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  • 1
    Electronic Resource
    Electronic Resource
    The cyanocarbonyl group: synthesis and crystal structure of an imidazole carbonyl cyanide, C12N5OH17 (1998)
    Springer
    Journal of chemical crystallography 28 (1998), S. 561-564 
    Details
    ISSN: 1572-8854
    Keywords: Acylcyanide ; cyanocarbonyl ; imidazole ; carbonyl cyanide
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geosciences , Physics
    Notes: Abstract 1-t-Butyl-5-N-(dimethylaminomethylene)aminoimidazole-4-carbonyl cyanide (BUNDAMIC) is the first acyl cyanide to be synthesized from an imidazole-4-carboxylic acid, diethylphosphorocyanidate, and triethylamine and its structure determined by x-ray crystallography. It crystallizes with four molecules in the monoclinic space group C2/m with a = 17.824(2), b = 6.784(2), c = 11.039(2) Å, and β = 96.17(1)°; R = 0.036 over 1086 unique x-ray reflections. The cyanocarbonyl group is nearly linear, C-C≡ N angle 174.4(3)°, with dimensions C≡ N, 1.137(3); C-C 1.493(3); and C=O≡ N 1.224(3) Å. The imidazole ring, in the mirror plane, has a lengthened C4 = C5 bond of 1.421(3) A, and there is a short ring-closing approach, H⋯ O6 =2.07 Å, between the methyleneamino hydrogen and the carbonyl oxygen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1023200307429
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Formulation and Antitumor Activity Evaluation of Nanocrystalline Suspensions of Poorly Soluble Anticancer Drugs (1996)
    Springer
    Pharmaceutical research 13 (1996), S. 272-278 
    Details
    ISSN: 1573-904X
    Keywords: anticancer agents ; poorly water soluble agents ; nanoparticles ; etoposide ; camptothecin ; piposulfan and paclitaxel
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Purpose. Determine if wet milling technology could be used to formulate water insoluble antitumor agents as stabilized nanocrystalline drug suspensions that retain biological effectiveness following intravenous injection. Methods. The versatility of the approach is demonstrated by evaluation of four poorly water soluble chemotherapeutic agents that exhibit diverse chemistries and mechanisms of action. The compounds selected were: piposulfan (alkylating agent), etoposide (topoisomerase II inhibitor), camptothecin (topoisomerase I inhibitor) and paclitaxel (antimitotic agent). The agents were wet milled as a 2% w/v solids suspension containing 1 % w/v surfactant stabilizer using a low energy ball mill. The size , physical stability and efficacy of the nanocrystalline suspensions were evaluated. Results. The data show the feasibility of formulating poorly water soluble anticancer agents as physically stable aqueous nanocrystalline suspensions. The suspensions are physically stable and efficacious following intravenous injection. Conclusions. Wet milling technology is a feasible approach for formulating poorly water soluble chemotherapeutic agents that may offer a number of advantages over a more classical approach.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1016051316815
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    Paper (German National Licenses)
    Fulltext
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