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: 2024-11-09 19:38:33
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) |
Exclamation Mark Irritant GHS07 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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