Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

H7779

Sigma-Aldrich

Retinoic acid p-hydroxyanilide

≥95%

Synonyme(s) :

4-HPR, Fenretinide, N-(4-Hydroxyphenyl)retinamide

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme

Sélectionner une taille de conditionnement

5 MG
176,00 €

176,00 €


Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.

Devis pour commande en gros

Sélectionner une taille de conditionnement

Changer de vue
5 MG
176,00 €

About This Item

Formule empirique (notation de Hill) :
C26H33NO2
Numéro CAS:
Poids moléculaire :
391.55
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.77

176,00 €


Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.

Devis pour commande en gros

Source biologique

synthetic (organic)

Essai

≥95%

Forme

powder

Couleur

yellow to yellow-orange

Température de stockage

−20°C

Chaîne SMILES 

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(=O)Nc2ccc(O)cc2)C(C)(C)CCC1

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+

Clé InChI

AKJHMTWEGVYYSE-FXILSDISSA-N

Description générale

Retinoic acid p-hydroxyanilide is a synthetic analog of retinoid.[1]

Application

Retinoic acid p-hydroxyanilide has been used:
  • as a synthetic retinoid to induce apoptosis in SEB-1 sebocytes[1]
  • as a medium supplement for C2C12 myoblasts to test its effect on ceramide formation[2]
  • to test in cytotoxicity in T-cell acute lymphoblastic leukemia (T-ALL)[3]

Actions biochimiques/physiologiques

Retinoic acid p-hydroxyanilide, also called fenretinide, increases reactive oxygen species, activates caspases and induces apoptosis.[1] It also inhibits dihydroceramide desaturase, leading to a decrease in ceramide biosynthesis.[2] Fenretinide may elicit anticancer activity in cultured human breast cancer cells.[2] It acts as an insulin antagonist and may be useful in treating insulin resistance.[2] Fenretinide or 4-HPR has chemotherapeutic potential and is cytotoxic to retinoic acid-resistant cancers.[3]
Vitamin A acid analogue with antiproliferative activity; induces apoptosis in malignant hemopoietic cell lines.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Claude Lachance et al.
Infection and immunity, 82(5), 1778-1785 (2014-02-20)
Streptococcus suis is an important swine pathogen and an emergent zoonotic pathogen. Excessive inflammation caused by S. suis is responsible for early high mortality in septic shock-like syndrome cases. Polyunsaturated fatty acids (PUFAs) may contribute to regulating inflammatory processes. This
Chunxiao Wang et al.
Biochemical and biophysical research communications, 493(4), 1555-1559 (2017-10-11)
In the absence of approved therapeutics, Zika virus (ZIKV)'s recent prolific outbreaks in the Americas, together with impacts on unborn fetuses of infected mothers, make it a pressing human health concern worldwide. Although a key player in viral replication in
Hui Zhang et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(14), 5606-5611 (2013-03-21)
Leukemia stem cells (LSCs) play important roles in leukemia initiation, progression, and relapse, and thus represent a critical target for therapeutic intervention. However, relatively few agents have been shown to target LSCs, slowing progress in the treatment of acute myelogenous
Matthew J Watt et al.
Endocrine reviews, 40(5), 1367-1393 (2019-05-18)
The liver is a dynamic organ that plays critical roles in many physiological processes, including the regulation of systemic glucose and lipid metabolism. Dysfunctional hepatic lipid metabolism is a cause of nonalcoholic fatty liver disease (NAFLD), the most common chronic
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

Questions

1–3 of 3 Questions  
  1. In what solvents can product H7779, Retinoic acid p-hydroxyanilide, be dissolved?

    1 answer
    1. Product H7779, Retinoic acid p-hydroxyanilide, can be dissolved in DMSO (25 mg/ml) and ethanol (25 mg/ml).

      Helpful?

  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  3. How can one store a solution of product H7779, Retinoic acid p-hydroxyanilide?

    1 answer
    1. A solution of product H7779, Retinoic acid p-hydroxyanilide, can be aliquoted and stored at -20°C for up to 3 months. Solutions should be protect from light.

      Helpful?

Reviews

No rating value

Active Filters

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique