4-HYDROXYPHENYLRETINAMIDE Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

4-HYDROXYPHENYLRETINAMIDE Chemical Properties,Usage,Production

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.