Size | Price | Stock | Qty |
---|---|---|---|
2g |
|
||
5g |
|
||
10g |
|
||
100g |
|
||
Other Sizes |
|
Purity: ≥98%
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.
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 |
|
||
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. |
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 (In Vitro) |
|
---|
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.
Calculation results
Working concentration: mg/mL;
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.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.