ChemicalBook > CAS DataBase List > Afimoxifene

Afimoxifene

Product Name: Afimoxifene
CAS No.: 68392-35-8
Chemical Name: Afimoxifene
Synonyms: 4-HT;C016601;Alfecifene;AFIMOXIFENE;4-OHT 4-hydroxy;4-Oht hydrotamoxifen;4-Monohydroxytamoxifen;Tamoxifen metabolite B;Afimoxifene cas 68392-35-8;(E/Z)-4-Hydroxy Tamoxifen
CBNumber: CB91353793
Molecular Formula: C26H29NO2
Formula Weight: 387.51
MOL File: 68392-35-8.mol

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Afimoxifene Property

Melting point:: 135-144°C
Boiling point:: 514.4±50.0 °C(Predicted)
Density: 1.092
storage temp.: 2-8°C
solubility: methanol: soluble10mg/mL
form: solution
pka: 9.38±0.15(Predicted)
color: white to off-white
Appearance: white solid
biological source: synthetic

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Safety

Hazard Codes: Xn
Risk Statements: 63-20/21/22
Safety Statements: 22-23-36
RIDADR: UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany: 3
RTECS: SL1210000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H6278
Product name: 4-Hydroxytamoxifen
Purity: ≥70% Z isomer (remainder primarily E-isomer)
Packaging: 10mg
Price: $98
Updated: 2025/07/31

Sigma-Aldrich

Product number: 94873
Product name: 4-Hydroxytamoxifen
Purity: (
Packaging: 10mg
Price: $210.9
Updated: 2025/07/31

Cayman Chemical

Product number: 17308
Product name: (E/Z)-4-hydroxy Tamoxifen
Purity: ≥98% (E) and (Z) isomers (50:50)
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 17308
Product name: (E/Z)-4-hydroxy Tamoxifen
Purity: ≥98% (E) and (Z) isomers (50:50)
Packaging: 10mg
Price: $61
Updated: 2024/03/01

Sigma-Aldrich

Product number: T176
Product name: 4-Hydroxytamoxifen
Purity: analytical standard, (
Packaging: 10mg
Price: $90.6
Updated: 2025/07/31

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Afimoxifene Chemical Properties,Usage,Production

Description

(E/Z)-4-Hydroxytamoxifen (4-OHT, cis/trans-4-hydroxytamoxifen, afimoxifene) is a selective estrogen receptor (ER) modulator, an active metabolite of tamoxifen. 4-Hydroxytamoxifen is widely used as a research tool for inducible genome manipulation.

4-Hydroxytamoxifen is used in the inducible Cre-LoxP system to control CreER/CreERT2 recombinase activity and trigger tissue-specific gene expression or genome/genetic modification (e.g., gene deletion). 4-Hydroxytamoxifen is a part of the TRAP/TRAP2 (targeted recombination in active populations) systems providing genetic access to neuron activity. It is also used in CRISPR/Cas9 gene editing to activate inactivated Cas9 nuclease.

Also, 4-Hydroxytamoxifen was reported to be an intramembranous lipid peroxidation inhibitor, exhibiting peroxyl radical scavenging activity.

Chemical Properties

Off-White Solid

Uses

A selective estrogen receptor modulator.

Uses

(E/Z)-4-Hydroxy Tamoxifen is selective estrogen receptor modulator.

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.

brand name

TamoGel (Ascend Therapeutics).

General Description

4-Hydroxytamoxifen is a first generation, selective estrogen receptor modulator (SERM) that functions as an antagonist in breast cancer cells but can display estrogen-like activities in the uterus and bone.

Biological Activity

4-hydroxytamoxifen is an estrogen receptor modulator.estrogen receptor can be selectively stimulated or inhibited, providing promising therapeutic opportunities for auto-immune diseases, prostate and breast cancer, as well as depression.

Biochem/physiol Actions

Metabolite of the chemotherapeutic drug tamoxifen, exhibiting more potent estrogen agonist/antagonist activity than the parent drug. Also active as intra-membranous inhibitor of lipid peroxidation.

in vitro

previous study was conducted to evaluate the effects of tamoxifen and its active metabolite 4-hydroxytamoxifen on isolated rat cardiac myocyte mechanical function and calcium handling. results showed that myocytes treated with 4-hydroxytamoxifen had similarly to tamoxifen-treated cells to both calcium handling and contractility [1].

in vivo

previous animal study compared the extent of dna adduct formation in sd rats treated with seven tamoxifen or 4-hydroxytamoxifen. results showed that the liver weights and microsomal rates were not changed by tamoxifen or 4-hydroxytamoxifen treatment. moreover, the uterine weights were significantly decreased and uterine peroxidase activity was marginally decreased in tamoxifen or 4-hydroxytamoxifen treated rats. in addition, hepatic dna adduct levels in rats treated with 4-hydroxytamoxifen did not differ from control rats. similaryly, the adduct levels in uterus dna from rats treated with tamoxifen or 4-hydroxytamoxifen were not different from those in control rats [2].

IC 50

27 and 18 μm for mcf-7 and mda-mb-231 cell proliferation

storage

-20°C

References

[1] asp ml,martindale jj,metzger jm. direct, differential effects of tamoxifen, 4-hydroxytamoxifen, and raloxifene on cardiac myocyte contractility and calcium handling. plos one.2013 oct 24;8(10):e78768.
[2] beland fa,mcdaniel lp,marques mm. comparison of the dna adducts formed by tamoxifen and 4-hydroxytamoxifen in vivo. carcinogenesis.1999 mar;20(3):471-7.
[3] lee o et al. a randomized phase ii presurgical trial of transdermal 4-hydroxytamoxifen gel versus oral tamoxifen in women with ductal carcinoma in situ of the breast. clin cancer res.2014 jul 15;20(14):3672-82.

Afimoxifene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Afimoxifene manufacturers

Career Henan Chemical Co

Product: Afimoxifene 68392-35-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%-99.9%HPLC
Supply Ability: 100KG
Release date: 2020-02-04

68392-35-8, AfimoxifeneRelated Search:

Phenol Red Ethoxyquin Phenol Xylenol PHENYL VALERATE DIETHOXYMETHANE Tamoxifen citrate 4-Ethoxyphenol Nonylphenol Chlorodimethylphenylsilane 2-Phenylphenol 4-Aminophenol Phenylhydrazine 4-Phenylphenol Tamoxifen 2-Ethoxyphenol Folin-Phenol Reagent 4-HYDROXYTAMOXIFEN

AFIMOXIFENE

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

4-Hydroxytamoxifen, (E)-isomer

4-Hydroxytamoxifen, (Z)-isomer

4-Monohydroxytamoxifen

4-Oht hydrotamoxifen

C016601

(E/Z)-4-Hydroxy Tamoxifen

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

4-OHT 4-hydroxy

AFIMOXIFENE; 4-OHT 4-HYDROXY; TAMOXIFEN

Tamoxifen 4-Hydroxy Impurity

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

Tamoxifen Citrate Impurity 23

Afimoxifene (4-hydroxytamoxifen)

4-(1-(4-(2-(Dimethylamino)ethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol

Afimoxifene cas 68392-35-8

(E/Z)-4-Hydroxytamoxifen/Afimoxifene/4-OHT

Alfecifene

4-Hydroxytamoxifen(Afimoxifene)

4-HT

Tamoxifen metabolite B

(E,Z)-4-Hydroxytamoxifen (17197F0KYM), estrogen receptor modulator

(E/Z)-4-Hydroxytamoxifen, 10 mM in DMSO

68392-35-8

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