ChemicalBook > CAS DataBase List > 4-HYDROXYTAMOXIFEN

4-HYDROXYTAMOXIFEN

Product Name: 4-HYDROXYTAMOXIFEN
CAS No.: 68047-06-3
Chemical Name: 4-HYDROXYTAMOXIFEN
Synonyms: hydroxytamoxifen;4-OHT;C05011;(Z)-4-OHT;ici79,280;(E)-4’4-Benzyloxy β4-HYDROXYTAMOXIFEN;TAMOXIFEN, 4-HYDROXY-;cis-4-Hydroxytamoxifen
CBNumber: CB0754622
Molecular Formula: C26H29NO2
Formula Weight: 387.51
MOL File: 68047-06-3.mol

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4-HYDROXYTAMOXIFEN Property

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

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-63
Safety Statements: 22-23-36
WGK Germany: 3
RTECS: SL1210000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H350May cause cancer

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H7904
Product name: (Z)-4-Hydroxytamoxifen
Purity: ≥98% Z isomer
Packaging: 5mg
Price: $197
Updated: 2025/07/31

Sigma-Aldrich

Product number: 5.08225
Product name: InSolution Tamoxifen, 4-Hydroxy-, ( Z)- - CAS 68047-06-3 - Calbiochem
Packaging: 2mg
Price: $99.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 579002
Product name: Tamoxifen, 4-Hydroxy-, (Z)-
Packaging: 5mg
Price: $223
Updated: 2023/01/07

TCI Chemical

Product number: H1693
Product name: (Z)-4-Hydroxytamoxifen
Packaging: 10MG
Price: $119
Updated: 2025/07/31

Cayman Chemical

Product number: 14854
Product name: (Z)-4-hydroxy Tamoxifen
Purity: ≥98%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

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4-HYDROXYTAMOXIFEN Chemical Properties,Usage,Production

Chemical Properties

Powder

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

Uses

A hydroxylated analogue of tamoxifen with anti-estrogenic properties. A metabolite of Tamoxifen.

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

Raw materials

Preparation Products

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4-HYDROXYTAMOXIFEN Suppliers

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View Lastest Price from 4-HYDROXYTAMOXIFEN manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 4-HYDROXYTAMOXIFEN 68047-06-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: 4-HYDROXYTAMOXIFEN 68047-06-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1lg; 2kg; 5kg; 10kg; 100kg
Release date: 2019-08-31

68047-06-3, 4-HYDROXYTAMOXIFENRelated Search:

3-hydroxytamoxife Tamoxifen alpha-[4-[2-(dimethylamino)ethoxy]phenyl]-beta-ethyl-alpha-phenylphenethyl alcohol 2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethyl-ethanamine N-Desmethyl Tamoxifen Methanethiosulfonate (E)-4-Acetoxy Tamoxifen TAMOXIFEN-N-OXIDE desdimethyltamoxifen (E)-4-Alloxycarboxyl Tamoxifen Tamoxifen EP Impurity D 4Hydroxy Tamoxifen N-Desmethyl-4-hydroxy Tamoxifen β-D-Glucuronide (E/Z Mixture) 1-(4-(2-Dimethylamino)-2-ethoxyphenyl butanone TaMoxifen DiMer 4-Benzyloxy β-Hydroxy TaMoxifen Tamoxifen Impurity 3 N-Desmethyl-4-hydroxy Tamoxifen (approx. 1:1 E/Z Mixture) Avacopan

trans-4-Hydroxytamoxifen, (Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol

(Z)-3,4-Diphenyl-4-[4-[2-(dimethylamino)ethoxy]phenyl]-3-buten-1-ol

2-[4-[(E)-1-(4-Hydroxyphenyl)-2-phenyl-1-butenyl]phenoxy]-N,N-dimethylethanamine

4-[(E)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol

cis-4-Hydroxytamoxifen

N,N-Dimethyl-2-[4-[(E)-1-(4-hydroxyphenyl)-2-phenyl-1-butenyl]phenoxy]ethanamine

trans-4-Hydroxytamoxifen

TAMOXIFEN 4-HYDROXY, (E) AND (Z) ISOMERS (50:50)

(E)-4&rsquo

4-[(1Z)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol

Tamoxifen, 4-Hydroxy-, (Z)- - CAS 68047-06-3 - Calbiochem

4-Benzyloxy &beta

(Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol

C05011

4-OHT

See H9711, H9712, or H9716

4-(1-(4-(dimethylaminoethoxy)phenyl)-2-phenyl-1-butenyl)phenol

(Z)-4-OHT

4-HYDROXYTAMOXIFEN

TAMOXIFEN, 4-HYDROXY-

hydroxytamoxifen

ici79,280

trans-4-(1-(4-(2-(dimethylamino)ethoxy)phenyl)-2-phenyl-1-butenyl)phenol

Phenol, 4-[(1Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-

Tamoxifen Citrate Impurity 9（4-Hydroxy Tamoxifen）

4-HYDROXYTAMOXIFEN USP/EP/BP

inhibit,Estrogen Receptor/ERR,4-Hydroxytamoxifen,estrogen receptor,oral,CRISPR/Cas9,4Hydroxytamoxifen,Inhibitor,(Z)-Afimoxifene,nucleus translocation,4 Hydroxytamoxifen

Tamoxifen Citrate Impurity 12

(Z)-4-Hydroxytamoxifen, estrogen receptor modulator

4-Hydroxytamoxifen, 10 mM in DMSO

(Z)-4-Hydroxytamoxifen (trans-4-Hydroxytamoxifen)

68047-06-3

C26H29NO2

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