141777-00-6

Basic information

• Product Name: (Z)-4-HTA
• Synonyms: (Z)-4-HTA
• CAS NO: 141777-00-6
• Molecular Formula: C24H22O4
• Molecular Weight: 374.42908
• Mol File: 141777-00-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-4-HTA(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-HTA(141777-00-6)
• EPA Substance Registry System: (Z)-4-HTA(141777-00-6)

Safety Data

• Hazardous Substances Data: 141777-00-6(Hazardous Substances Data)

Usage

General Description

(Z)-4-HTA, or (Z)-4-hydroxytamoxifen, is a chemical compound belonging to the class of selective estrogen receptor modulators (SERMs). It is derived from tamoxifen and is a potent antagonist of the estrogen receptor. (Z)-4-HTA has been studied for its potential therapeutic applications in the treatment of estrogen receptor-positive breast cancer. (Z)-4-HTA exhibits high affinity for the estrogen receptor and has been shown to inhibit the proliferation of cancer cells by blocking the action of estrogen. Additionally, (Z)-4-HTA has been investigated for its potential use in hormone replacement therapy and as a chemopreventive agent for breast cancer. Overall, (Z)-4-HTA shows promise as a valuable tool in the management of estrogen-related conditions and diseases.

Upstream product

• 79578-62-4 (4-(2-bromoethoxy)phenyl)(4-hydroxyphenyl)methanone 
• 440646-10-6 (Z)-1-[4-(benzyloxy)phenyl]-1-[4-(perfluorotolyloxy)phenyl]-2-phenylbut-1-ene 
• 1028310-31-7 4-benzyloxy-4'-[(p-perfluorotolyl)oxy]benzophenone 
• 185223-78-3 (E,Z)-1-[4-(benzyloxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbut-1-ene 
• 94972-95-9 4-hydroxy-4'-benzyloxybenzophenone 
• 611-99-4 4,4'-Dihydroxybenzophenone 
• 440646-12-8 (Z)-2-[4-[1-(4-(benzyloxy)phenyl)-2-phenyl-1-butenyl]phenoxy]acetic acid benzyl ester 
• 91221-46-4 1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene 
• 374898-49-4 (4-Benzyloxy-phenyl)-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-methanol 
• 176671-74-2 p-(Tetrahydropyran-2-yl)oxy-p'-benzyloxybenzophenone 
• 147323-02-2 E/Z-1-[4-(2-bromoethoxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbutene 
• 185223-77-2 [4-(2-Bromo-ethoxy)-phenyl]-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-methanone 
• 93-55-0 1-phenyl-propan-1-one 
• 52191-15-8 4-(2-bromoethyloxy)benzaldehyde 

Relevant articles and documents

Design and synthesis of norendoxifen analogues with dual aromatase inhibitory and estrogen receptor modulatory activities

Both selective estrogen receptor modulators and aromatase inhibitors are widely used for the treatment of breast cancer. Compounds with both aromatase inhibitory and estrogen receptor modulatory activities could have special advantages for treatment of br

Estrogenic triarylethylene acetic acids: Effect of structural variation on estrogen receptor affinity and estrogenic potency and efficacy in MCF-7 cells

Triarylethylenecarboxylic acids exemplified by (E,Z)-2-{4-[1-(p- hydroxyphenyl)-2-phenyl]-1-butenyl}phenoxyacetic acid (8) are a new class of estrogen receptor (ER) ligands capable of tissue selective estrogen agonist and antagonist effects. We report the syntheses of 8 and of analogues incorporating structural features known or anticipated to facilitate ER affinity in triarylethylenes. These studies revealed that the p- hydroxyphenyl moiety, ethylenic bond, and ether oxygen of 8 were all critical for high ER affinity. Although a 1,1-bisphenolic analogue bearing the p- (oxyacetic acid) moiety on its 2-phenyl ring, 12, had low ER affinity, it exhibited estrogenic potency approaching that of 8 in MCF-7 cells. Unlike 8 which was a partial agonist with weak antagonist potency, 12 was a full agonist. A similar profile of potency/efficacy in MCF-7 cells was seen in 9, an ethylenic bond saturated analogue of 8. Growth-promoting effects of 8, 9, and 12 were fully antagonized by the antiestrogen tamoxifen, suggesting that such effects were mediated solely via ER. Thus, our studies in MCF-7 cells have confirmed the estrogenicity of 8 and have enabled identification of two analogues with favorable estrogenic potency and full estrogen efficacy. On this basis, these three (triarylethylene)acetic acids have been selected for more intensive animal studies of their extrareproductive tract estrogenic effects.