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4-Hydroxytamoxifen(Afimoxifene)

For research use only.

Catalog No.S7827 Synonyms: Afimoxifene

7 publications

4-Hydroxytamoxifen(Afimoxifene) Chemical Structure

CAS No. 68392-35-8

4-Hydroxytamoxifen (Afimoxifene) is the active metabolite of tamoxifen and a selective estrogen receptor (ER) modulator that is widely used in the therapeutic and chemopreventive treatment of breast cancer. It activates on-target modification frequency for intein-Cas9 variants.

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Selleck's 4-Hydroxytamoxifen(Afimoxifene) has been cited by 7 publications

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  • CDK4/6 inhibitor resistance promotes diminished ER expression and activity. (a and b) Proliferation of MCF-7 and MR cells in the presence of different concentrations of ICI (a) or 4-hydroxytamoxifen (4-OHT) (b) was measured by the alamarBlue assay and plotted as % inhibition of proliferation against log concentration of inhibitor. Each data point represents the average value±s.d. of six replicates obtained in three independent experiments.

    Oncogene, 2016, 36(16):2255-2264. 4-Hydroxytamoxifen(Afimoxifene) purchased from Selleck.

Purity & Quality Control

Choose Selective Estrogen/progestogen Receptor Inhibitors

Biological Activity

Description 4-Hydroxytamoxifen (Afimoxifene) is the active metabolite of tamoxifen and a selective estrogen receptor (ER) modulator that is widely used in the therapeutic and chemopreventive treatment of breast cancer. It activates on-target modification frequency for intein-Cas9 variants.
In vitro

4-OHT is a potent activator of ER and has been shown to have a higher affinity for estrogen receptors compared to tamoxifen. It has significant dose and time-dependent direct effects to alter the contractile function of isolated adult rat cardiac myocytes[1]. 4-HT activates on-target modification frequency for intein-Cas9 variants [3].

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
MCF7 cells NGHrRoJRem:uaX\ldoF1cW:wIHHzd4F6 M1rFe2lvcGmkaYTpc44hd2ZiZYP0do9o\W5vc4TpcZVt[XSnZDDNR2YuPyClZXzsJJBzd2yrZnXyZZRqd25uIFnDOVA:OC53IH7N NHnQN5Y9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi97NUS4PFE4Lz57NUS4PFE4RC:jPh?=
MCF7 MWjGeY5kfGmxbjDhd5NigQ>? MXPF[oZm[3SrdnWg[I9{\SCob4KgX|NJZS1iZYP0doFlcW:uIHHnZYlve3RicILvcIln\XKjdHnvckBw\iCPQ1[tO{Bk\WyuczygSWM2OCB;IECuNFAxODNizszNMi=> NGPWfXM9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{N{[5OlgyLz5{N{[5OlgyRC:jPh?=
MCF7 NWe5cIZNTnWwY4Tpc44h[XO|YYm= NYmw[Wg6PCCqcoO= M4jtW2lv\HWldHnvckBw\iCHUnHsdIhiKGSnZ4Lh[IF1cW:wIHnuJIh2dWGwIF3DSlch[2WubIOgbY4heGinbn;sJJJm\CCocnXlJHJRVUlibXXkbZVuKGOxboThbY5qdmdiNTWgZ4hiemOxYXyg[IV5fHKjbj30doVifGWmIF\CV{BqdmO3YnH0[YQh\m:{IESgbJJ{KGK7IGPQNUBidmRiYX70bU1GWiC{YXLibZQhdW:wb3PvcI5idCCjboTpZo9lgSCkYYPl[EBqdi2lZXzsJHdme3Sncn6gZZN{[XluIFHjeIl3cXS7IE2gNE4xODBzIN88UU4> M1P3PFxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNyMEi2OlI3Lz5|MEC4OlYzPjxxYU6=
MCF7 NH63PZVHfW6ldHnvckBie3OjeR?= NV\iO4h[TW[oZXP0bZZmKGOxbnPlcpRz[XSrb36gZYdicW6|dDDNR2YuPyCkcnXhd5QhfHWvb4KgZ4VtdHNidYPpcochVUOILUegZZN{[XluIFXDOVAhRSByLkCwNFEzKM7:TT6= NY\4T|k6RGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMUK4NlU6OzVpPkGyPFI2QTN3PD;hQi=>
MCF7 NX;UNG9bSW62aYDyc4xq\mW{YYTpeoUh[XO|YYm= NVzxUmlxSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzMEBKSzVyIE2gNE4xODB3IN88UU4> M4HlN|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ{NEC1Nlg3Lz5{MkSwOVI5PjxxYU6=
MCF7 NELGSllCdnSrcILvcIln\XKjdHn2[UBie3OjeR?= NV6z[lJtSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzMEBKSzVyIE2gNE4xODB3M{eg{txONg>? MXu8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zPjRyN{CxNkc,OjZ2MEewNVI9N2F-
MCF NY\ORWw1TnWwY4Tpc44h[XO|YYm= MUjBcpRi\2:waYP0JIFkfGm4aYT5JIF1KHC{b3fld5Rmem:wZTDy[YNmeHSxcjDpckBpfW2jbjDNR2Yh[2WubIOgZZN{\XO|ZXSgZZMh\XO2cnHkbY9tNWmwZIXj[YQhemWlZYD0c5IhemW|cH;ud4UtKEmFNUCgQUAxNjByMEe5OFMh|ryPLh?= NELC[5Q9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{NkSwO|AyOid-Mk[0NFcxOTJ:L3G+
Ishikawa endometrial cells MUTGeY5kfGmxbjDhd5NigQ>? M17wbGFod26rc4SgZYN1cX[rdImgZZMh[WytYXzpcoUheGixc4DoZZRie2ViaX7keYN1cW:wIHnuJGl{cGmtYYfhJIVv\G:vZYTybYFtKGOnbHzzJINwdXCjcnXkJJRwKEV{LDDFR|UxKD1iMD6wNFA5KM7:TT6= Mm\wQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOTV|OECyNFgoRjF3M{iwNlA5RC:jPh?=
MCF7 NXPNc3hjTnWwY4Tpc44h[XO|YYm= MUXJcohq[mm2aX;uJI9nKGW|dILv[4VvNWmwZIXj[YQheHKxbHnm[ZJifGmxbjDpckBpfW2jbjDNR2YuPyCkcnXhd5Qh[2GwY3XyJINmdGy|LDDJR|UxKD1iMD6wNFEyPyEQvF2u NIrNcXI9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi97MUW0PVY{Lz57MUW0PVY{RC:jPh?=
MCF7 Mn\rSpVv[3Srb36gZZN{[Xl? MVyyOEBpenN? M2O1WGFvfGGpb37pd5Qh[WO2aY\peJkh[XRiRWLhcJBp[SCrbjDoeY1idiCPQ1[3JINmdGy|IHHzd4V{e2WmIHHzJIlvcGmkaYTpc44hd2ZiZYP0do9o\W5vaX7keYNm\CC2cnHud4NzcXC2aX;uJJBz\WmwY4XiZZRm\CCxdnXycolocHRiZn;scI94\WRiYomg[ZN1em:pZX6gZYRlcXSrb36gcYVie3W{ZXSgZYZ1\XJiMkSgbJJ{KGK7IHT1ZYwhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7LDDJR|UxKD1iMD6wNFMh|ryPLh?= NXXjW|hXRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkiyPVY{QThpPkK4Nlk3Ozl6PD;hQi=>
Rosetta 2 DE3 M1H0V2Z2dmO2aX;uJIF{e2G7 MVWxJIhz M4LhbWRqe3CuYXPlcYVvfCCxZjDbN2heNWW|dILh[IlwdCCocn;tJJJm[2:vYnnuZY51KGi3bXHuJG4ufGW{bXnuZYwhUGm|LYTh[4dm\CCHUnHsdIhiKEyERDDoZZJjd3KrbnegR|M5OVNxQ{SxO3MwSzV|MGOgcZV1[W62IHX4dJJme3OnZDDpckBTd3OndIThJFIhTEV|IHPvcZBmfGWwdDDj[YxteyCjZoTldkAyKGi{IHL5JHNRSSCkaX7kbY5oKGG|c3H5MEBKSzVyIE2gNE4xODRizszNMi=> NHTacGg9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{OEK5OlM6QCd-MkiyPVY{QTh:L3G+
insect cells MlrwSpVv[3Srb36gZZN{[Xl? NYHFRmFOUW6qaXLpeIlwdiCxZjDmcJVwem2xbnWgSXMzKGe{ZXXuJIJqdmSrbnegeI8hemWlb33ibY5idnRiZoXscEBt\W6pdHigbJVu[W5iRWLhcJBp[SCneIDy[ZN{\WRiaX6gbY5{\WO2IHPlcIx{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUCgQUAxNjByNkK5JO69VS5? NWPVcmZFRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMki3N|UzOTRpPkK4O|M2OjF2PD;hQi=>
MCF-7-2a M1\BZ2Z2dmO2aX;uJIF{e2G7 NUOwVoFKUW6qaXLpeIlwdiCxZjDld5Rz[WSrb3ygbY5lfWOnZDDld5Rzd2enbjDy[YNmeHSxcjD0doFve2O{aYD0bY9v[WxiYXP0bZZifGmxbjDpckBOS0ZvNz2yZUBk\WyuczygTWM2OCB;IECuNFA4KM7:TT6= NHW0eVM9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9zMk[3NlI1QSd-MUK2O|IzPDl:L3G+
MCF7 M3LhdGFvfGmycn;sbYZmemG2aY\lJIF{e2G7 MknyNlQhcHK| MnL2RY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[3JINmdGy|IHHmeIVzKDJ2IHjyd{BjgSCPVGOgZZN{[XluIFnDOVAhRSByLkCwPFUh|ryPLh?= M3rxPVxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzF6MkeyNlU3Lz5zOEK3NlI2PjxxYU6=
MCF7 NFT2WG5HfW6ldHnvckBie3OjeR?= NUPQcYhZUW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgUWNHNTdiYoLlZZN1KHS3bX;yJINmdGy|IIXzbY5oKE2FRj23JIF{e2G7LDDJR|UxKD1iMD6wNFg2KM7:TT6= NFO5ZWI9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9zMkiyOVk{PSd-MUK4NlU6OzV:L3G+
Ishikawa cells NHG2XIxHfW6ldHnvckBie3OjeR?= MXO3NkBpenN? NHvlUmpCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IHXzeJJw\2WwIILlZ4VxfG:{IHHsdIhiN2KndHGgbY4hcHWvYX6gTZNpcWujd3GgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KGGua3HsbY5mKHCqb4PwbIF1[XOnIHHzd4F6NCCLQ{WwJF0hOC5yMTFOwG0v Mnv2QIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjh2Mk[5N|EoRjJ6NEK2PVMyRC:jPh?=
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MCF7 NYK1dYJ2S3m2b4TvfIlkcXS7IHHzd4F6 NXHBTIdUPSCmYYnz M4HxSGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKgOUBl[Xm|LDDJR|UxKD1iMD6wNlkyKM7:TT6= NYnCW5VWRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkO4OlQ6OjhpPkKzPFY1QTJ6PD;hQi=>
GT1-7 M{n3WmZ2dmO2aX;uJIF{e2G7 NXHFNZU2OjBidH:gNlQhcHK| MlrWRY51[WexbnnzeEBi[3Srdnn0fUBifCCnc4Tyc4dmdiC{ZXPldJRweiCrbjDtc5V{\SCJVEGtO{Bk\WyuczDoZZJjd3KrbnegZoV1[S2pYXzhZ5Rwe2mmYYPlJJJmeG:{dHXyJIdmdmViYYPz[ZN{\WRiYYOgdoVlfWO2aX;uJIlvKDF5YnX0ZU1me3S{YXTpc4whcW6mdXPl[EBz\XOyb37z[UBu\WG|dYLl[EBi\nSncjCyNEB1dyB{NDDodpMh[nlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5MEBKSzVyIE2gNE4xOzN{IN88UU4> MmLQQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjh2MECyN|koRjJ6NECwNlM6RC:jPh?=
insect cells MnrFSpVv[3Srb36gZZN{[Xl? MWfEbZNxdGGlZX3lcpQhd2ZiZnz1c5Jme2OnaX6gcIFj\WynZDDld5Rz[WSrb3yg[pJwdSCqdX3hckBz\WOxbXLpcoFvfCCHUnHsdIhiKGW6cILld5Nm\CCrbjDiZYN2dG:4aYL1d{Bqdm[nY4Tl[EBqdnOnY4SgZ4VtdHNiYomg[ox2d3Knc3PlcoNmKHCxbHHybZpifGmxbjDhd5NigSxiSVO1NEA:KDBwMESg{txONg>? MUS8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8yQDh|NUG3Okc,OTh6M{WxO|Y9N2F-
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MDA-MB-231 NX;2OY1LS3m2b4TvfIlkcXS7IHHzd4F6 NIPa[VA1KGSjeYO= Mn22R5l1d3SxeHnjbZR6KGGpYXnud5QhTVJibnXnZZRqfmViaIXtZY4hVUSDLV3CMVI{OSClZXzsd{B1emWjdHXkJIV3\XK7IEKg[IF6eyCob4KgOEBl[Xm|IH3lZZN2emWmIIDvd5QhdGG|dDDkc5NmKGK7IFPlcIxVcXSncj3HcI8hdHWvaX7ld4NmdmOnIHHzd4F6NCCLQ{WwJF0hOy53IN88UU4> NHrkXGw9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9|MEC3PFYxQSd-M{CwO|g3ODl:L3G+
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... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
p-ERK / ERK / p-MEK / MEK1 / MEK2 / p21 / Cyclin D1 ; 

PubMed: 26163823     


LNCaP-Raf:ER cells were treated with increasing doses of 4-hydroxytamoxifen for 2 days. The bottom panel indicates densitometry of MEK1 and MEK2 signals. Data (mean ± standard error) are from two independent experiments. Pearson’s r = 0.823 for MEK1 and −0.673 for MEK2. 

26163823
Growth inhibition assay
Cell viability; 

PubMed: 26014809     


Dose-dependent effect of 4-hydroxytamoxifen on survival of T47D, MCF-7 and BT-474 cell lines after 96 h of treatment. Control samples were treated with appropriate concentrations of DMSO. Viability was assayed by MTT method.

26014809

Protocol

Cell Research:

[1]

- Collapse
  • Cell lines: Adult Rat and Mouse Cardiac Myocytes
  • Concentrations: 0, 0.5, 1, 3, 5, and 10 µM
  • Incubation Time: 15-45 min
  • Method:

    For sarcomere length measurements, cells are covered in Tyrode’s containing 4OHT, allowed to reach 36 ± 1°C, and then stimulated at 0.2 Hz.


    (Only for Reference)
Animal Research:

[2]

- Collapse
  • Animal Models: Sprague-Dawley rats
  • Dosages: 21 mg/kg, 54 μmol/kg
  • Administration: oral administration
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 77 mg/mL (198.7 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 387.51
Formula

C26H29NO2

CAS No. 68392-35-8
Storage powder
in solvent
Synonyms Afimoxifene
Smiles CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCN(C)C)C3=CC=CC=C3

In vivo Formulation Calculator (Clear solution)

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Bio Calculators

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Calculate the mass, volume or concentration required for a solution. The Selleck molarity calculator is based on the following equation:

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Enter the chemical formula of a compound to calculate its molar mass and elemental composition:

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Mass Concentration Volume Molecular Weight

Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03199963 Terminated Drug: 4-OH tamoxifen|Drug: Placebo Mammographic Breast Density BHR Pharma LLC August 21 2017 Phase 3

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Estrogen/progestogen Receptor Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID