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Afimoxifene - CAS 68392-35-8

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Catalog Number	Size	Price	Stock	Quantity
BP-300053	100 mg	$390	In stock
BP-300053	1 g	$1290	In stock

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Afimoxifene (4-hydroxytamoxifen) is a selective estrogen receptor modulator which is the active metabolite of tamoxifen. Afimoxifene is a transdermal gel formulation and is being developed by Ascend Therapeutics, Inc. under the trademark TamoGel. Afimoxifene has completed a phase II clinical trial for the treatment of cyclical mastalgia.

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Molecular Formula

C26H29NO2

Molecular Weight

387.51

Afimoxifene

- Specification
  - Related CAS
    
    68047-06-3 (Z-isomer) 174592-47-3 (E-isomer)
    
    Purity
    
    ≥95%
    
    Solubility
    
    Soluble in Dichloromethane (Slightly), Methanol (Slightly)
    
    Appearance
    
    White to Off-white Solid
    
    Application
    
    Estrogen Antagonists
    
    Storage
    
    Store at 2-8°C
    
    IUPAC Name
    
    4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
    
    Synonyms
    
    (E/Z)-4-Hydroxytamoxifen; 4-[1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol; TamoGel; Phenol, 4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-
- Properties
  - Boiling Point
    
    514.4±50.0°C (Predicted)
    
    Melting Point
    
    135-144°C
    
    Density
    
    1.092±0.1 g/cm3 (Predicted)
    
    InChI Key
    
    TXUZVZSFRXZGTL-UHFFFAOYSA-N
    
    InChI
    
    InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3
    
    Canonical SMILES
    
    CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCN(C)C)C3=CC=CC=C3
- Reference Reading
  - 1.Sulfation of afimoxifene, endoxifen, raloxifene, and fulvestrant by the human cytosolic sulfotransferases (SULTs): A systematic analysis.
    
    Hui Y1, Luo L2, Zhang L3, Kurogi K4, Zhou C2, Sakakibara Y4, Suiko M4, Liu MC5. J Pharmacol Sci. 2015 Jul;128(3):144-9. doi: 10.1016/j.jphs.2015.06.004. Epub 2015 Jun 25.
    
    Previous studies demonstrated that sulfate conjugation is involved in the metabolism of three commonly used breast cancer drugs, tamoxifen, raloxifene and fulvestrant. The current study was designed to systematically identify the human cytosolic sulfotransferases (SULTs) that are capable of sulfating raloxifene, fulvestrant, and two active metabolites of tamoxifen, afimoxifene and endoxifen. A systematic analysis using 13 known human SULTs revealed SULT1A1 and SULT1C4 as the major SULTs responsible for the sulfation of afimoxifene, endoxifen, raloxifene and fulvestrant. Kinetic parameters of these two human SULTs in catalyzing the sulfation of these drug compounds were determined. Sulfation of afimoxifene, endoxifen, raloxifene and fulvestrant under metabolic conditions was examined using HepG2 human hepatoma cells and MCF-7 breast cancer cells. Moreover, human intestine, kidney, liver, and lung cytosols were examined to verify the presence of afimoxifene/endoxifen/raloxifene/fulvestrant-sulfating activity.
- Preparing Stock Solutions
  - ConcentrationVolumeMass 1 mg 5 mg 10 mg
    
    1 mM 2.5806 mL 12.9029 mL 25.8058 mL
    
    5 mM 0.5161 mL 2.5806 mL 5.1612 mL
    
    10 mM 0.2581 mL 1.2903 mL 2.5806 mL
    
    50 mM 0.0516 mL 0.2581 mL 0.5161 mL

ConcentrationVolumeMass	1 mg	5 mg	10 mg
1 mM	2.5806 mL	12.9029 mL	25.8058 mL
5 mM	0.5161 mL	2.5806 mL	5.1612 mL
10 mM	0.2581 mL	1.2903 mL	2.5806 mL
50 mM	0.0516 mL	0.2581 mL	0.5161 mL

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