
CAS Name: (3b,5a,22E)-Stigmasta-7,22-dien-3-ol
Additional Names: a-spinasterin; bessisterol; hitodesterol
Percent Composition: C 84.40%, H 11.72%, O 3.88%
Literature References: Stereoisomeric with chondrillasterol, q.v. Extracted from spinach leaves: Hart, Heyl, J. Biol. Chem. 95, 311 (1932); from Citrullus colocynthis Schrad., Cucurbitaceae: Hamilton, Kermack, J. Chem. Soc. 1952, 5051. Structure: Fieser et al., J. Am. Chem. Soc. 71, 2226 (1949). Prepn: Kircher, Rosenstein, J. Org. Chem. 38, 2259 (1973); M. Anastasia et al., J. Chem. Soc. Perkin Trans. 1 1981, 2561.
CAS Name: exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol
Additional Names: 1aH,5aH-tropan-3b-ol; 3b-tropanol; y-tropine; 3-pseudotropanol
Percent Composition: C 68.04%, H 10.71%, N 9.92%, O 11.3...
Literature References: Stereoisomeric with tropine. Prepn, structure, separation from tropine, and stereochemical configuration: See Tropine. Stereochemical synthesis: J. J. Tufariello et al., J. Am. Chem. Soc. 101, 2435 (1979).
CAS Name: [(1,2,5,6-h)-1,5-Cyclooctadiene](pyridine)(tricyclohexylphosphine)iridium(1+) hexafluorophosphate(1-)
Additional Names: Felkin-Crabtree catalyst
Percent Composition: C 46.26%, H 6....
Literature References: Stereoselective organoiridium based catalyst used primarily for hydrogenation of the general formula [Ir(cod)L(py)]metal complex where cod is 1,5-cyclooctadiene, L is tertiary phosphine, py is pyridine. Prepn: R. H. Crabtree, G. E. Morris, J. Organomet. Chem. 135, 395 (1977); R. H. Crabtree et al., ibid. 141, 205 (1977); R. H. Crabtree, S. M. Morehouse, Inorg. Synth. 24, 173 (1986). Hydrogenation study: J. W. Suggs et al., Tetrahedron Lett. 22, 303 (1981); directing effects: J. M. Brown, S. A. Hall, Tetrahedron 41, 4639 (1985); R. H. Crabtree, M. W. Davis, J. Org. Chem. 51, 2655 (1986). Structure: M. S. Abbassioun et al., Acta Crystallogr. C45, 331 (1989). Synthetic applications: M. Weck et al., J. Org. Chem. 64, 5463 (1999); J. M. Bueno et al., Tetrahedron Lett. 41, 4379 (2000).
CAS Name: Glucitol iron complex, compd with citric acid
Additional Names: iron sorbitol; iron sorbitol citrate
Trademarks: Jectofer (AstraZeneca)
Literature References: Sterile soln (pH 7.2-7.9) of a complex of iron, sorbitol, and citric acid, stabilized with dextrin in a dil soln of sorbitol. Contains 50 ±2 mg/ml of elemental iron. Average mol wt <5000. Prepn: Lindvall, Andersson, Br. J. Pharmacol. Chemother. 17, 358 (1961).
CAS Name: (3b,5b,25S)-Spirostan-3-ol
Additional Names: parigenin
Percent Composition: C 77.83%, H 10.64%, O 11.52%
Literature References: Steroid sapogenin from Smilax ornata Hooker, fil., Liliaceae (Sarsaparilla): Power, Salway, J. Chem. Soc. 105, 201 (1914); Jacobs, Simpson, J. Biol. Chem. 105, 501 (1934); 109, 573 (1935). Partial structure: Hirschmann et al., J. Org. Chem. 20, 572 (1955). Stereochemistry: Taylor, Chem. Ind. (London) 1954, 1066; Wall, Serota, J. Am. Chem. Soc. 76, 2850 (1954); Callow, Massey-Beresford, J. Chem. Soc. 1957, 4482; Rosen et al., J. Am. Chem. Soc. 81, 1687 (1959). Reviews: Turner, The Steroidal Sapogenins Pub. no. 361, (Univ. Microfilms, Ann Arbor, Mich., 1941) 249 pp; Shabica, Sarsasapogenin and Related Compounds, Univ. Microfilms (Ann Arbor, Mich.), Pub. no. 549, 89 pp (1943); L. F. Fieser, M. Fieser, Steroids (Reinhold, New York, 1959) p 810. See also Smilagenin.
CAS Name: (3b,23b)-17,23-Epoxy-3-hydroxyveratraman-11-one
Percent Composition: C 76.20%, H 9.24%, N 3.29%, O 11.28%
Literature References: Steroidal alkaloid found in Veratrum grandiflorum (Maxim.) Loes F., V. album L., V. viride Sol., Liliaceae: Saito, Bull. Chem. Soc. Jpn. 9, 15 (1934), C.A. 28, 2463 (1934); Poethke, Arch. Pharm. 275, 357, 571 (1937); 276, 170 (1938); 282, 56 (1944); Seiferle et al., J. Econ. Entomol. 35, 35 (1942); Jacobs, Craig, J. Biol. Chem. 160, 555 (1945). Structure: Fried et al., J. Am. Chem. Soc. 73, 2970 (1951). Reviews: Wintersteiner in Graff, Essays in Biochemistry (Wiley, New York, 1956) pp 308-321; idem, Festschrift Arthur Stoll (Basel, 1957) pp 166-176; L. F. Fieser, M. Fieser, Steroids (Reinhold, New York, 1959) pp 870-877. Stereochemistry: Sicher, Tichy, Tetrahedron Lett. no. 12, 6 (1959); Augustine, Chem. Ind. (London) 196l, 1448; Mitsuhashi, Shimizu, Tetrahedron 19, 1027 (1963); Bailey et al., Tetrahedron Lett. 1963, 555; Masamune et al., ibid. 1965, 489. Revised stereochemistry: Scott et al., ibid. 1967, 2381; Kupchan, Suffness, J. Am. Chem. Soc. 90, 2730 (1968); Sprague et al., Tetrahedron 27, 4857 (1971). Total synthesis: Kutney et al., Can. J. Chem. 53, 1796 (1975). Comparative toxicity: O. Krayer et al., J. Pharmacol. Exp. Ther. 82, 167 (1944); K. Tanaka, ibid. 113, 89 (1955).
CAS Name: (3a,5a)-3-Aminopregnan-20-one
Additional Names: 3a-amino-20-oxo-5a-pregnane
Percent Composition: C 79.44%, H 11.11%, N 4.41%, O 5.04%
Literature References: Steroidal alkaloid isolated from Funtumia latifolia Stapf., Apocynaceae: Janot et al., C.R. Hebd. Seances Acad. Sci. 246, 3076 (1958); from leaves of Holorrhena febrifuga Stapf., Apocynaceae: H. Dodoun et al., Phytochemistry 12, 923 (1973). Structure: Janot et al., Bull. Soc. Chim. Fr. 1960, 1640, 1669. Prepn: H. Kapnang et al., Tetrahedron Lett. 1977, 3469. Review: R. Goutarel, Bull. Soc. Chim. Fr. 1960, 769. Effect on liver carcinogenesis in rats: A. Lacassagne et al., C.R. Seances Acad. Sci. Ser. D 274, 2830 (1972).
CAS Name: (3b,22a,25R)-Spirosol-5-en-3-ol
Additional Names: solasod-5-en-3b-ol; D5-20bF,22aF,25aF,27-azaspirosten-3b-ol; solancarpidine; solanidine-S; purapuridine
Percent Composition: C 78....
Literature References: Steroidal alkaloid isolated from various Solanum species. By hydrolysis of solasonine: Rochelmeyer, Arch. Pharm. 277, 329 (1939). See also ref under Solasonine and Solanidine. Structure: Briggs et al., J. Chem. Soc. 1950, 3013. Synthesis: Uhle, J. Org. Chem. 27, 656 (1962); Schreiber, Rönsch, Tetrahedron 20, 1939 (1964); Kessar et al., ibid. 27, 2869 (1971). Comprehensive description: G. Indrayanto et al., Anal. Profiles Drug Subs. Excip. 24, 487-522 (1996).
CAS Name: (3b,16b,17a,22a)-17-Methyl-18-nor-16,28-secosolanida-5,12-diene-3,16-diol
Additional Names: 17-methyl-20a-((2S,5S)-5-methyl-2-piperidyl)-18-nor-17a-pregna-5,12-diene-3b,16b-diol; (22S...
Literature References: Steroidal alkaloid isolated from Veratrum album sp. lobelianium (Bernh.) Suessenguth, Liliaceae: Tomko et al., Pharm. Zentralhalle 99, 373 (1960), C.A. 55, 2013e. Structure studies: Tomko et al., Collect. Czech. Chem. Commun. 27, 1404 (1962). Complete structure: Tomko et al., Tetrahedron Lett. 1967, 3907; eidem, Tetrahedron 24, 4865 (1968); Hoehne et al., ibid. 4875.
CAS Name: (17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one
Additional Names: 13b-ethyl-17a-ethynyl-17b-hydroxy-4,9,11-gonatrien-3-one; 13b-ethyl-17a-ethynyl-D4,9,11-gonatrie...
Literature References: Steroidal antiestrogen, antiprogestogen, analog of norgestrienone, q.v. Prepn: G. Nomine et al., US 3257278; NL 6607609 C.A. 67, 44029d (1967); D. Bertin, A. Pierdet, US 3478067 (1966, 1966, 1969 all to Roussel-UCLAF). Radioimmunoassay in human plasma: J. Frick et al., Urol. Res. 5, 55 (1977). HPLC-MS-MS determn in plasma: Q. Wang et al., J. Chromatogr. B 746, 151 (2000). Clinical evaluation of contraceptive efficacy: G. Azadian-Boulanger et al., Am. J. Obstet. Gynecol. 125, 1049 (1976); of use in fibrocystic breast disease: E. M. Coutinho, G. Azadian-Boulanger, Int. J. Gynaecol. Obstet. 22, 363 (1984); in endometriosis: E. J. Thomas, I. D. Cooke, Br. Med. J. 294, 272 (1987); E. M. Coutinho, G. Azadian-Boulanger, Fertil. Steril. 49, 418 (1988).
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