4-HYDROXYPHENYLRETINAMIDE
4-HYDROXYPHENYLRETINAMIDE Basic information
- Product Name:
- 4-HYDROXYPHENYLRETINAMIDE
- Synonyms:
-
- 4-HYDROXYPHENYLRETINAMIDE
- 4HPR
- FENRETINIDE
- 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
- Fenretinimide
- Fenretinide(4-HPR)
- CAS:
- 65646-68-6
- MF:
- C26H33NO2
- MW:
- 391.55
- EINECS:
- 200-256-5
- Product Categories:
-
- Intracellular receptor
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Retinoids
- Drug Analogues
- Inhibitors
- Mol File:
- 65646-68-6.mol
4-HYDROXYPHENYLRETINAMIDE Chemical Properties
- 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
- InChIKey
- AKJHMTWEGVYYSE-FXILSDISSA-N
- CAS DataBase Reference
- 65646-68-6(CAS DataBase Reference)
Safety Information
- Hazard Codes
- T
- Risk Statements
- 60-61-20/21/22-36/37/38
- Safety Statements
- 53-26-36/37/39-45-52
- WGK Germany
- 3
- RTECS
- VH6420000
- HS Code
- 2924297099
MSDS
- Language:English Provider:SigmaAldrich
4-HYDROXYPHENYLRETINAMIDE Usage And Synthesis
Chemical Properties
4-HYDROXYPHENYLRETINAMIDE is Yellow Powder
Uses
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
Uses
A synthetic analog of Vitamin A.
Uses
Retinoic acid receptor ligand
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.
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4-HYDROXYPHENYLRETINAMIDE(65646-68-6)Related Product Information
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- 4-HYDROXYPHENYLRETINAMIDE--N
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- N-(4-PIVALOYLOXYPHENYL)RETINAMIDE
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