4-Hydroxytamoxifen(Afimoxifene)

For research use only.

Catalog No.S7827 Synonyms: Afimoxifene

5 publications

4-Hydroxytamoxifen(Afimoxifene) Chemical Structure

Molecular Weight(MW): 387.51

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 5 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 M2XweXBzd2yrZnXyZZRqd25iYYPzZZk> M1;4R2lvcGmkaYTpc44hd2ZiZYP0do9o\W5vc4TpcZVt[XSnZDDNR2YuPyClZXzsJJBzd2yrZnXyZZRqd25uIFnDOVA:OC53IH7N MnjtPVU1QDhzNx?=
MCF7 cells MmHESpVv[3Srb36gZZN{[Xl? MmP2TY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiTVPGMVch[nKnYYP0JJR2dW:{IHPlcIx{KHW|aX7nJG1ETi15IHHzd4F6NCCLQ{WwQVgvPSCwTR?= NYXiTVNmOTJ6MkW5N|U>
MCF7 cells M1jWR3Bzd2yrZnXyZZRqd25iYYPzZZk> NX;Se2NlPzJiaB?= MlvPRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcjDk[ZBmdmSnboSgbJVu[W5iTVPGO{Bk\WyuczDh[pRmeiB5MjDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTBwMUC3JO69VQ>? NHfwWFEyQDh|NUG3Oi=>
MCF7 cells NEmxPZJRem:uaX\ldoF1cW:wIHHzd4F6 NFrhc4YzPCCq NVLiN25sSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIFnfGW{IEK0JIhzeyCkeTDNWHMh[XO|YYmsJGlEPTB;OD61JI5O MVexPFI4OjJ3Nh?=
T47D:C:4:2 cells NU\NRYtRTnWwY4Tpc44h[XO|YYm= NYDESIVzTXO2cn;n[Y5q[yCjY4Tpeol1gSCjdDD3bYxlKHS7cHWgSXIh[WyyaHGg[ZhxemW|c3XkJIlvKFR2N1S6R|o1QjJiY3XscJMh[2:neIDy[ZN{cW6pIHXzeJJw\2WwIILld5BwdnOnIHXs[Y1mdnRiYomg[JVmdCCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYm= MmnjNlA{OzR|Nki=
MDA-MB-231 cells NYHOZVY4TnWwY4Tpc44h[XO|YYm= M4j1TFMh\GG7cx?= M2DqRmN6fG:|dHH0bYMh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDNiZHH5d{BjgSCvaXPyc5RqfGW{IHHzd4F6 M1P6eFIxPTl6NUW1
PC3 cells MmD6VJJwdGmoZYLheIlwdiCjc4PhfS=> M1T0blQ5KGh? MmLsRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDhcoRzd2enbjDy[YNmeHSxcj3k[YZq[2mnboSgbJVu[W5iUFOzJINmdGy|IHnuZ5Vj[XSnZDD3bZRpKDBwNjDuUUBw\iCnc4TyZYRqd2xiYX7kJFAvPyCwTTDv[kB1\XO2b4P0[ZJwdmViYX\0[ZIhPDhiaILzJIJ6KHO3bH\vdohw\GGvaX7lJGIh[XO|YYmsJGdKPTB;Nz61PFU4QCEQvF2= NI\C[5czOTVzM{K3OS=>
DU145 cells NYjQV3d2WHKxbHnm[ZJifGmxbjDhd5NigQ>? M4X4PVQ5KGh? NYC5NnJTSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBidmS{b3flckBz\WOncITvdk1l\W[rY3nlcpQhcHWvYX6gSHUyPDViY3XscJMhcW6ldXLheIVlKHerdHigNE43KG6PIH;mJIV{fHKjZHnvcEBidmRiMD63JI5OKG:oIITld5Rwe3Sncn;u[UBi\nSncjC0PEBpenNiYomgd5Vt\m:{aH;kZY1qdmViQjDhd5NigSxiR1m1NF0yOC55MUWyJO69VQ>? MmjXNlE2OTN{N{W=
LNCAP cells MkTEVJJwdGmoZYLheIlwdiCjc4PhfS=> MkfqOFghcA>? MlvjRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCOTlPBVEBk\WyuczDlfJBz\XO|aX7nJIFv\HKxZ3XuJJJm[2WydH;yJIlv[3WkYYTl[EB4cXSqIECuOkBvVSCxZjDld5Rz[WSrb3ygZY5lKDBwNzDuUUBw\iC2ZYP0c5N1\XKxbnWgZYZ1\XJiNEigbJJ{KGK7IIP1cIZwemixZHHtbY5mKEJiYYPzZZktKEeLNUC9PE4{OTd4NDFOwG0> MmrXNlE2OTN{N{W=
T47D cells Ml63R5l1d3SxeHnjbZR6KGG|c3H5 MXm1JIRigXN? NXfDPFRwS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hXDR5RDDj[YxteyCjZoTldkA2KGSjeYOsJGlEPTB;MD6yNUDPxE1? NH3IWlIzOzh4NEmyPC=>
MDA-MB-231 cells NUjxbJJ4WHKxbHnm[ZJifGmxbjDhd5NigQ>? M1njc|I1KGh? M{T3UGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTVTBMW1DNTJ|MTDj[YxteyCjZoTldkAzPCCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVExNjRizszN M1nLd|I1OTh7MEW1
MCF7 cells MlPsSpVv[3Srb36gZZN{[Xl? Mnv1NVAh|ryP M3zjS|YhcA>? MonhWZBz\We3bHH0bY9vKG:oIFXSZYxxcGFicILveIVqdiCuZY\lcJMhcW5iaIXtZY4hVUOINzDj[YxteyCjdDCxNEB2VSCjZoTldkA3KGi{czDifUBY\XO2ZYLuJIJtd3RibXX0bI9l NEDGdZAzPDN|Mk[zNC=>
SKOV3 cells Mm\HSpVv[3Srb36gZZN{[Xl? MnLmOFghcA>? Mo\XRY51cWOjbnPldkBi\2GrboP0JIh2dWGwIGPLU3Y{KGOnbHzzJI93\XKneIDy[ZN{cW6pIGCt[5Ah[XO|ZYPz[YQh[XNiY3XscEB3cWGkaXzpeJkh[W[2ZYKgOFghcHK|IHL5JHNTSiCjc4PhfUwhUUN3ME23MlQ3KM7:TR?= M{LrWVI1QTR4MUS1
MDA-MB-231 cells Moj2SpVv[3Srb36gZZN{[Xl? NIn2W4U1QCCq MW\BcpRq[2GwY3XyJIFo[Wmwc4SgbJVu[W5iRWKtdI9{cXSrdnWgUWRCNU2ELUKzNUBk\WyuczDhd5Nme3OnZDDhd{Bk\WyuII\pZYJqdGm2eTDh[pRmeiB2ODDodpMh[nliU2LCJIF{e2G7LDDJR|UxRTVwNDFOwG0> NEHabVUzPDl2NkG0OS=>
MCF7 cells MWHGeY5kfGmxbjDhd5NigQ>? MV:0PEBp MYHBcpRq[2GwY3XyJIFo[Wmwc4SgbJVu[W5iRWKtdI9{cXSrdnWgUWNHPyClZXzsd{Bie3Onc4Pl[EBieyClZXzsJJZq[WKrbHn0fUBi\nSncjC0PEBpenNiYomgV3JDKGG|c3H5MEBKSzVyPUmuNkDPxE1? MWmyOFk1PjF2NR?=
MDA-MB-231 cells MnvJSpVv[3Srb36gZZN{[Xl? MWC0PEBp MoLhRY51cWOjbnPldkBi\2GrboP0JIh2dWGwIFXSMY5m\2G2aY\lJG1FSS2PQj2yN|Eh[2WubIOgZZN{\XO|ZXSgZZMh[2WubDD2bYFjcWyrdImgZYZ1\XJiNEigbJJ{KGK7IGPSRkBie3OjeTygTWM2OD14LkKg{txO NUXzXlV6OjR7NE[xOFU>
MCF7 cells M2fNT2Z2dmO2aX;uJIF{e2G7 NIDZcJgzPTBidH:gOVAxKG6P MW[1JIRigXN? NWLqUpRNSW62aXPhcoNmeiCjZ3HpcpN1KGi3bXHuJGVTNXCxc3n0bZZmKE2FRkegZ4VtdHNiYYPz[ZN{\WRiYYOgbY5pcWKrdHnvckBw\iCnc4TyZYRqd2xvaX7keYNm\CClZXzsJJBzd2yrZnXyZZRqd25iYYSgNlUxKHSxIEWwNEBvVSCjZoTldkA2KGSjeYO= MYOyOFk1PjF2NR?=
MCF7 cells NVTmUWtRS3m2b4TvfIlkcXS7IHHzd4F6 NHvsWZA1QCCq NEiyXoJEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJFQ5KGi{czDifUBOXFRiYYPzZZktKEmFNUC9NVMvPiEQvF2= Mmf0NlU3OTh3OUW=
DU145 cells NHOwWJZRem:uaX\ldoF1cW:wIHHzd4F6 Ml7zO|IhcA>? NFPEW29CdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFTVNVQ2KGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[gZ4VtdCC4aXHibYxqfHliYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yPS5|IN88US=> NXTZcW5nOjV7OUOyOlk>
african green monkey Vero cells MlzZVJJwdGmoZYLheIlwdiCjc4PhfS=> MWS3NkBp NXfFSZlOSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBi\nKrY3HuJIdz\WWwIH3vcotmgSCYZYLvJINmdGy|IHHzd4V{e2WmIHHzJIlvcGmkaYTpc44hd2ZiY3XscEB3cWGkaXzpeJkh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2xOU4yKM7:TR?= MXyyOVk6OzJ4OR?=
BT-20 cells MXLQdo9tcW[ncnH0bY9vKGG|c3H5 MWrJcohq[mm2b4L5JIFkfGm4aYT5JIFo[Wmwc4SgdJJwdGmoZYLheIlwdiCxZjDCWE0zOCClZXzsd{BqdiCycnXz[Y5k\SCxZjDUVGUh[XRiMUDlMVUhVSClb37j[Y51emG2aX;u MkezNlc3QTZ6MR?=
Ishikawa endometrial cells NGTPeGRHfW6ldHnvckBie3OjeR?= NGLYfY1CdnSjZ3;ubZN1KGGldHn2bZR6KGG|IHnubIljcXSrb36gc4YhOSCwTTCxO{1j\XSjLXXzeJJi\GmxbDDzeIlufWyjdHXkJIFtc2GuaX7lJJBpd3OyaHH0ZZNmKGmwZIXjeIlwdiCrbjDJd4hqc2G5YTDlcoRwdWW2cnnhcEBk\WyuczygTWM2OD1yLkWxJO69VQ>? MX2xOVM5ODJyOB?=
MCF-7-2a cells M4H2VWZ2dmO2aX;uJIF{e2G7 NUHScGJPUW6qaXLpeIlwdiCxZjDld5Rz[WSrb3ygbY5lfWOnZDDld5Rzd2enbjDy[YNmeHSxcjD0doFve2O{aYD0bY9v[WxiYXP0bZZifGmxbjDpckBOS0ZvNz2yZUBk\WyuczygTWM2OD1yLkCwO{DPxE1? MmfJNVI3PzJ{NEm=
Calu-1 cells MVzGeY5kfGmxbjDhd5NigQ>? MYCzNEBucW6| NVnBTmRLUW6qaXLpeIlwdiCxZjDQUGQyKGmwIHj1cYFvKEOjbIWtNUBk\WyuczDhd5Nme3OnZDDhd{Bl\WO{ZXHz[UBqdiCyaH;zdIhifGmmeXzieZRidm:uLWvkPX0heHKxZIXjeIlwdiCjZoTldkA{OCCvaX7zJIJ6KG2jc4Ogd5Bm[3S{b33leJJq[yCjbnHsfZNqeyxiSVO1NF01NjhizszN NVjiSWJjOTlzM{[5O|U>
MCF12A cells NX73T2JoWHKxbHnm[ZJifGmxbjDhd5NigQ>? NF7wU|Q1QCCq Mke3RY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcj3k[YZq[2mnboSgbJVu[W5iTVPGNVJCKGOnbHzzJIlv[3WkYYTl[EB4cXSqIECuNFA{KG6PIH;mJIV{fHKjZHnvcEBidmRiMD6wNUBvVSCxZjD0[ZN1d3O2ZYLvcoUh[W[2ZYKgOFghcHK|IHL5JJN2dG[xcnjv[IFucW6nIFKgZZN{[XliaX6gdJJme2WwY3Wgc4YhPSViZnX0ZYwh[m:4aX7lJJNmenWvLDDHTVUxRTNwM{GxN|Eh|ryP MoDyNlE2OTN{N{W=
MCF7:WS8 cells NFXqUI1HfW6ldHnvckBie3OjeR?= NIrwPWhC[3SrdnH0bY9vKG:oIHj1cYFvKEWUIHnuJIh2dWGwIF3DSlc7X1N6IHPlcIx{KGW6cILld5NqdmdiZYP0do9o\W5icnXzdI9ve2m4ZTDlcIVu\W62IHL5JIx2[2moZYLhd4UhemWyb4L0[ZIh\2WwZTDhd5NigQ>? MnXRNlA{OzR|Nki=
HEK293 cell MlLvSpVv[3Srb36gZZN{[Xl? M4m4XlMxKG2rboO= MXTJcohq[mm2aX;uJI9nKEeIUD30ZYdo\WRiaIXtZY4hWEyGMjDlfJBz\XO|ZXSgbY4hcHWvYX6gTGVMOjl|IHPlcIx{KGG|c3Xzd4VlKGG|IHTlZ5Jm[XOnIHnuJJBpd3OyaHH0bYR6dGK3dHHuc4wuY2R7XTDwdo9lfWO2aX;uJIFnfGW{IEOwJI1qdnNiYomgcYF{eyC|cHXjeJJwdWW2cnnjJIFv[Wy7c3nzMEBKSzVyPUCuNFQ1KM7:TR?= NXyzNnY{OTlzM{[5O|U>
MCF12A cells MXPQdo9tcW[ncnH0bY9vKGG|c3H5 MYq0PEBp MYPBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHXzeJJw\2WwIILlZ4VxfG:{LXTl[olkcWWwdDDoeY1idiCPQ1[xNmEh[2WubIOgbY5kfWKjdHXkJJdqfGhiMD6wOkBvVSCxZjDld5Rz[WSrb3ygZY5lKDBwMEegcm0hd2ZidHXzeI9{fGW{b37lJIFnfGW{IES4JIhzeyCkeTDzeYxnd3Kqb3ThcYlv\SCEIHHzd4F6KGmwIIDy[ZNmdmOnIH;mJIZmfGGuIHLveolv\SC|ZYL1cUBidmRiToXT[ZJ2dSxiR1m1NF0{Njh7MES1JO69VQ>? MVGyNVUyOzJ5NR?=
HEK293 cells MonuSpVv[3Srb36gZZN{[Xl? NUH3WpVJSWexbnnzeEBi[3Srdnn0fUBifCCqdX3hckBme3S{b3flckBz\WyjdHXkJJJm[2WydH;yJIdidW2jIHX4dJJme3OnZDDpckBJTUt{OUOgZ4VtdHNiYomgcJVkcW[ncnHz[UBz\XCxcoTldkBo\W6nIHHzd4F6NCCJSUWwQVEvOzVizszN M4PpO|I2OzB3Nki4
rat GH3 cells NW\xeGU4TnWwY4Tpc44h[XO|YYm= NEPuNo01QCCq Ml3YRY51[WexbnnzeEBi[3Srdnn0fUBifCCHUjDpckBz[XRiR1izJINmdGy|IHHzd4V{e2WmIHHzJIlvcGmkaYTpc44hd2ZiZYP0doFlcW:uLXnu[JVk\WRicILvcIFkfGmwIHflcoUh\XiycnXzd4lwdiCjdDCxNEcuPiCPIHHmeIVzKDR6IHjyd{BjgSCUVD3QR3Ih[W6jbInzbZM> NUnDfY12OjR6MEWxPVk>
MCF7:WS8 cells NUPXTW1QTnWwY4Tpc44h[XO|YYm= M3vpd|Q5KGh? MYLB[49vcXO2IHHjeIl3cXS7IHH0JGVTKGmwIHj1cYFvKE2FRke6W3M5KGOnbHzzJIF{e2W|c3XkJIF{KEeURVKxJIdmdmViZYjwdoV{e2mxbjDheEAyOCdvNjDNJIFnfGW{IES4JIhzeyCkeTDSWE1RS1JiYX7hcJl{cXN? M3ryNlI1QDB3MUm5
rat GH3 cells NWHBb3pjTnWwY4Tpc44h[XO|YYm= NUXVSnRtPDhiaB?= NFHkUJVCdnSjZ3;ubZN1KGGldHn2bZR6KGG2IFXSJIlvKHKjdDDHTFMh[2WubIOgZZN{\XO|ZXSgZZMhcW6qaXLpeIlwdiCxZjDld5Rz[WSrb3ytbY5lfWOnZDDwdo9t[WO2aX6g[4Vv\SCneIDy[ZN{cW:wIHH0JFExLy1zMDD0c{AyOCdvNjDNJIFnfGW{IES4JIhzeyCkeTDSWE1RS1JiYX7hcJl{cXN? NHW4TlUzPDhyNUG5PS=>

... 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

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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

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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