Schönenberger, Helmut and Hartmann, Rolf and Schneider, Martin and Schwarz, Walter and Engel, Juergen (1986) Preparation of 1,1,2,2-tetramethyl-1,2-bis(2-fluoro-4-hydroxyphenyl)ethane derivatives and antitumor pharmaceuticals containing them.
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The title compds. [I; R1, R2 = H, (di)(alkyl)aminocarbonyl, PO(OH)2, (halo)alkanoyl, alkenoyl] are prepd. as antiestrogens, and are useful for the treatment of estrogen receptor-pos. tumors (no data). Thus, 2-(2-fluoro-4-methoxyphenyl)-2-propanol (II; prepn. given) was stirred with TiCl3 in dry dimethoxyethane, followed by the addn. of LiAlH4 and more II, to give I (R1 = R2 = OMe), which was treated sequentially with BBr3 in CH2Cl2 at -60 Deg and NaOH-MeOH, to give I (R1 = R2 = OH)(III). A mixt. of 10 g III, 106.7 g CaHPO4, 2.3 g gelatin, 1 g Polysorbate, and 20.7 g water was granulated. The granules were mixed with 20 g corn starch and encapsulated.
|Additional information (public):||CAN 107:121081 63-6 Pharmaceuticals Patent 19861211 74457-86-6 (2-Fluoro-4-methoxyacetophenone) Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with Me iodide); 4124-30-5 (Dichloroacetic anhydride) Role: RCT (Reactant), RACT (Reactant or reagent) (esterification by, of bis(fluorohydroxyphenyl)tetramethylethane); 96826-32-3P Role: RCT (Reactant), PREP (Preparation), RACT (Reactant or reagent) (prepn. and de-O-methylation of); 96826-25-4P (2-(2-Fluoro-4-methoxyphenyl)-2-propanol) Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reductive coupling of); 96826-17-4P; 110300-86-2P; 110300-87-3P; 110300-88-4P; 110300-89-5P Role: THU (Therapeutic use), BIOL (Biological study), PREP (Preparation), USES (Uses) (prepn. of, as neoplasm inhibitor); 506-68-3 (Bromocyan) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with bis(fluorohydroxyphenyl)tetramethylethane) A1 DE 85-3520622 19850608|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Neoplasm inhibitors (tetramethylbis(fluorohydroxyphenyl)ethane derivs., for estrogen receptor-pos. tumors) Prostate gland (disease, benign hyperplasia, treatment of, tetramethylbis(fluorohydroxyphenyl)ethane for) Mammary gland Prostate gland (neoplasm, treatment of, tetramethylbis(fluorohydroxyphenyl)ethane for) fluorohydroxyphenylethane prepn neoplasm inhibitor antiestrogen fluorohydroxyphenylethane estrogen inhibitor fluorohydroxyphenylethane|
|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 14:58|
|Last Modified:||15 Nov 2010 14:58|