Retinoic acid p-hydroxyanilide

SIGMA/H7779 - ≥95%

Synonym: 4-HPR; Fenretinide; N-(4-Hydroxyphenyl)retinamide

CAS Number: 65646-68-6
Empirical Formula (Hill Notation): C₂₆H₃₃NO₂
Molecular Weight: 391.55
MDL Number: MFCD00792674
Linear Formula: C₂₆H₃₃NO₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-H7779-5MG	5 mg	$234.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95%
biological source	synthetic (organic)
color	yellow to yellow-orange
form	powder
InChI	1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
InChI key	AKJHMTWEGVYYSE-FXILSDISSA-N
Quality Level	200
SMILES string	CC1=C(C=CC(C)=CC=CC(C)=CC(=O)Nc2ccc(O)cc2)C(C)(C)CCC1
storage temp.	−20°C

Application:	Retinoic acid p-hydroxyanilide has been used: • as a synthetic retinoid to induce apoptosis in SEB-1 sebocytes • as a medium supplement for C2C12 myoblasts to test its effect on ceramide formation • to test in cytotoxicity in T-cell acute lymphoblastic leukemia (T-ALL)
Biochem/physiol Actions:	Retinoic acid p-hydroxyanilide, also called fenretinide, increases reactive oxygen species, activates caspases and induces apoptosis. It also inhibits dihydroceramide desaturase, leading to a decrease in ceramide biosynthesis. Fenretinide may elicit anticancer activity in cultured human breast cancer cells. It acts as an insulin antagonist and may be useful in treating insulin resistance. Fenretinide or 4-HPR has chemotherapeutic potential and is cytotoxic to retinoic acid-resistant cancers.
Biochem/physiol Actions:	Vitamin A acid analogue with antiproliferative activity; induces apoptosis in malignant hemopoietic cell lines.
General description:	Retinoic acid p-hydroxyanilide is a synthetic analog of retinoid.
Packaging:	5 mg in glass bottle

Symbol	GHS07,GHS08
Signal word	Danger
Hazard statements	H302 + H312 + H332 - H315 - H319 - H335 - H360
Precautionary statements	P201 - P280 - P301 + P312 + P330 - P302 + P352 + P312 - P304 + P340 + P312 - P308 + P313
Hazard Codes	T
Risk Statements	60-61-20/21/22-36/37/38
Safety Statements	53-26-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95%
Storage Temp.	−20°C
UNSPSC	12352106

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