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N-(4-Hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxybenzamide: synthesis and pharmacological evaluation of a new antiestrogen

Hartmann, Rolf W. and Vom Orde, Hans Dieter and Heindl, Alexander and Schönenberger, Helmut (1988) N-(4-Hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxybenzamide: synthesis and pharmacological evaluation of a new antiestrogen. Archiv der Pharmazie 321 (8), pp. 497-501.

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Abstract

4-HOC6H4N(CHMeCF3)COC6H4OH-4 (I) was prepd. by reaction of 4-MeOC6H4N:PPh3 with MeCOCF3, followed by redn., acylation with 4-MeOC6H4COCl, and demethylation. I had a relative binding affinity for the estradiol receptor of 2.4, cf. estradiol 100. It had no atitumor activity agonist hormone-dependent mammary tumors.

Item Type:

Article

Additional information (public):

CAN 109:230466 25-19 Benzene, Its Derivatives, and Condensed Benzenoid Compounds 100-07-2 (4-Methoxybenzoyl chloride) Role: RCT (Reactant), RACT (Reactant or reagent) (amidation of, by trifluoropropylmethoxyaniline); 117730-48-0P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and antiestrogenic activity of); 117730-47-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and demethylation of); 117730-46-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction of, with methoxybenzoyl chloride); 117730-45-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and redn. of); 421-50-1 (1,1,1-Trifluoroacetone) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with methoxyphenyliminophosphorane); 14796-89-5 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with trifluoroacetone)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger

Projects:

SFB 234

Identification Number:

Value	Type
1988:630466	Other

Keywords:

Estrogens Role: USES (Uses) (inhibitors, dihydroxy(trifluoropropyl)benzanilide) hydroxybenzanilide trifluoropropyl trifluoropropylbenzanilide prepn antiestrogen

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 09:21