Description In vitro In vivo
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Apalutamide

Description In vitro In vivo
Product Name
Apalutamide
CAS No.
956104-40-8
Chemical Name
Apalutamide
Synonyms
Apalutamide;4-[7-[6-Cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-N-methylbenzamide;4-(7-(6-cyano-5-(trifluoroMethyl)pyridin-3-yl)-8-oxo-6-thioxo-5,7-diazaspirooctan-5-yl)-2-fluoro-N-MethylbenzaMide;ARN509, Apalutamide;Apalutamide (ARN-509);Copanlisib Dihydrochloride;Benzamide, 4-[7-[6-cyano-5-(trifluoromethyl)-3-pyridinyl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]-2-fluoro-N-methyl-;4-[7-[6-Cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-N-methylbenzamide ARN-509;ARN;AR509
CBNumber
CB92593622
Molecular Formula
C21H15F4N5O2S
Formula Weight
477.43
MOL File
956104-40-8.mol
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Apalutamide Property

Density 
1.59±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
≥23.85 mg/mL in DMSO; insoluble in H2O; ≥7.33 mg/mL in EtOH
form 
solid
pka
13.83±0.46(Predicted)
color 
White to off-white
InChI
InChI=1S/C21H15F4N5O2S/c1-27-17(31)13-4-3-11(8-15(13)22)30-19(33)29(18(32)20(30)5-2-6-20)12-7-14(21(23,24)25)16(9-26)28-10-12/h3-4,7-8,10H,2,5-6H2,1H3,(H,27,31)
InChIKey
HJBWBFZLDZWPHF-UHFFFAOYSA-N
SMILES
C(NC)(=O)C1=CC=C(N2C(=S)N(C3=CC(C(F)(F)F)=C(C#N)N=C3)C(=O)C32CCC3)C=C1F
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
17132
Product name
ARN-509
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
17132
Product name
ARN-509
Purity
≥98%
Packaging
5mg
Price
$193
Updated
2024/03/01
Cayman Chemical
Product number
17132
Product name
ARN-509
Purity
≥98%
Packaging
10mg
Price
$321
Updated
2024/03/01
TRC
Product number
A726120
Product name
Apalutamide
Packaging
25mg
Price
$100
Updated
2021/12/16
ApexBio Technology
Product number
A8364
Product name
ARN-509
Packaging
10mM(in 1mL DMSO)
Price
$105
Updated
2021/12/16
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Apalutamide Chemical Properties,Usage,Production

Description

ARN-509 is a selective and competitive androgen receptor inhibitor with IC50 of 16 nM in a cell-free assay, useful for prostate cancer treatment. Phase 3.

In vitro

ARN-509 (< 10 μM) inhibits androgen-mediated induction or repression of mRNA expression levels for 13 endogenous genes including PSA and TMPRSS2 in the LNCaP/AR prostate cancer cell line. ARN-509 (< 10 μM) inhibits the proliferative effect of R1881 (30 pM) in the LNCaP/AR prostate cancer cell line. ARN-509 (10 μM) impairs AR nuclear localization and thus reduces the concentration of AR available to bind androgen response elements (ARE) in LNCaP cells expressing AR-EYFP. ARN-509 (10 μM) is able to effectively compete with R1881 (1 nM) and prevent AR from binding to promoter regions. ARN-509 inhibits R1881-induced VP16-AR–mediated transcription with IC50 of 0.2 μM in Hep-G2 cells expressing a VP16-AR fusion protein and an ARE-driven luciferase reporter.

In vivo

ARN-509 (10 mg/kg/d, oral) inhibits tumor growth with decreased proliferative index and increased apoptotic rate in castrate male immunodeficient mice harboring LNCaP/AR-luc xenograft tumors. ARN-509 dose dependently inhibits tumor growth with highest efficacy at dose of 30 mg/kg/day in castrate male immunodeficient mice harboring LNCaP/AR-luc xenograft tumors. ARN-509 dosed at 10 mg/kg/d for 28 days results in a 3-fold reduction in prostates weight associated with lacking glandular secretory activity and 1.7-fold reduction in epididymis weight in adult male dogs. ARN-509 (10 mg/kg/d, oral) inhibits cell proliferation of prostate tissues in adult male dogs. ARN-509 is safe and well tolerated in 24 patients with metastatic CRPC who has progressed on prior treatments and peak plasma concentrations occurred 2 to 3 hours after administration. ARN-509 results in durable PSA declines at doses ranging from 30 to 300 mg in patients with metastatic CRPC. ARN-509 shows powerful anti-cancer activity and induces durable remissions long after therapy completion in castrate resistant prostate cancer mouse models.

Uses

Apalutamide is a second-generation antiandrogen used in the treatment of prostate cancer. It is a potent antagonist of androgen receptor with IC50 value of 16 nM. Binds androgen receptors, thereby inhibiting nuclear translocation, DNA binding and transcriptional activation. ARN-509 has therapeutic applications in non-metastatic, castration-resistant prostate cancer.

Pharmaceutical Applications

Apalutamide, also known as ARN-509, is used to treat certain types of castration-resistant prostate cancer or prostate cancer that has not spread to other parts of the body, but has not been helped by other medical treatments. Apalutamide is in a class of medications called androgen receptor inhibitors. It works by blocking the effects of androgen to stop the growth and spread of cancer cells.
On September 17, 2019, the Food and Drug Administration approved apalutamide (ERLEADA, Janssen Biotech, Inc) for patients with metastatic castration-sensitive prostate cancer (mCSPC). Apalutamide was initially approved in 2018 for patients with non-metastatic castration-resistant prostate cancer.

Mechanism of action

Apalutamide, also known as ARN-509 and JNJ-56021927 , is an androgen receptor antagonist with potential antineoplastic activity. ARN-509 binds to AR in target tissues thereby preventing androgen-induced receptor activation and facilitating the formation of inactive complexes that cannot be translocated to the nucleus. This prevents binding to and transcription of AR-responsive genes. This ultimately inhibits the expression of genes that regulate prostate cancer cell proliferation and may lead to an inhibition of cell growth in AR-expressing tumor cells.

target

Androgen Receptor

Apalutamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Apalutamide Suppliers

Cangzhou Kangrui Medical Technology Co., LTD
Tel
18632776803
Email
355803330@qq.com
Country
China
ProdList
554
Advantage
58
ChemFuture PharmaTech (Jiangsu) Ltd
Tel
5108538618
Fax
86 510 85386988-8017
Email
suger.wang@chemfuture.com
Country
China
ProdList
832
Advantage
65
Changzhou Yongfeng Biomedicine Co. Ltd.
Tel
15006117673
Fax
2973592490@.com
Email
2973592490@qq.com
Country
China
ProdList
298
Advantage
58
Hangzhou Xinbaisi Biomedical Co., Ltd.
Tel
13325818654
Fax
057188737015
Email
sales@synbestech.com
Country
China
ProdList
240
Advantage
58
Sichuan Qingmu Pharmaceutical Co., Ltd.
Tel
028-87827187 13419034739
Email
sales@eastonpharma.cn
Country
China
ProdList
63
Advantage
60
Junyu Chemexpress Co., Ltd.
Tel
0731-88036271 13723890100
Fax
0731-88036271
Email
info@csjyyy.com
Country
China
ProdList
47
Advantage
58
Shanghai Youna Biopharmaceutical Co., Ltd
Tel
18164002430
Email
511710754@qq.com
Country
China
ProdList
228
Advantage
58
Zhengzhou Runkai Pharmaceutical Technology Co., Ltd
Tel
19137044811; 19137644811
Email
shisx1211@163.com
Country
China
ProdList
503
Advantage
58
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Fax
0317-5106596
Email
sale@enkepharma.com
Country
China
ProdList
1898
Advantage
55
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
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View Lastest Price from Apalutamide manufacturers

Sinoway Industrial co., ltd.
Product
Apalutamide 956104-40-8
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
0.99
Supply Ability
20 tons
Release date
2023-05-11
Sinoway Industrial co., ltd.
Product
Apalutamide 956104-40-8
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
0.99
Supply Ability
20 tons
Release date
2023-05-11
Dorne Chemical Technology co. LTD
Product
ARN-509 956104-40-8
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2024-03-26

956104-40-8, ApalutamideRelated Search:


  • ARN-509
  • 4-(7-(6-cyano-5-(trifluoroMethyl)pyridin-3-yl)-8-oxo-6-thioxo-5,7-diazaspirooctan-5-yl)-2-fluoro-N-MethylbenzaMide
  • AR509
  • Benzamide, 4-[7-[6-cyano-5-(trifluoromethyl)-3-pyridinyl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]-2-fluoro-N-methyl-
  • 4-[7-[6-Cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-N-methylbenzamide ARN-509
  • AR509 100G
  • 4-[7-[6-Cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-N-methylbenzamide
  • ARV-509
  • ARN509, Apalutamide
  • Copanlisib Dihydrochloride
  • ARN-509;ARN 509; ARN509
  • 4-(7-(4-Cyano-3-(trifluoromethyl)phenyl)-8-hydroxy-6-thioxo-5,7-diazaspiro[3.4]octan-5-yl)-2-f
  • AR509/AR-509
  • Apalutamide (ARN-509)
  • ARN
  • ARN 509; ARN-509
  • CS-591
  • 4-{7-[6-cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-sulfanylidene-5,7-diazaspiro[3.4]octan-5-yl}-2-fluoro-N-methylbenzamide
  • ARN-509 USP/EP/BP
  • Apalumide
  • Apalutamide JNJ-56021927 ARN-509
  • Apatamide
  • Apalutamide
  • JNJ 56021927
  • JNJ56021927
  • JNJ-56021927
  • 956104-40-8
  • 956140-40-8
  • C22H18F4N4O2S
  • C21H15F4N5O2S
  • Inhibitors
  • LG
  • API