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  • 1
    ISSN: 0009-2940
    Keywords: Rhenium ; Technetium ; 8a-Amino-6-methyl-ergoline ; Chelates ; Structure elucidation ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Current research in radiopharmaceutical chemistry is aimed at the design of technetium-based receptor-binding radiotracers because of the excellent nuclide properties of the isotope 99mTc. Tc tracers and the corresponding complexes of rhenium, as the inactive surrogate of Tc, are required to imitate organic agonists or antagonists of the receptor. We have started studies with ergolines, which are known to be dopamine substitutes. The present report deals with the functionalization of 8α-amino-6-methyl-ergoline (2) with a 2-mercaptoacetyl group, and the subsequent synthesis of the first rhenium complex containing a pendent ergoline moiety [Re- O(SSS)(RS)] (HSSSH = HS-CH2CH2-S-CH2CH2-SH and RSH = 8a-amino-N-(2-mercaptoacetyl)-6-methyl-ergoline) (4). The molecular structure of the rhenium complex was determined by X-ray crystal structure analysis.
    Additional Material: 2 Ill.
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  • 2
    ISSN: 0009-2940
    Keywords: Rhenium ; Technetium ; Radiop[pharmaceuticals ; Mixed-ligand complexes ; sulfur ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Neutral oxorhenium(V) complexes with dithioether ligands of the general formula [ReOX3(RS[CH2]2SR)], × = Cl, Br, R = nBu, Et, Bzl were synthesized. Ammonium perrhenate reacts in concentrated hydrochloric acid with dithiaalkanes (RS[CH2]2SR, R =nBu, Et, Bz) dissolved in glacial acetic acid to give octahedral complexes of the type [ReOCl3(RS[CH2]2SR)] (1a-c). In concentrated hydrobromic acid, nBu-S(Ch2)2S-nBu leads to the corresponding tribromo complexes (2). The X-ray structure of shows a distorted octahedron with facial coordination of the bromide ligands. The sulfur atoms are cis coordinated to the terminal oxygen. Dissolution o f1a (R = nBu) in methanol leads to the substitution of the chloride trans to the oxo ligand by a meth oxy group. The resultant complex [ReOCl2(MeO) (nBu-S[CHL2]2S-nBu)] (3) is stable and can be isolated from methanolic solution, but changes to the μ-oxo-bridged dirhenium complex μ-oxobis[dichloro(5,6-dithiadidodecane)oxorhenium(V)] (4) when dissolved in other organic solvents. 1a reacts with an excess of benzenethiol by substitution of two chlorides to give the mixed-ligand complex bis(benzenethiolate)chloro(5,8-dithiadodecane)oxorhenium(V) (5a). The related 4-methylbenzenethiolato complex 5b was synthesized starting from the μ-oxo complex 4. X-ray crystal structure determination of 5b shows the equatorial arrangement of the sulfur atoms. The trans position to the oxygen atom is occupied by a chloride ion.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 789-793 
    ISSN: 1434-1948
    Keywords: Steroids ; Rhenium ; 7α-Substituted testosterone ; Androgen receptor ; Chelates ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In an effort to assist in the preparation of metal-containing ligands for the androgen receptor, we have synthesized the first oxorhenium(V) complexes containing a pendant testosterone moiety. The key step in the synthesis involves the copper-catalysed, α-selective 1,6-Michael addition of a 4-pentenylmagnesium bromide to 6-dehydrotestosterone 17β-acetate. The α-stereoselectivity is governed by the presence of the C-19 methyl group. The absolute configurations of the epimers were investigated by 1H-NMR studies. Further chemical transformations of the 7α-pentenyl spacer introduced the terminal thiol group, needed for complex formation. The complex formation was accomplished by the “3+1” mixed-ligand concept using two different rhenium precursors. The obtained complexes differ with respect to the central donor atom of the tridentate ligand part, namely, S and O.
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  • 4
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 312 (1970), S. 776-779 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enamine, die sich von Ketonen und Acetessigester ableiten, reagieren mit Schwefel und Cyanamid zu 2-Aminothiazolen.
    Additional Material: 1 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 105 (1922), S. 31-38 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1. Die Versuche, einen zu Cleves [Pt(NH3)2,(C6H5NH2) ]SO4 isomeren Komplex, ausgehend von einem tr-[Pt(NH3)2X2], darzustellen, schlugen fehl, führten jedoch zum tr-[Pt(C6H5NH2)2J2],dessen Konstitution durch Gegenüberstellen mit cis-[Pt(C6H5NH2)2J2] aus Synthese und chemischen Verhalten beider gegenüber Pyridin und Äthylendiamin festgelegt wurde. Außerdem wurde das [PtenJ2] dargestellt und [Pten2]J2 auf fünf verschiedenen Wegen erreicht.
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 314 (1972), S. 646-648 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 313 (1971), S. 804-810 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Intermediär aus Natriumphenylacetylid mit Schwefel sowie Selen hergestelltes Phenyläthinylmercaptid 1 a bzw. Phenyläthinylselenid 1 b reagiert mit Phenylisothiocyanat zu 2-Phenylimino-4-phenyl-1, 3-dithiol bzw.-5-phenyl-1,3-thiaselenol. Analog reagiert Phenylisoselenocyanat mit 1 a und 1 b zu den Selenheterocyclen 2-Phenylimino-4-phenyl-1,3-thiaselenol und -1, 3-diselenol. Dagegen liefern Phenylisocyanat und Allylisothiocyanat mit 1 a und 1 b substituierte 2-Methylendithiole bzw. -selenole.
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