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Documentos

F9397

Sigma-Aldrich

Flutamide

Sinónimos:

2-Methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

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About This Item

Fórmula empírica (notación de Hill):
C11H11F3N2O3
Número de CAS:
13311-84-7
Peso molecular:
276.21
EC Number:
236-341-9
MDL number:
MFCD00072009
UNSPSC Code:
51111800
PubChem Substance ID:
24278446
NACRES:
NA.77

originator

Schering Plough

SMILES string

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

InChI

1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)

InChI key

MKXKFYHWDHIYRV-UHFFFAOYSA-N

Gene Information

human ... AR(367)
mouse ... Ar(11835)
rat ... Ar(24208)

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Application

Flutamide has been used to effect of testosterone on Glial cell-derived neurotrophic factor (Gdnf) mRNA production in vitro. It has also been used to study the effects of flutamide on anogenital distance and nipple retention.

Biochem/physiol Actions

Flutamide is a non-steroidal anti-androgen drug. It consists of a nitroaromatic structure. Flutamide is a potent competitor of testosterone and dihydrotestosterone receptors. It is a potent hepatotoxin.

Features and Benefits

This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Repr. 2 - STOT RE 2

target_organs

Liver

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Bicalutamide British Pharmacopoeia (BP) Reference Standard

BP1115

Bicalutamide

Finasteride ≥98% (HPLC), powder

Sigma-Aldrich

F1293

Finasteride

VPC-13566 ≥98% (HPLC)

Sigma-Aldrich

SML1886

VPC-13566

Fulvestrant >98% (HPLC)

Sigma-Aldrich

I4409

Fulvestrant

Acetato de abiraterona ≥98% (HPLC)

Sigma-Aldrich

SML1527

Acetato de abiraterona

Bicalutamide Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1678

Bicalutamide

Shuchen Gu et al.
Cellular signalling, 25(1), 66-73 (2013-01-15)
Actin cytoskeleton reorganization initiated by testosterone conjugates through activation of membrane androgen receptors (mAR) has recently been reported in colon tumor cells. This mAR-induced actin reorganization was recognized as a critical initial event, controlling apoptosis and inhibiting cell migration. The
N A Spry et al.
Prostate cancer and prostatic diseases, 16(1), 67-72 (2012-08-22)
To examine changes to whole body and regional lean mass (LM) and fat mass (FM) over 33 months of intermittent androgen suppression therapy (IAST). Phase II cohort study of 72 prostate cancer patients without metastatic bone disease. Patients received flutamide
Combined exposure to anti-androgens exacerbates disruption of sexual differentiation in the rat
Hass U, et al.
Environmental Health Perspectives, 115(Suppl 1), 122-128 (2007)
Flutamide-induced hepatotoxicity: ethical and scientific issues
Giorgetti R, et al.
European Review for Medical and Pharmacological Sciences, 21(1 Suppl), 69-77 (2017)
Palakkil Mavilavalappil Sandeep et al.
Metabolic syndrome and related disorders, 13(6), 248-254 (2015-04-29)
Polycystic ovary syndrome (PCOS) is a major hyperandrogenic disorder. Many drugs prescribed specifically to treat PCOS have side effects; however, previous studies suggest that natural therapeutics including botanicals may be less invasive and equally effective for the management of PCOS.
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