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H4166

Sigma-Aldrich

Hydroxyflutamide

≥98% (HPLC)

Szinonimák:

2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-propanamide, 2-Hydroxyflutamide, Hydroxyniphtholide, Sch 16423, a,a,a-Trifluoro-2-methyl-4′-nitro-m-lactotoluidide

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Összes fotó(1)

About This Item

Tapasztalati képlet (Hill-képlet):
C11H11F3N2O4
CAS-szám:
52806-53-8
Molekulatömeg:
292.21
MDL-szám:
MFCD00563126
UNSPSC kód:
51111800
PubChem Substance ID:
329815208
NACRES:
NA.77

Minőségi szint

100

Teszt

≥98% (HPLC)

form

powder

tárolási körülmény

desiccated

szín

white to tan

oldhatóság

DMSO: >10 mg/mL

kezdeményező

Schering Plough

tárolási hőmérséklet

room temp

SMILES string

CC(C)(O)C(=O)Nc1ccc(c(c1)C(F)(F)F)[N+]([O-])=O

InChI

1S/C11H11F3N2O4/c1-10(2,18)9(17)15-6-3-4-8(16(19)20)7(5-6)11(12,13)14/h3-5,18H,1-2H3,(H,15,17)

Nemzetközi kémiai azonosító kulcs

YPQLFJODEKMJEF-UHFFFAOYSA-N

Alkalmazás

Hydroxyflutamide has been used:
  • as an androgen receptor antagonist to study its effects on cardiomyocyte hypertrophy induced by dihydrtestosterone (DHT) in primary neonatal rat ventricular cardiomyocyte and rat cardio myoblast (H9c2) cells.
  • as an androgen receptor antagonist for the treatment of MDA-kb2 cells to check its effect on luciferase expression.
  • as an antagonist control in transcriptional activation assay.

Biokémiai/fiziológiai hatások

Hydroxflutamide is an AR antagonist. Androgen receptors (ARs) are nuclear hormone receptors/transcription factors. Hydroxyflutamide is an androgen antagonist with publications going back to 1981. It is one of a few gold standard AR antagonists; activities of new antagonists are measured against hydroxyflutamide.
Hydroxyflutamide plays a role in preventing the binding of 5α-dihydrotestosterone (DHT) and testosterone to the androgen receptors.

Tulajdonságok és előnyök

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Piktogramok

Exclamation mark
GHS07

Figyelmeztetés

Warning

Figyelmeztető mondatok

H315,H319,H335

Veszélyességi osztályok

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Célzott szervek

Respiratory system

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

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Bis(2-ethylhexyl) phthalate PESTANAL®, analytical standard

Supelco

36735

Bis(2-ethylhexyl) phthalate

Bisphenol A ≥99%

Supelco

239658

Bisphenol A

Benzyl butyl phthalate 98%

Sigma-Aldrich

308501

Benzyl butyl phthalate

Cycloheximide solution Ready-Made Solution, microbial, 100 mg/mL in DMSO, Suitable for cell culture

Sigma-Aldrich

C4859

Cycloheximide solution

Prenatal exposure to testosterone induces cardiac hypertrophy in adult female rats through enhanced Pkc delta expression in cardiac myocytes
Hou M, et al.
Journal of Molecular and Cellular Cardiology, 128, 1-10 (2019)
Brenda Bingham et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 36(7), 1433-1443 (2011-03-18)
The posterior bed nuclei of the stria terminalis (BST) are important neural substrate for relaying limbic influences to the paraventricular nucleus (PVN) of the hypothalamus to inhibit hypothalamic-pituitary-adrenal (HPA) axis responses to emotional stress. Androgen receptor-expressing cells within the posterior
Annu A Söderholm et al.
Journal of chemical information and modeling, 48(9), 1882-1890 (2008-08-21)
We have identified and profiled a set of androgen receptor (AR) binding compounds representing two nonsteroidal scaffolds from a public chemical database supplied by Asinex with virtual screening procedure incorporating our recently published 3D QSAR model of AR ligands. The
Renate Louw-du Toit et al.
Biochemical and biophysical research communications, 491(1), 140-146 (2017-07-18)
Progestins used in endocrine therapies bind to multiple steroid receptors and are associated with several side-effects. It is thus important to understand the relationship between steroid receptor cross-reactivity and the side-effect profile of progestins. In cell lines that express negligible
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Androgen receptor (AR) is reported to be expressed in human uterine endometrium, but not much information is available on the role of androgens in human endometrium. The purpose of this study is to investigate the role of androgens in the
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