3077-12-1Relevant articles and documents
Synthesis, crystal structure and biological activity of novel diester cyclophanes
Zhang, Pengfei,Yang, Bingqin,Fang, Xianwen,Cheng, Zhao,Yang, Meipan
, p. 1771 - 1775 (2013/03/13)
A series of novel diester cyclophanes was synthesized by esterification of 1,2-benzenedicarbonyl chloride with eight different diols under high dilution conditions. The structures of the compounds were verified by elemental analysis, 1H nuclear magnetic resonance (NMR), IR spectroscopy and high resolution mass spectrometry (HRMS). The crystal structures of two compounds were characterized by single crystal X-ray diffractometry (XRD). All the new cyclophanes were evaluated for biological activities and the results showed that some of these compounds have low antibacterial or antifungal activities.
Mixtures of N,N-Bis-(2-hydroxyalkyl)-4-toluidin, their preparation and use
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Page/Page column 5-6, (2008/06/13)
Preparation of a mixture of two or more N,N-bis-(2-hydroxyalkyl)-4-toluidine compounds (I) comprises reaction of 4-toluidine (containing less than 0.2 wt.% of 3-toluidine) with at least 2 mol of alkylene oxide (per mol of 4-toluidine). Preparation of a mixture of two or more N,N-bis-(2-hydroxyalkyl)-4-toluidine compounds of formula (I) comprises reaction of 4-toluidine (containing less than 0.2 wt.% of 3-toluidine) with at least 2 mol of alkylene oxide of formula (II) (per mol of 4-toluidine). R 1>H or CH 3 (where the two residues of R 1> at direct adjoining carbon atoms does not simultaneously represent CH 3); and n, m : 0-11 (where the sum of n and m is at least 1). Independent claims are also included for: (1) (I) obtained by the method; and (2) a polymer product obtained by radical polymerization of polyester (preferably polyesters) in the presence of (I) as polymerization- or vulcanization accelerator. [Image].
Hypoxia-Selective Antitumor Agents. 3. Relationships between Structure and Cytotoxicity against Cultured Tumor Cells for Substituted N,N-Bis(2-chloroethyl)anilines
Palmer, Brian D.,Wilson, William R.,Pullen, Susan M.,Denny, William A.
, p. 112 - 121 (2007/10/02)
A series of aniline mustards with a wide range of electron-donating and -withdrawing substituents in the 3- and 4-positions has been synthesized and evaluated for cytotoxicity in cell culture to examine the potential of using nitro group deactivated nitrogen mustards for the design of novel hypoxia-selective anticancer drugs (Denny, W.A.; Wilson, W.R.J.Med Chem. 1986, 29, 879).Hydrolytic half-lives in tissue culture media, determined by bioassay against a cell line (UV4) defective in the repair of DNA interstrand cross-links showed the expected dependence on the Hammett electronic parameter, ?, varying from 0.13 h for the 4-amino analogue to >100 h for analogues with strongly electron-withdrawing substituents.Cytotoxic potencies in aerobic UV4 cultures showed a similar dependence on ?.This dependence predicted that the 4-nitroaniline mustard would be 7200-fold less potent than its potential six-electron reduction product, the 4-amino compound, in growth inhibition assays using a 1-h drug exposure.The measured differential was much lower (225-fold) because of the instability of the latter compound, but a differential of 17500-fold was observed in the initial rate of killing by using a clonogenic assay.The potential for formation of reactive mustards by reduction to the amine or hydroxylamine was demonstrated by the 4-nitroso compound, which had an aerobic toxicity similar to that of the amine.Although these features confirmed the original rationale, the 3-nitro- and 4-nitroaniline mustards had only minimal hypoxic selectivity against UV cells.Toxicity to hypoxic cells appears to be limited by the low reduction potentials of these compounds and consequent lack of enzymatic nitroreduction.However, this study has demonstrated that nitro groups can be used to latentiate aromatic nitrogen mustards and indicates that examples with higher reduction potentials could provide useful hypoxia-selective therapeutic agents.
