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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.
InChIKey
TXUZVZSFRXZGTL-OCEACIFDSA-N
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
$183
Updated
2024/03/01
Sigma-Aldrich
Product number
5.08225
Product name
InSolution Tamoxifen, 4-Hydroxy-, ( Z)- - CAS 68047-06-3 - Calbiochem
Packaging
2mg
Price
$96.7
Updated
2024/03/01
Sigma-Aldrich
Product number
579002
Product name
Tamoxifen, 4-Hydroxy-, (Z)-
Packaging
5mg
Price
$223
Updated
2023/01/07
Cayman Chemical
Product number
14854
Product name
(Z)-4-hydroxy Tamoxifen
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
14854
Product name
(Z)-4-hydroxy Tamoxifen
Purity
≥98%
Packaging
5mg
Price
$134
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:


  • 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
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  • Tamoxifen Citrate Impurity 12
  • 68047-06-3
  • C26H29NO2
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