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
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
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-63
- Safety Statements
- 22-23-36
- WGK Germany
- 3
- RTECS
- SL1210000
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.
N-Bromosuccinimide Price
- Product number
- H7904
- Product name
- (Z)-4-Hydroxytamoxifen
- Purity
- ≥98% Z isomer
- Packaging
- 5mg
- Price
- $183
- Updated
- 2024/03/01
- 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
- Product number
- 579002
- Product name
- Tamoxifen, 4-Hydroxy-, (Z)-
- Packaging
- 5mg
- Price
- $223
- Updated
- 2023/01/07
- Product number
- 14854
- Product name
- (Z)-4-hydroxy Tamoxifen
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 14854
- Product name
- (Z)-4-hydroxy Tamoxifen
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $134
- Updated
- 2024/03/01
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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View Lastest Price from 4-HYDROXYTAMOXIFEN manufacturers
- 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
- 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