; C. R. Hutchinson et al., J. Am. Chem. Soc. 103, 5953, 5956 (1981). Mode of action studies: Lin, Kun, Biochem. Biophys. Res. Commun. 50, 820 (1973). Isoln and structure of four homologs, lasalocids B, C, D, E from Streptomyces lasaliensis: J. W. Westley et al., J. Antibiot. 27, 744 (1974).
CAS Name: [4S-(4a,4ab,7b,7ab)]-Hexahydro-4,7-dimethylcyclopenta[c]pyran-3(1H)-one
Additional Names: 2-(hydroxymethyl)-a,3-dimethylcyclopentaneacetic acid d-lactone; iridomyrmexin
Percent Com...
Literature References: Iridolactone isolated from the Argentine ant Iridomyrmex humilis Mayr., Dolichoderinae. Exhibits antibacterial and insect antifeedant activity. Isoln: Pavan, Ric. Sci. 19, 1011 (1949); Chim. Ind. (Milan) 37, 625 (1955); Fusco et al., ibid. 251, 958; Cavill et al., Aust. J. Chem. 9, 288 (1956); 10, 352 (1957). Synthesis: Korte et al., Tetrahedron 6, 201 (1959); Sisido et al., J. Org. Chem. 29, 3361 (1964); R. S. Matthews, J. K. Whitesell, ibid. 40, 3312 (1975); Y. Yamada et al., Chem. Lett. 1978, 1405; P. Callant et al., Tetrahedron 37, 2085 (1981). Stereochemistry: Korte et al., Ber. 94, 1952 (1961); McConnell et al., Tetrahedron Lett. 1962, 445; Büchi, Manning, Tetrahedron 18, 1049 (1962). Activity as bactericide and insecticide: M. Pavan, Z. Hyg. Infektionskrankh. 134, 136 (1952), C.A. 46, 9796f (1952).
Percent Composition: C 51.16%, H 6.50%, Fe 6.80%, N 10.23%, O 25.31%
Literature References: Iron-contg, growth-promoting complex. Isoln from Penicillium spp: Hesseltine et al., J. Am. Chem. Soc. 74, 1362 (1952). Pidacks et al., ibid. 75, 6064 (1953); Gaeumann, Vischer, US 3297526 (1967 to Ciba). Isoln from Aspergillaceae: Zaehner et al., Arch. Mikrobiol. 45, 119 (1963). Structure: Keller-Schierlein, Diekmann, Helv. Chim. Acta 53, 2035 (1970).
CAS Name: 7,8-Dimethylbenzo[g]pteridine-2,4-(1H,3H)-dione
Additional Names: 7,8-dimethylalloxazine; 6,7-dimethylalloxazine
Percent Composition: C 59.50%, H 4.16%, N 23.13%, O 13.21%
Literature References: Irradiation product of riboflavine. Isoln: Karrer et al., Helv. Chim. Acta 17, 1010 (1934). Prepn: Tishler, Wellman, US 2417143 (1947 to Merck Co.); Cresswell, Wood, J. Chem. Soc. 1960, 4768; Bardos et al., US 3057865 (1962 to Armour Pharm. Co.); Seng, Ley, Angew. Chem. 84, 1061 (1972).
CAS Name: 6-Methyleneandrosta-1,4-diene-3,17-dioneTrademarks: Aromasin (Pharmacia Upjohn)
Percent Composition: C 81.04%, H 8.16%, O 10.80%
Literature References: Irreversible aromatase inhibitor. Prepn: E. Di Salle et al., DE 3622841; F. Buzzetti et al., US 4808616 (1987, 1989 both to Farmitalia Carlo Erba). Pharmacology: D. Giudici et al., J. Steroid Biochem. 30, 391 (1988). HPLC determn in plasma: M. Breda et al., J. Chromatogr. 620, 225 (1993). Clinical pharmacology: T. R. J. Evans et al., Cancer Res. 52, 5933 (1992). Review of clinical experience in primary and secondary therapy for breast cancer: J. M. Dixon, Expert Rev. Anticancer Ther. 2, 267-275 (2002). Clinical trial in sequential therapy following tamoxifen in breast cancer: R. C. Coombes et al., N. Engl. J. Med. 350, 1081 (2004).
CAS Name: 5-Ethynyl-2,4(1H,3H)-pyrimidinedione
Additional Names: 5-ethynyluracil; 5-EUPercent Composition: C 52.95%, H 2.96%, N 20.58%, O 23.51%
Literature References: Irreversible inhibitor of dihydropyrimidine dehydrogenase, the rate-determining enzyme in catabolism of 5-fluorouracil, q.v. Prepn: J. Perman et al., Tetrahedron Lett. 1976, 2427; P. J. Barr et al., Nucleic Acids Res. 3, 2845 (1976). Large scale synthesis: N. G. Kundu, S. A. Schmitz, J. Heterocycl. Chem. 19, 463 (1982). Crystal structure determn: M. Sacchetti et al., J. Pharm. Sci. 90, 1049 (2001). Mechanism-based inactivation of dihydropyrimidine dehydrogenase: D. J. T. Porter et al., J. Biol. Chem. 267, 5236 (1992). Prolongs plasma concentration of 5-fluorouracil: D. P. Baccanari et al., Proc. Natl. Acad. Sci. USA 90, 11064 (1993). Clinical safety and efficacy: R. A. Humerickhouse et al., Clin. Cancer Res. 5, 291 (1999). Clinical study with 5-fluorouracil in advanced pancreatic cancer: M. L. Rothenberg et al., Ann. Oncol. 13, 1576 (2002); in metastatic/advanced colorectal cancer: R. L. Schilsky et al., J. Clin. Oncol. 20, 1519 (2002). Review of clinical development: J. A. Hohneker, Oncology 12, 52-56 (1998).
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