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HomeProduct name list4-HYDROXYPHENYLRETINAMIDE

4-HYDROXYPHENYLRETINAMIDE

Synonym(s):HPR;Fenretinide;Fenretinide, 4HPR, N-(4-Hydroxyphenyl)-all- trans Retinamide;Haptoglobin-related protein;4-HPR

  • CAS NO.:65646-68-6
  • Empirical Formula: C26H33NO2
  • Molecular Weight: 391.55
  • MDL number: MFCD00792674
  • EINECS: 200-256-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
4-HYDROXYPHENYLRETINAMIDE Structural

What is 4-HYDROXYPHENYLRETINAMIDE?

Chemical properties

4-HYDROXYPHENYLRETINAMIDE is Yellow Powder

The Uses of 4-HYDROXYPHENYLRETINAMIDE

4-HYDROXYPHENYLRETINAMIDE is an effective agent for the chemoprevention and growth modulation of oncogene-induced prostate cancer in the mouse prostate reconstitution model system and may be effective for the chemoprevention of human prostate cancer

The Uses of 4-HYDROXYPHENYLRETINAMIDE

A synthetic analog of Vitamin A.

The Uses of 4-HYDROXYPHENYLRETINAMIDE

Retinoic acid receptor ligand

What are the applications of Application

4-Hydroxyphenylretinamide is an agonist displaying activity at retinoid receptors

Definition

ChEBI: A retinoid obtained by formal condensation of the carboxy group of all-trans retinoic acid and the anilino group of 4-hydroxyaniline. Synthetic retinoid agonist. Antiproliferative, antioxidant and anticancer agent with a long half-life in ivo. Apoptotic effects appear to be mediated by a mechanism distinct from that of 'classical' retinoids.

General Description

Retinoic acid p-hydroxyanilide is a synthetic analog of retinoid.

Biological Activity

Synthetic retinoid agonist. Antiproliferative, antioxidant and anticancer agent with a long half-life in vivo . Apoptotic effects appear to be mediated by a mechanism distinct from that of 'classical' retinoids.

Biochem/physiol Actions

Vitamin A acid analogue with antiproliferative activity; induces apoptosis in malignant hemopoietic cell lines.

storage

Store at -20°C

References

[1] roberto benelli, stefano monteghirfo, roberta venè, francesca tosettiand nicoletta ferrari.the chemopreventive retinoid 4hpr impairs prostate cancer cell migration and invasion by interfering with fak/akt/gsk3β pathway andβ-catenin stability. molecular cancer.2010, 9:142-154.
[2] anita l. sabichi, denver t. hendricks, mary a. bober, michael j. birrer. retinoic acid receptorβexpression and growthinhibition of gynecologic cancer cells by thesynthetic retinoidn-(4-hydroxyphenyl) retinamide. journal of the national cancer institute. 1998, 90(8): 597-605.
[3] shi-yong sun, ping yue, and reuben lotan. induction of apoptosis by n-(4-hydroxyphenyl)retinamide andits association with reactive oxygen species, nuclearretinoic acid receptors, and apoptosis-related genes in human prostate carcinoma cells.molecular pharmacology. 1999, 55:403–410.

Properties of 4-HYDROXYPHENYLRETINAMIDE

Melting point: 162-163°C
Boiling point: 597.6±42.0 °C(Predicted)
Density  1.081±0.06 g/cm3(Predicted)
storage temp.  -20°C
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Orange solid
pka 9.98±0.26(Predicted)
color  Yellow
λmax 362nm(MeOH)(lit.)
Merck  14,3998
Stability: Light Sensitive - Protect from Light Exposure
CAS DataBase Reference 65646-68-6(CAS DataBase Reference)

Safety information for 4-HYDROXYPHENYLRETINAMIDE

Signal word Danger
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H360:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for 4-HYDROXYPHENYLRETINAMIDE

InChIKey AKJHMTWEGVYYSE-FXILSDISSA-N

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