Fenretinide

Fenretinide - Names and Identifiers

Name	Fenretinide
Synonyms	4HPR FENRETINIDE Fenretinide Fenretinimide Fenretinide(4-HPR) 4-HYDROXYPHENYLRETINAMIDE p-Hydroxyphenylretinamide 4-HPR, Fenretinide, N-(4-Hydroxyphenyl)retinamide (2E,4E,6E,8E)-N-(4-Hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenamide
CAS	65646-68-6
EINECS	200-256-5
InChIKey	AKJHMTWEGVYYSE-FXILSDISSA-N

Fenretinide - Physico-chemical Properties

Molecular Formula	C26H33NO2
Molar Mass	391.55
Density	1.081±0.06 g/cm3(Predicted)
Melting Point	162-163°C
Boling Point	597.6±42.0 °C(Predicted)
Solubility	Soluble in DMSO (25 mg/ml), ethanol (25 mg/ml)), chloroform, and acetone (easily soluble
Appearance	Orange solid
Color	Yellow
Maximum wavelength(λmax)	362nm(MeOH)(lit.)
Merck	14,3998
pKa	9.98±0.26(Predicted)
Storage Condition	-20°C
Stability	Light Sensitive - Protect from Light Exposure
Sensitive	Sensitive to heat and air
MDL	MFCD00792674
Use	An agonist displaying activity at retinoid receptors
In vitro study	Fenretinide (4-HPR) exerts not just acute but also long term antitumor activity in selected T-ALL cell lines. Fenretinide inhibits DES activity in CCRF-CEM leukemia cells in a dose and time dependent manner, leading to a concomitant increase of the endogenous cellular dhCer content. Fenretinide (3 μM)-induced dhCer accumulation in both CCRF-CEM and Jurkat cells. Ceramide inhibition with fenretinide protects insulin signaling. Fenretinide prevents lipid-induced reductions in insulin-stimulated glucose uptake. Fenretinide inhibits OVCAR-5 cell proliferation and viability at concentrations higher than 1 microM, with 70-90% growth inhibition at 10 microM. Fenretinide (1 microM) significantly inhibits OVCAR-5 invasion after 3 days preincubation. Endothelial cells treated with 1 microM 4-HPR fails to form tubes, but forms small cellular aggregates.
In vivo study	Fenretinide (4-HPR) (10 mg/kg, i.p.) selectively inhibits ceramide accumulation HFD-fed male C57Bl/6 mice. Fenretinide treatment improves glucose tolerance and insulin sensitivity as determined by both glucose and insulin tolerance tests. Addition of 25 mg/kg ketoconazole to Fenretinide in NOD/SCID mice increased 4-HPR plasma levels.

Fenretinide - Risk and Safety

Hazard Symbols	T - Toxic
Risk Codes	R60 - May impair fertility R61 - May cause harm to the unborn child R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S53 - Avoid exposure - obtain special instructions before use. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S52 - Not recommended for interior use on large surface areas.
WGK Germany	3
RTECS	VH6420000

Fenretinide - Introduction

Fenretinide (4-HPR) is a synthetic retinoic acid derivative that can bind to retinoic acid receptor (RAR).

Last Update：2022-10-16 17:41:45

Fenretinide - Reference Information

biological activity	Fenretinide (4-HPR) is a synthetic retinoid derivative that can bind to retinoic acid receptor (RAR) to induce cell death.
in vitro study	Fenretinide (4-HPR) results not just acute but also long term antitumor activity in selected T-ALL cell lines. Fenretinide inhibits DES activity in CCRF-CEM leukemia cells in a dose and time dependent manner, leading to a concomitant increase of the endogenous cellular dhCer content. Fenretinide (3 μM)-induced dhCer accumulation in both CCRF-CEM and Jurkat cells. Ceramide inhibition with fenretinide protects insulin signaling. Fenretinide prevents lipid-induced reductions in insulin-stimulated glucose uptake. Fenretinide inhibits OVCAR-5 cell proliferation and viability at concentrations higher than 1 microM, with 70-90% growth inhibition at 10 microM. Fenretinide (1 microM) significantly inhibits OVCAR-5 invasion after 3 days preincubation. Endothelial cells treated with 1 microM 4-HPR fail to form tubes, but forms small cellular aggregates.
in vivo study	Fenretinide (4-HPR) (10 mg/kg, I. p.) selectively inhibits ceramide accumulation HFD-fed male C57Bl/6 mice. Fenretinide treatment improves glucose tolerance and insulin sensitivity as determined by both glucose and insulin tolerance tests. Addition of 25 mg/kg ketoconazole to Fenretinide in NOD/SCID mice increased 4-HPR plasma levels.

Last Update：2024-04-09 02:00:02

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Fenretinide

Fenretinide

CAS: 65646-68-6

Molecular Formula: C26H33NO2

Fenretinide - Names and Identifiers

Fenretinide - Physico-chemical Properties

Fenretinide - Risk and Safety

Fenretinide - Introduction

Fenretinide - Reference Information

Supplier List

Fenretinide Request for Quotation

Fenretinide

CAS: 65646-68-6

Molecular Formula: C26H33NO2

Fenretinide - Names and Identifiers

Fenretinide - Physico-chemical Properties

Fenretinide - Risk and Safety

Fenretinide - Introduction

Fenretinide - Reference Information

Supplier List

Fenretinide