4-Hydroxyphenylretinamide CAS: 65646-68-6
MF: C26H33NO2
MW: 391.55
An agonist displaying activity at retinoid receptors.

4-Hydroxyphenylretinamide (CAS 65646-68-6)

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Sinonimo: Retinoic acid p-hydroxyanilide; Fenretinide; 4-HPR
Applicazione: An agonist displaying activity at retinoid receptors
Numero CAS: 65646-68-6
Peso molecolare: 391.55
Formula molecolare: C26H33NO2
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4-Hydroxyphenylretinamide (Fenretinide) is a synthetic retinoid analog of all trans retinoic acid, which displays antiproliferative effects on cultured human breast cancer cells. In addition, 4-Hydroxyphenylretinamide functions as a selective activator of RAR (retinoid receptors). Studies involving lymphoid and myeloid malignant cell lines indicate that 4-Hydroxyphenylretinamide can induce apoptosis and reduce cell growth. These studies suggest that 4-Hydroxyphenylretinamide and all trans retanoic acid may bind to two different receptors to induce apoptosis.


Referenze

1. Marth, C., et al. 1985. J. Natl. Cancer Inst. 75: 871-875. PMID: 2932587
2. Grubbs, C.J., et al. 1990. Anticancer Res. 10: 661-666. PMID: 2142393
3. Delia, D., et al. 1993. Cancer Res. 53: 6036-6041. PMID: 8261419
4. Ponzoni, M., et al. 1995. Cancer Res. 55: 853-861. PMID: 7850799
5. Fanjul, A.N., et al. 1996. J. Biol. Chem. 271: 22441-22446. PMID: 8798408

Stato fisico :
Solid
Solubilità :
Soluble in DMSO (25 mg/ml), ethanol (25 mg/ml)), chloroform, and acetone (easily soluble).
CONSERVAZIONE :
Store at -20° C
Indice di rifrazione :
n20D 1.61
IC50 :
MDA-MB-231 (Breast adenocarcinoma cells): IC50 = 7700 (human); MCF7 (Breast carcinoma cells): IC50 = 150 (human); PC-3 (Prostate carcinoma cells): IC50 = 3600 (human); LNCaP (Prostate carcinoma): IC50 = 7500 (human)
Ki Data :
Retinoic acid receptor gamma: Ki= >400 nM (human); Retinoid X receptor alpha: Ki= >2200 nM (human); Retinoid X receptor beta: Ki= >2800 nM (human); Retinoid X receptor gamma: Ki= >6000 nM (human)
Valori pK :
pKa: 9.98, pKb: 1.55
Solo per uso in Ricerca. Non previsto per Uso Diagnostico o Terapeutico.
WGK Germania :
3
RTECS :
VH6420000
PubChem CID :
5288209
Indice Merck :
14: 3998
Numero MDL :
MFCD00792674
SMILES :
CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)NC2=CC=C(C=C2)O)C)C

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