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EntityQ5443576· pop 8· linked from 89 articles

fenretinide

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Also known as 4-HPR, 4-hydroxy(phenyl)retinamide, N-(4-Hydroxyphenyl)All-Trans Retinamide, N-(4-Hydroxyphenyl)retinamide, all-trans-4'-Hydroxyretinanilide

Fenretinide (INN; also known as '''N-(4-hydroxyphenyl)retinamide and 4-HPR''') is a synthetic retinoid derivative. Retinoids are substances related to vitamin A. It has been investigated for potential use in the treatment of cancer, as well as in the treatment of cystic fibrosis, rheumatoid arthritis, acne, psoriasis, and has been found to also slow the production and accumulation of a toxin that leads to vision loss in Stargardt's patients.

In the Vinony graph

Vinony's link graph records 89 inbound references to fenretinide, and connects out to cancer, digital object identifier and chemical formula.

It sits within the topics 4-Hydroxyphenyl compounds, Anilides and Chembox image size set.

Vinony links it to 7 Wikipedia language editions.

Research

1,048 papers

via PubMed

Wikidata facts

Mass
391.251
Show 5 more facts
chemical formula
C₂₆H₃₃NO₂
canonical SMILES
CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)NC2=CC=C(C=C2)O)C)C
isomeric SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)NC2=CC=C(C=C2)O)/C)/C
World Health Organisation international non-proprietary name
fenretinide
Commons category
Fenretinide
Sources (3)

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~2 min read

Encyclopedic overview

2 sections
Contents
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Fenretinide (INN; also known as '''N-(4-hydroxyphenyl)retinamide and 4-HPR''') is a synthetic retinoid derivative. Retinoids are substances related to vitamin A. It has been investigated for potential use in the treatment of cancer, as well as in the treatment of cystic fibrosis, rheumatoid arthritis, acne, psoriasis, and has been found to also slow the production and accumulation of a toxin that leads to vision loss in Stargardt's patients.

In cancer studies, Fenretinide treatment may cause ceramide (a wax-like substance) to build up in tumor cells and is associated with the accumulation of reactive oxygen species (ROS), resulting in cell death through apoptosis and/or necrosis. Fenretinide accumulates preferentially in fatty tissue such as the breast, which may contribute to the effectiveness of fenretinide against breast cancer. Phase III clinical trial data has suggested that fenretinide reduces breast cancer relapse in pre-menopausal women. Common side effects associated with fenretinide treatment include skin dryness and night-blindness, which is reversible upon cessation of treatment. Specific types of cancer under investigation include or have included ovarian, prostate, cervical, lung, renal, bladder, breast, glioma, skin, head and neck carcinoma, non-Hodgkin's lymphoma, neuroblastoma, and Ewing's sarcoma.

Excerpted from Wikipedia’s “fenretinide” article, available under the CC BY-SA 4.0 licence.

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