Direkt zum Inhalt
Merck

H7779

Sigma-Aldrich

Retinoic acid p-hydroxyanilide

≥95%

Synonym(e):

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

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise

Größe auswählen

5 MG
CHF 191.00

CHF 191.00


Check Cart for Availability

Bulk-Bestellung anfordern

Größe auswählen

Ansicht ändern
5 MG
CHF 191.00

About This Item

Empirische Formel (Hill-System):
C26H33NO2
CAS-Nummer:
Molekulargewicht:
391.55
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.77

CHF 191.00


Check Cart for Availability

Bulk-Bestellung anfordern

Biologische Quelle

synthetic (organic)

Assay

≥95%

Form

powder

Farbe

yellow to yellow-orange

Lagertemp.

−20°C

SMILES String

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+

InChIKey

AKJHMTWEGVYYSE-FXILSDISSA-N

Allgemeine Beschreibung

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

Anwendung

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]

Biochem./physiol. Wirkung

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.

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number

Die passende Version wird nicht angezeigt?

Wenn Sie eine bestimmte Version benötigen, können Sie anhand der Lot- oder Chargennummer nach einem spezifischen Zertifikat suchen.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Kunden haben sich ebenfalls angesehen

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

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.