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Ring-substituted 1,1,2,2-tetraalkylated 1,2-bis(hydroxyphenyl)ethanes. 4. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of symmetrically disubstituted 1,1,2,2-tetramethyl-1,2-bis(hydroxyphenyl)ethanes

Hartmann, Rolf W. and Schwarz, Walter and Heindl, Alexander and Schönenberger, Helmut (1985) Ring-substituted 1,1,2,2-tetraalkylated 1,2-bis(hydroxyphenyl)ethanes. 4. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of symmetrically disubstituted 1,1,2,2-tetramethyl-1,2-bis(hydroxyphenyl)ethanes. Journal of medicinal chemistry 28 (9), pp. 1295-1301.

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Abstract

The title compds. I (R = R1 = H, Cl, F, Me, MeO, OH) prepd. by coupling the corresponding substituted 2-(methoxyphenyl)-2-propanol using TiCl3/LiAlH4 and subsequent ether cleavage of the products, were evaluated for estrogenic, antiestrogenic, and mammary tumor-inhibiting activities. The relative binding affinity was detd. by displacement of [3H]estradiol after incubation with calf uterine ...

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Item Type:Article
Date:1985
Additional information (public):CAN 103:81258 1-3 Pharmacology 829-20-9; 2150-40-5; 24826-74-2; 41068-36-4; 54810-63-8; 73502-03-1; 74457-86-6; 96826-41-4; 96826-42-5 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with Me iodide); 74-88-4 Role: RCT (Reactant), RACT (Reactant or reagent) (Grignard reaction of, with methoxyacetophenones); 7428-99-1P; 55311-42-7P; 72667-90-4P; 91968-30-8P; 96826-25-4P; 96826-26-5P; 96826-27-6P; 96826-28-7P; 96826-29-8P; 96826-30-1P; 96826-31-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and autocoupling of); 96826-23-2P; 96826-24-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogen receptor binding affinity of); 74385-27-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogen receptor-binding affinity and estrogenic activity of); 96826-17-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogenic and antiestrogenic and mammary tumor-inhibiting activities of); 96826-21-0P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogenic receptor binding affinity binding of); 96826-19-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogenic receptor binding affinity of); 96826-18-5P; 96826-20-9P; 96844-92-7P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogenic-antiestrogenic activity of); 96826-22-1P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and estrogenic-antiestrogenic and mammary tumor-inhibiting activities of); 32445-98-0P; 74385-22-1P; 96826-32-3P; 96826-33-4P; 96826-34-5P; 96826-35-6P; 96826-36-7P; 96826-37-8P; 96826-38-9P; 96826-39-0P; 96826-40-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and ether cleavage of); 74385-30-1P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and relative binding affinity and estrogenic-antiestrogenic activity of)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger
Projects:SFB 234
Identification Number:
ValueType
1985:481258Other
Keywords:Receptors Role: BIOL (Biological study) (for estrogens, tetramethylbis(hydroxyphenyl)ethanes binding by) Estrogens Role: BSU (Biological study, unclassified), BIOL (Biological study) (inhibitors, tetramethylbis(hydroxyphenyl)ethanes, receptor binding in relation to) Neoplasm inhibitors (tetramethylbis(hydroxyphenyl)ethanes) Molecular structure-biological activity relationship (antiestrogenic, of tetramethylbis(hydroxyphenyl)ethanes) Mammary gland (neoplasm, inhibition of, by tetramethylbis(hydroxyphenyl)ethanes) Molecular structure-biological activity relationship (neoplasm-inhibiting, of tetramethylbis(hydroxyphenyl)ethanes) methylbishydroxyphenylethane prepn antiestrogen antitumor butestrol deriv prepn antiestrogen antitumor metabutestrol deriv prepn antiestrogen antitumor antiestrogen butestrol metabutestrol deriv mammary antitumor butestrol metabutestrol deriv structure activity methylbishydroxyphenylethane
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Petra Gürster
Deposited On:12 Nov 2010 08:43
Last Modified:12 Nov 2010 08:43
Item ID:17652
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