Merck

H7904

Sigma-Aldrich

(Z)-4-羟三苯氧胺

≥98% Z isomer

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别名:
4-羟基他莫昔芬, (Z)-4-(1-[4-(二甲氨基乙氧基)苯基]-2-苯基-1-丁烯基)苯酚, (Z)-4-OHT, 反式-4-羟三苯氧胺
经验公式(希尔记法):
C26H29NO2
CAS号:
分子量:
387.51
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98% (HPLC)

形式

powder

储存条件

desiccated
protect from light

溶解性

methanol: 10 mg/mL
ethanol: 20 mg/mL (with heating)

抗生素抗菌谱

neoplastics

作用机制

enzyme | inhibits

创始人

AstraZeneca

储存温度

2-8°C

SMILES字符串

CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3

InChI

1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-

InChI key

TXUZVZSFRXZGTL-QPLCGJKRSA-N

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此商品
H6278E8284579002
(Z)-4-羟三苯氧胺 ≥98% Z isomer

H7904

(Z)-4-羟三苯氧胺

4-羟基他莫西芬 ≥70% Z isomer (remainder primarily E-isomer)

H6278

4-羟基他莫西芬

(E/Z)-盐酸内多昔芬水合物 ≥98% (HPLC)

E8284

(E/Z)-盐酸内多昔芬水合物

(Z)-4-羟基-三苯氧胺,大包装 A cell-permeable, active metabolite of Tamoxifen that acts as a potent inhibitor of PKC. It is more potent than the parent compound and inhibits PKC by modifying its catalytic domain.

579002

(Z)-4-羟基-三苯氧胺,大包装

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥99% (HPLC)

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated, protect from light

storage condition

desiccated, protect from light

storage condition

desiccated

storage condition

OK to freeze

solubility

ethanol: 20 mg/mL (with heating), methanol: 10 mg/mL

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)

solubility

DMSO: >10 mg/mL

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (heating may be required)

一般描述

4-Hydroxytamoxifen (4-OHT) is a metabolite of the antiestrogen tamoxifen in humans and other mammals. Both the Z (trans) and E (cis) 4-OHT isomers exhibit antiestrogenic properties in immature rats. Studies on the structure-function relationships of fixed ring systems have revealed that the trans isomer is a potent antiestrogen, while the cis isomer is relatively weaker (about 100 times less potent) as an antiestrogen in T47D breast cancer cells in vitro. 4-OHT binds to estrogen receptors (ER) and estrogen-related receptors (ERR), exerting both estrogenic and anti-estrogenic effects. This compound is a cell-permeable, selective estrogen receptor modulator (SERM). Compared to tamoxifen and its other metabolites, 4-OHT demonstrates a higher affinity for binding to estrogen receptors, resulting in 50 to 100-fold greater potency in inhibiting cell proliferation in normal human breast cells and breast cancer cell lines in culture. Moreover, 4-OHT has been found effective in inhibiting the growth of these cells in the absence of estrogen when cell proliferation was induced by insulin or epidermal growth factor.

应用

(Z)-4-羟基他莫昔芬已用于:
  • 作为培养基增补剂通过WST-1检测研究细胞活力
  • 诱导大鼠中转化生长因子-β (TGF-β基因的删除
  • 体外诱导 Cre重组酶活性

特点和优势

该化合物是受体分类及信号转导手册上核受体(类固醇)页面上的特色化合物。想要浏览手册的其他页面, 请单击此处
该化合物由AstraZeneca开发。如需浏览其他药物开发的化合物和批准的药物/候选药物清单,请单击此处

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Repr. 1B

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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泰莫西芬 certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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06734

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T9262

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泰莫西芬 analytical standard

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85256

泰莫西芬

氟维司群 >98% (HPLC)

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I4409

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C8267

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他莫昔芬 柠檬酸盐 European Pharmacopoeia (EP) Reference Standard

T0014000

他莫昔芬 柠檬酸盐

Formulation of anti-miR-21 and 4-hydroxytamoxifen co-loaded biodegradable polymer nanoparticles and their antiproliferative effect on breast cancer cells
Devulapally R, et al.
J. Mol. Pharmacol., 12, 2080-2092 (2015)
Tamoxifen and hydroxytamoxifen as intramembraneous inhibitors of lipid peroxidation. Evidence for peroxyl radical scavenging activity
Cust'odio JBA, et al.
Biochemical Pharmacology, 47, 1989-1998 (1994)
Keratinocyte-derived TGF? is not required to maintain skin immune homeostasis
Yang Y, et al.
Journal of Dermatological Science, 94(2), 290-297 (2019)
Microglia-Specific Expression of Olfml3 Is Directly Regulated by Transforming Growth Factor ?1-Induced Smad2 Signaling
Neidert N, et al.
Frontiers in Immunology, 9, 1728-1728 (2018)
Pei-Shan Hou et al.
Nature communications, 10(1), 3581-3581 (2019-08-10)
The bimodal requisite for a genetic program and external stimuli is a key feature of sensory circuit formation. However, the contribution of cell-intrinsic codes to directing sensory-specific circuits remains unknown. Here, we identify the earliest molecular program that preselects projection

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