CAS 97151-02-5

α-Hydroxytamoxifen

Description:

α-Hydroxytamoxifen is a derivative of tamoxifen, a selective estrogen receptor modulator (SERM) commonly used in the treatment of estrogen receptor-positive breast cancer. This compound is characterized by the presence of a hydroxyl (-OH) group at the alpha position of the tamoxifen structure, which enhances its biological activity and alters its pharmacokinetic properties. α-Hydroxytamoxifen exhibits anti-estrogenic effects by binding to estrogen receptors, thereby inhibiting the proliferation of estrogen-dependent tumors. It is typically administered in a pharmaceutical form and is known for its potential to induce apoptosis in cancer cells. The compound has a relatively low solubility in water but is soluble in organic solvents, which is important for its formulation in drug delivery systems. Additionally, α-Hydroxytamoxifen has been studied for its role in modulating various signaling pathways, making it a subject of interest in cancer research beyond its primary use. Its safety profile and side effects are similar to those of tamoxifen, necessitating careful monitoring during therapy.

Formula: C₂₆H₂₉NO₂

InChI: InChI=1/C26H29NO2/c1-20(28)25(21-10-6-4-7-11-21)26(22-12-8-5-9-13-22)23-14-16-24(17-15-23)29-19-18-27(2)3/h4-17,20,28H,18-19H2,1-3H3/b26-25-

InChI key: InChIKey=BPHFBQJMFWCHGH-QPLCGJKRNA-N

SMILES: C(=C(/C(C)O)\C1=CC=CC=C1)(\C2=CC=C(OCCN(C)C)C=C2)/C3=CC=CC=C3

Synonyms:

• (βE)-β-[[4-[2-(Dimethylamino)ethoxy]phenyl]phenylmethylene]-α-methylbenzeneethanol
• Benzeneethanol, β-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]-α-methyl-, (E)-
• α-Hydroxytamoxifen
• Benzeneethanol, β-[[4-[2-(dimethylamino)ethoxy]phenyl]phenylmethylene]-α-methyl-, (βE)-

α-Hydroxytamoxifen

CAS: 97151-02-5

α-Hydroxytamoxifen is a metabolite of tamoxifen. It reacts with DNA and causes the formation of DNA adducts.

Formula: C₂₆H₂₉NO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 387.51

Ref: TM-T19192

α-Hydroxy Tamoxifen

CAS: 97151-02-5

Formula: C₂₆H₂₉NO₂

Molecular weight: 387.52

Ref: 4Z-T-0138

(E)-a-Hydroxy Tamoxifen

Controlled Product

CAS: 97151-02-5

Applications A metabolite of the chemotherapeutic drug Tamoxifen (T006000). Exhibits a more potent estrogen agonist/antagonist activity than the parent drug. Also active as an intramembranous inhibitor of lipid peroxidation.
References Kupfer, D., et al.: Cancer Res., 54, 3140 (1994), Custodio, J.B.A., et al.: Biochem. Pharmacol., 47, 1989 (1994),

Formula: C₂₆H₂₉NO₂

Color and Shape: Neat

Molecular weight: 387.51

Ref: TR-H954700

(E) α-hydroxy Tamoxifen

CAS: 97151-02-5

Formula: C₂₆H₂₉NO₂

Molecular weight: 387.5

Ref: ST-EA-CP-T40034