| Identification | Back Directory | [Name]
ACOLBIFENE | [CAS]
151533-34-5 | [Synonyms]
ACOLBIFENE
(Rac)-EM-652
rac-Acolbifene
2H-1-Benzopyran-7-ol, 3-(4-hydroxyphenyl)-4-methyl-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-
2-[4-[2-(1-piperidino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-4-Methyl-7-hydroxy-2H-1-benzopyran | [Molecular Formula]
C29H31NO4 | [MDL Number]
MFCD09837712 | [MOL File]
151533-34-5.mol | [Molecular Weight]
457.56 |
| Chemical Properties | Back Directory | [Boiling point ]
651.5±55.0 °C(Predicted) | [density ]
1.217±0.06 g/cm3(Predicted) | [solubility ]
DMSO: 100 mg/mL (218.55 mM) | [form ]
Crystal | [pka]
9.70±0.40(Predicted) | [color ]
Purple to purplish red |
| Hazard Information | Back Directory | [Description]
The prodrug EM-800 is an orally active nonsteroidal anties trogen and is a triphenylethylene rigid analogue. EM-800 undergoes ester hydrolysis to the active m etabolite acolbifene. This fourth-generation antiestrogen is 200-fold more potent than tam oxifen in breast and uterine cancer cells and is effective in patients for whom tamoxifen therapy has failed. The mechanistic rationale for the effectiveness of acolbifene in tamoxifen-resistant tumors is based on the fact that it inhibits both the AF-1 and AF-2 activation pathways and does not poss ess any intrinsic estrogenic action. Acolbifene enjoys a 60% breast cancer cure rate. Structurally, acolbifene resembles raloxifene, with a benzopyran ring substituted for the benz othiophene ring. An additional benefit observed with acolbifene is its protective effect on bone loss. Adverse effects include nausea and vomiting. | [Uses]
rac-Acolbifene is a reacemic compound of Acolbifene (A190230) which is a selective estrogen receptor modulator (SERM) acting as pure antiestrogen. Acolbifene is also the orally active antiestrogen which is the most potent of the known antiestrogens and exerts pure antiestrogenic activity in the mammary gland and endometrium. |
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