Schönenberger, Helmut and Kranzfelder, Gerhard and Schmitt-Wallenborn, Helga (1978) Bis(3-hydroxyphenyl)alkane compounds.
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Six title compds. I (R = C1-6 alkyl, R1 = H, Me), useful in treating mammary tumors, were prepd. from 3-MeOC6H4CHO and alkylmagnesium halides. Thus, Grignard reaction of MeI with 3-MeOC6H4CHO gave 85.4% 3-MeOC6H4CH(OH)Me which was treated with HCl to give 73.3% 3-MeOC6H4CHClMe. Grignard reaction of this with EtBr gave 17.9% (3-MeOC6H4CHMe)2, ether cleavage of which with MeMgI or pyridine-HCl gave 77.0 or 92.0% I (R =Me, R1 = OH), resp. Mammary tumor-inhibiting, uterotropic, and antiuterotropic activities of I were tabulated.
|Additional information (public):||CAN 89:197163 25-10 Noncondensed Aromatic Compounds Patent 19780629 591-31-1 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with Me iodide); 75-26-3; 106-94-5; 109-65-9; 110-53-2 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with methoxybenzaldehyde); 1742-00-3P; 58114-05-9P; 68266-31-9P; 68266-33-1P; 68266-35-3P; 68266-38-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and Grignard reaction of, with Et bromide); 1678-03-1P; 23308-82-9P; 60441-55-6P; 61751-33-5P; 68266-30-8P; 68266-37-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and chlorination of); 68266-29-5P; 68266-30-8P; 68266-32-0P; 68266-34-2P; 68266-36-4P; 68266-39-7P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and ether cleavage of); 68266-26-2P; 68266-27-3P; 68266-28-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 68266-23-9; 68266-24-0; 68266-25-1 Role: RCT (Reactant), RACT (Reactant or reagent) (tumor inhibiting, uterotropic, and antiuterotropic activity of)|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Mammary gland (carcinoma, inhibition by bis(hydroxyphenyl)alkanes) Neoplasm inhibitors (mammary, bis(hydroxyphenyl)alkanes) mammary tumor inhibitor hydroxyphenylalkane prepn uterotropic hydroxyphenylalkane antiuterotropic hydroxyphenylalkane Grignard benzaldehyde chloromethoxyphenylalkane Grignard|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||15 Nov 2010 16:03|
|Last Modified:||15 Nov 2010 16:03|
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