Flutamide (SCH 13521)

Alias: SCH-13521; SCH13521; SCH 13521; trade names: Flucinom; Flugerel; Niftolid; Flutan; Oncosal; Profamid; Prostacur; Flutaplex; Fugerel; Grisetin; Eulexin; Apimid; Chimax; Drogenil; Euflex; Eulexine; Flucinome; Fluken; Flulem; Flutabene; Flutacan; FlutaGry; Flutamex; Flutamin; Prostadirex; Prostica; Prostogenat; Tafenil; Tecnoflut; Testotard. FLUT.
Cat No.:V1764 Purity: ≥98%
Flutamide (also known as SCH13521; SCH-13521; trade names: Flucinom; Flugerel; Niftolid;Flutan;Oncosal etc.
Flutamide (SCH 13521) Chemical Structure CAS No.: 13311-84-7
Product category: Androgen Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
2g
5g
10g
100g
Other Sizes

Other Forms of Flutamide (SCH 13521):

  • Flutamide-d7
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Flutamide (also known as SCH13521; SCH-13521; trade names: Flucinom; Flugerel; Niftolid; Flutan; Oncosal etc.), a toluidine derivative, is a potent non-steroidal antiandrogen drug (AR antagonist) with potential anticancer activity. It is mainly used for the treatment of prostate cancer. Flutamide can be transformed into an active metablolite that binds to androgen receptor with a Ki value of 55 nM. Flutamideis a toluidine derivative and nonsteroidal antiandrogen that is structurally related to bicalutamide and nilutamide. Flutamide and the more active metabolite 2-hydroxyflutamide competitively block dihydrotestosterone binding at androgen receptors, forming inactive complexes which cannot translocate into the cell nucleus.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Flutamide-OH is the active metabolite of flutamide. Rat anterior pituitary androgen receptor (Ki=55 nM) is directly bonded to both of them[1]. Flutamide solely exhibits antiandrogenic effects rather than androgenic effects when it comes to the growth of an androgen-sensitive clone of mouse mammary cancer Shionogi SC -l 15 cells in culture[2]. When used with leuprolide, flutamide treats prostate cancer[3]. PC3 and LNCap are both susceptible to the cytotoxic effects of flutamide (IC50s of 20 μM and 12 μM, respectively). In PC3 and LNCap cells, flutamide (10 μM, 5 μM; 48 h) causes apoptosis and inhibits cell migration and colonization[4]. Moreover, flutamide inhibits the expression of the genes involved in the EMT pathway and KLK2 in cells[4].
ln Vivo
Rat ventral prostate weight decreases significantly with flutamide, from 319 mg to 245 mg. When flutamide and an LHRH agonist are combined, there is an additive effect that results in a reduction in prostatic ODC activity and a drop in prostate weight to 101 mg[5]. In heat-stressed mice, flutamide (12.5–50 mg/kg; sc; once daily for three days) reduces the symptoms of heat stroke[6].
Animal Protocol
Dissolved in 1% gelatin-9% NaCl; 5 mg/kg; s.c. injection
Male rat
References
[1]. Simard J, et al. Characteristics of interaction of the antiandrogen flutamide with the androgen receptor in various target tissues. Mol Cell Endocrinol. 1986 Mar;44(3):261-70.
[2]. Luthy IA, et al. Androgenic activity of synthetic progestins and spironolactone in androgen-sensitive mouse mammary carcinoma (Shionogi) cells in culture. J Steroid Biochem. 1988 Nov;31(5):845-52.
[3]. Crawford ED, et al. A controlled trial of leuprolide with and without flutamide in prostatic carcinoma. N Engl J Med. 1989 Aug 17;321(7):419-24.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H11F3N2O3
Molecular Weight
276.21
CAS #
13311-84-7
SMILES
CC(C)C(NC1=CC=C([N+]([O-])=O)C(C(F)(F)F)=C1)=O
InChi Key
MKXKFYHWDHIYRV-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
N-(4-nitro-3-(trifluoromethyl)phenyl)isobutyramide
Synonyms
SCH-13521; SCH13521; SCH 13521; trade names: Flucinom; Flugerel; Niftolid; Flutan; Oncosal; Profamid; Prostacur; Flutaplex; Fugerel; Grisetin; Eulexin; Apimid; Chimax; Drogenil; Euflex; Eulexine; Flucinome; Fluken; Flulem; Flutabene; Flutacan; FlutaGry; Flutamex; Flutamin; Prostadirex; Prostica; Prostogenat; Tafenil; Tecnoflut; Testotard. FLUT.
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 55 mg/mL (199.1 mM)
Water:<1 mg/mL
Ethanol:55 mg/mL (199.1 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6204 mL 18.1022 mL 36.2043 mL
5 mM 0.7241 mL 3.6204 mL 7.2409 mL
10 mM 0.3620 mL 1.8102 mL 3.6204 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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