4-Hydroxytamoxifen
- CAS No.
- 68047-06-3
- Chemical Name:
- 4-Hydroxytamoxifen
- Synonyms
- 4-OHT;hydroxytamoxifen;trans-4-Hydroxytamoxifen, (Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol;C05011;(Z)-4-OHT;ici79,280;(E)-4’4-Benzyloxy β4-Hydroxytamoxifen;TAMOXIFEN, 4-HYDROXY-
- CBNumber:
- CB0754622
- Molecular Formula:
- C26H29NO2
- Molecular Weight:
- 387.51
- MDL Number:
- MFCD00468090
- MOL File:
- 68047-06-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 105-107°C |
|---|---|
| Boiling point | 513.45°C (rough estimate) |
| Density | 1.1005 (rough estimate) |
| refractive index | 1.6000 (estimate) |
| storage temp. | 2-8°C |
| solubility | 95% ethanol: 20 mg/mL |
| form | powder |
| pka | 10.35±0.15(Predicted) |
| color | white |
| Stability | Stable. Store cool. Incompatible with strong oxidizing agents. |
| InChI | 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- |
| InChIKey | TXUZVZSFRXZGTL-OCEACIFDSA-N |
| SMILES | C1(O)=CC=C(/C(/C2=CC=C(OCCN(C)C)C=C2)=C(/C2=CC=CC=C2)\CC)C=C1 |
| CAS DataBase Reference | 68047-06-3 |
| NCI Dictionary of Cancer Terms | 4-hydroxytamoxifen |
| FDA UNII | 95K54647BZ |
| UNSPSC Code | 51111800 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS07,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H350-H360FD-H410 | |||||||||
| Precautionary statements | P201-P202-P264-P273-P301+P312-P308+P313 | |||||||||
| PPE | Eyeshields, Gloves, type P3 (EN 143) respirator cartridges | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 20/21/22-63 | |||||||||
| Safety Statements | 22-23-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | SL1210000 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
|||||||||
| Hazard Classifications | Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1 Carc. 1B Repr. 1B |
|||||||||
| NFPA 704 |
|
4-Hydroxytamoxifen price More Price(72)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | H7904 | (Z)-4-Hydroxytamoxifen ≥98% Z isomer | 68047-06-3 | 5mg | $212 | 2026-04-30 | Buy |
| Sigma-Aldrich | 5.08225 | InSolution Tamoxifen, 4-Hydroxy-, ( Z)- - CAS 68047-06-3 - Calbiochem | 68047-06-3 | 2mg | $106 | 2026-04-30 | Buy |
| Sigma-Aldrich | 579002 | Tamoxifen, 4-Hydroxy-, (Z)- | 68047-06-3 | 5mg | $223 | 2023-01-07 | Buy |
| TCI Chemical | H1693 | (Z)-4-Hydroxytamoxifen | 68047-06-3 | 10MG | $95 | 2026-04-30 | Buy |
| Cayman Chemical | 14854 | (Z)-4-hydroxy Tamoxifen ≥98% | 68047-06-3 | 1mg | $43 | 2026-04-30 | Buy |
4-Hydroxytamoxifen Chemical Properties, Uses, Production
Chemical Properties
Powder
Uses
A hydroxylated analogue of tamoxifen with anti-estrogenic properties. A metabolite of Tamoxifen.
Uses
A metabolite of Tamoxifen (T006000). A hydroxylated analogue of Tamoxifen with anti-estrogenic properties.
Uses
(Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen (T006000). (Z)-4-Hydroxy Tamoxifen is a hydroxylated analogue of Tamoxifen. (Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen with anti-estrogenic properties.
Uses
tamoxifen metabolite, anti-estrogen, see Tamoxifen 1,01038
Definition
ChEBI: Afimoxifene is a tertiary amino compound that is tamoxifen in which the phenyl group which is in a Z- relationship to the ethyl substituent is hydroxylated at the para- position. It is the active metabolite of tamoxifen. It has a role as an antineoplastic agent, an estrogen receptor antagonist and a metabolite. It is a tertiary amino compound and a member of phenols. It is functionally related to a tamoxifen.
General Description
A cell-permeable, active metabolite of Tamoxifen (Cat. No. 579000) that acts as a potent inhibitor of PKC. It is more potent than the parent compound and inhibits PKC by modifying its catalytic domain. Also available as a 10 mM solution in EtOH (Cat. No. 508225).
Biological Activity
estrogen receptors (er) are members of the superfamily of ligand-modulated nuclear receptors that mediate the actions of steroid hormones, vitamin d, retinoids, and thyroid hormones. er is activated in vivo when bound by naturally occurring estrogens such as 17α-estradiol. in addition to regulating these physiological processes, estrogen also plays a central role in stimulating breast cancer growth. (z)-tamoxifen is a first generation selective er modulators that is currently approved by the fda and is widely used to treat estrogen-dependent breast cancers. its active metabolite, (z)-4-hydroxytamoxifen, is a potent estrogen receptor modulator.
Biochem/physiol Actions
Cell permeable: yes
in vitro
(z)-4-hydroxytamoxifen binds to er with 8-fold higher affinity than tamoxifen. it was found that only the z isomer has the required antiestrogenic activity; the (e)-4-hydroxytamoxifen has only about 5% of its affinity for the er [1].
in vivo
the antioestrogenic activities of (z)-4-hydroxytamoxifen and tamoxifen were determined after oral administration. (z)-4-hydroxytamoxifen was administered to groups of immature rats which also received s.c. injections of 0-2 μg oestradiol. both compounds produced a dose-related decrease in uterine wet weight when compared with the oestradiol-treated controls. at a dose of 1 μg/day, the antiuterotrophic effects of (z)-4-hydroxytamoxifen and tamoxifen were not significantly different but at 5μg/day, (z)-4-hydroxytamoxifen was more active (p < 0.01). (z)-4-hydroxytamoxifen therefore appears to retain its potent antioestrogenic activity after oral administration [2].
storage
-20°C
References
[1] donna d. yu and barry m. forman. simple and efficient production of (z)-4-hydroxytamoxifen, a potent estrogen receptor modulator. j. org. chem. 2003, 68, 9489-9491
[2] jordan vc, collins mm, rowsby l, prestwich g. a monohydroxylated metabolite of tamoxifen with potent antioestrogenic activity. j endocrinol. 1977 nov;75(2):305-16.
4-Hydroxytamoxifen Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Beijing Jiuqi chemicals co.,LTD | 17622371216 | 799652097@qq.com | China | 35 | 58 |
| Hubei Jusheng Technology Co.,Ltd | 027-59599241 18871490274 | 1400878000@qq.com | China | 9506 | 58 |
| Chemleader Biomedical Co., Limited. | 021-58180488 | sales@MedChemLeader.com | China | 1004 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Sichuan Kulinan Technology Co., Ltd | 400-1166-196 18981987031 | cdhxsj@163.com | China | 11674 | 57 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 |
View Latest Price from 4-Hydroxytamoxifen manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-27 | 4-Hydroxytamoxifen
68047-06-3
|
$64.00-197.00 | 99.98% | 10g | TargetMol Chemicals Inc. | ||
 |
2021-07-02 | 4-HYDROXYTAMOXIFEN
68047-06-3
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2019-09-02 | 4-HYDROXYTAMOXIFEN
68047-06-3
|
$1.00 | 1KG | 98% | 1lg; 2kg; 5kg; 10kg; 100kg | Career Henan Chemical Co |
-
- 4-Hydroxytamoxifen
68047-06-3
- $64.00-197.00
- 99.98%
- TargetMol Chemicals Inc.
-
- 4-HYDROXYTAMOXIFEN
68047-06-3
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 4-HYDROXYTAMOXIFEN
68047-06-3
- $1.00
- 98%
- Career Henan Chemical Co
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