H7779
Retinoic acid p-hydroxyanilide
≥95%
동의어(들):
4-HPR, Fenretinide, N-(4-Hydroxyphenyl)retinamide
조직 및 계약 가격을 보려면 로그인를 클릭합니다.
크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C26H33NO2
CAS 번호:
Molecular Weight:
391.55
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
InChI
1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
SMILES string
CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(=O)Nc2ccc(O)cc2)C(C)(C)CCC1
InChI key
AKJHMTWEGVYYSE-FXILSDISSA-N
biological source
synthetic (organic)
assay
≥95%
form
powder
color
yellow to yellow-orange
storage temp.
−20°C
Quality Level
General description
Retinoic acid p-hydroxyanilide is a synthetic analog of retinoid.
Application
Retinoic acid p-hydroxyanilide has been used:
- as a synthetic retinoid to induce apoptosis in SEB-1 sebocytes
- as a medium supplement for C2C12 myoblasts to test its effect on ceramide formation
- to test in cytotoxicity in T-cell acute lymphoblastic leukemia (T-ALL)
Biochem/physiol Actions
Retinoic acid p-hydroxyanilide, also called fenretinide, increases reactive oxygen species, activates caspases and induces apoptosis. It also inhibits dihydroceramide desaturase, leading to a decrease in ceramide biosynthesis. Fenretinide may elicit anticancer activity in cultured human breast cancer cells. It acts as an insulin antagonist and may be useful in treating insulin resistance. Fenretinide or 4-HPR has chemotherapeutic potential and is cytotoxic to retinoic acid-resistant cancers.
Vitamin A acid analogue with antiproliferative activity; induces apoptosis in malignant hemopoietic cell lines.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
저장 등급
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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C Marth et al.
Journal of the National Cancer Institute, 75(5), 871-875 (1985-11-01)
The synthetic retinoid 4-hydroxyphenylretinamide (HPR) showed antiproliferative effect on cultured human breast cancer cells, which were sensitive to retinoic acid (RA) too. Investigation of the cell cycle by flow cytophotometry showed a significant increase of cells in the S-phase of
Matthew J Watt et al.
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