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
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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
$95.3
Updated
2024/03/01
Sigma-Aldrich
Product number
94873
Product name
4-Hydroxytamoxifen
Purity
(
Packaging
10mg
Price
$218
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
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
$88.8
Updated
2024/03/01
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Afimoxifene Chemical Properties,Usage,Production

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:


  • 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
  • 68392-35-8
  • Amines
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals