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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
Molecular Weight:
387.51
MDL Number:
MOL File:
68392-35-8.mol
Last updated:2023-06-30 15:45:59

Afimoxifene Properties

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
FDA UNII 17197F0KYM
NCI Drug Dictionary afimoxifene

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302+H312+H332-H315-H319-H361
Precautionary statements  P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338-P308+P313
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
NFPA 704
0
3 0

Afimoxifene price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H6278 4-Hydroxytamoxifen ≥70% Z isomer (remainder primarily E-isomer) 68392-35-8 10mg $95.3 2024-03-01 Buy
Sigma-Aldrich 94873 4-Hydroxytamoxifen ( 68392-35-8 10mg $218 2024-03-01 Buy
Cayman Chemical 17308 (E/Z)-4-hydroxy Tamoxifen ≥98% (E) and (Z) isomers (50:50) 68392-35-8 5mg $32 2024-03-01 Buy
Cayman Chemical 17308 (E/Z)-4-hydroxy Tamoxifen ≥98% (E) and (Z) isomers (50:50) 68392-35-8 10mg $61 2024-03-01 Buy
Sigma-Aldrich T176 4-Hydroxytamoxifen analytical standard, ( 68392-35-8 10mg $88.8 2024-03-01 Buy
Product number Packaging Price Buy
H6278 10mg $95.3 Buy
94873 10mg $218 Buy
17308 5mg $32 Buy
17308 10mg $61 Buy
T176 10mg $88.8 Buy

Afimoxifene Chemical Properties,Uses,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.

103-65-1
68392-35-8
Synthesis of Afimoxifene from N-PROPYLBENZENE
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View Lastest Price from Afimoxifene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Afimoxifene pictures 2022-06-10 Afimoxifene
68392-35-8
US $10.00 / kg 0.1kg 98% 10000kg Gihi Chemicals Co., Limited
Afimoxifene pictures 2020-02-05 Afimoxifene
68392-35-8
US $1.00 / KG 1KG 98%-99.9%HPLC 100KG Career Henan Chemical Co
  • Afimoxifene pictures
  • Afimoxifene
    68392-35-8
  • US $10.00 / kg
  • 98%
  • Gihi Chemicals Co., Limited
  • Afimoxifene pictures
  • Afimoxifene
    68392-35-8
  • US $1.00 / KG
  • 98%-99.9%HPLC
  • Career Henan Chemical Co

Afimoxifene Spectrum

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