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Abiraterone acetate

Abiraterone acetate
Abiraterone acetate structure
CAS No.
154229-18-2
Chemical Name:
Abiraterone acetate
Synonyms
ZYTIGA;CS-212;CB 7630;formerly CB-7598;Abirteroneacetate;ABITATERONE ACETATE;Abiraterone Acetate;Abiraterone Acotate;Abiraterone Acetate >Abiraterone Impurity 81
CBNumber:
CB81396153
Molecular Formula:
C26H33NO2
Formula Weight:
391.55
MOL File:
154229-18-2.mol

Abiraterone acetate Properties

Melting point:
127-130°C
Boiling point:
506.7±50.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
-20°C
pka
5.31±0.12(Predicted)
form 
powder
color 
white to beige
FDA UNII
EM5OCB9YJ6
NCI Dictionary of Cancer Terms
abiraterone acetate; Zytiga
NCI Drug Dictionary
abiraterone acetate
Proposition 65 List
Abiraterone acetate
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360-H372
Precautionary statements  P201-P260-P280-P308+P313
WGK Germany  3
RTECS  BV7992100
HS Code  2937290000

Abiraterone acetate price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1527 Abiraterone acetate ≥98% (HPLC) 154229-18-2 25mg $455 2021-12-16 Buy
Sigma-Aldrich PHR2410 Abiraterone Acetate Pharmaceutical Secondary Standard; Certified Reference Material 154229-18-2 500MG $399 2021-12-16 Buy
Sigma-Aldrich 1000818 Abiraterone acetate United States Pharmacopeia (USP) Reference Standard 154229-18-2 200mg $1450 2021-12-16 Buy
TCI Chemical A2891 Abiraterone Acetate >98.0%(HPLC)(T) 154229-18-2 200mg $229 2021-12-16 Buy
TCI Chemical A2891 Abiraterone Acetate >98.0%(HPLC)(T) 154229-18-2 1g $684 2021-12-16 Buy

Abiraterone acetate Chemical Properties,Uses,Production

Description

In April 2011, the United States FDA approved abiraterone acetate (CB7630) in combination with the steroid prednisone for the treatment of metastatic castration-resistant prostate cancer (mCRPC) for patients who were previously treated with a docetaxel containing regimen for late-stage disease. Abiraterone acetate affects prostate, testicular, and adrenal androgens by irreversibly inhibiting both the lyase and hydroxylase activity of cytochrome P450 17A (CYP17) signaling pathways (IC50's of 2.9 and 4 nM, respectively) thereby decreasing testosterone levels.Most common serious adverse events for abiraterone acetate versus placebo included fluid retention (30.5% vs. 22.3%), hypokalemia (17.1% vs. 8.4%), hypertension (9.7% vs. 7.9%), hepatic transaminase abnormalities (10.4% vs. 8.1%), and cardiac abnormalities (13.3% vs. 10.4%).

Chemical Properties

Off-White Solid

Originator

Institute of Cancer Research, London (United Kingdom)

Uses

Abiraterone acetate was approved by the U.S. Food and Drug Administration (FDA) in April 2011 for the treatment of castrationresistant prostate cancer. The drug, marketed under the trade name Zytiga, was originally discovered by researchers at the Cancer Research UK Centre for Cancer Therapeutics in 1990, developed by Cougar Biotechnology, and ultimately commercialized by Johnson & Johnson after its acquisition of Cougar in 2009. Abiraterone acetate inhibits CYP17A1—an enzyme expressed in testicular, adrenal, and prostatic tumor tissues—which has been implied in the production of testosterone and the proliferation of such tumor cell lines.

Uses

Abiraterone acetate is a novel steroidal inhibitor of human Cytochrome P450 (17α-Hydroxylase-C17,20-lyase): potential agent for the treatment of prostatic cancer.

Uses

A novel steroidal inhibitor of human Cytochrome P450(17a-Hydroxylase-C17,20-lyase): potential agent for the treatment of prostatic cancer.

Definition

ChEBI: A sterol ester obtained by formal condensation of the 3-hydroxy group of abiraterone with the carboxy group of acetic acid. A prodrug that is converted in vivo to abiraterone. Used for treatment of metastatic castrate-resistant prostate cance .

brand name

Zytiga

Biochem/physiol Actions

Abiraterone acetate is a prodrug of abiraterone, which is a potent, selective, and orally bioavailable inhibitor of CYP17A1 (CYP450c17), an enzyme that catalyzes two key serial reactions (17α hydroxylase and 17,20 lyase) in androgen and estrogen biosynthesis resulting in the formation of DHEA and androstenedione, which may ultimately be metabolized into testosterone. CYP17 is the key enzyme for androgen biosynthesis in both the testes and adrenals, so its inhibition should stop the production of androgens in both places. Abiraterone acetate is used for the treatment of metastatic castration-resistant prostate cancer. Abiraterone acetate possesses significant antitumor activity in post-docetaxel patients with CRPC (castration-resistant prostate cancer). It is highly essential for androgen biosynthesis in the testes, adrenal glands, and prostate tissue.

Chemical Synthesis

The most convenient synthesis for scale-up will be highlighted from two published syntheses. Commercially available androstenolone 1 was acylated with acetic anhydride in the presence of boron trifluoride-diethyl etherate to give a near quantitative yield of acetate 2. The conversion of ketone 2 to vinyl triflate 3 involved careful selection of base to prevent elimination of the acetate group. To this extent, subjection of 2 to triflic anhydride in dichloromethane at ambient temperature followed by slow addition of triethylamine minimized undesired side products and delivered triflate 3 in 60% isolated yield. Subsequent Suzuki coupling with diethylborane 4 under standard conditions ultimately furnished abiraterone acetate (I) in 75% yield.

Abiraterone acetate synthesis

115375-60-5
89878-14-8
154229-18-2
Synthesis of Abiraterone acetate from (3β)-Androsta-5,16-diene-3,17-diol 3-Acetate 17-(Trifluoromethanesulfonate) and DIETHYL(3-PYRIDYL)BORANE

Abiraterone acetate Preparation Products And Raw materials

Raw materials

Preparation Products


Abiraterone acetate Suppliers

Global( 379)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Joyochem Co.,Ltd
+8613290333633 +86-0531-82687558
0531-82687996 sales@joyochem.com;sales@jychem.cc China 28 58
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 20012 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26781 60
Lianyungang happen teng technology co., LTD
15950718863
wang666xt@163.com CHINA 296 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
Shanghai Arbor Chemical Co., Ltd.
021-60451682
021-60451683 act@arborchemical.com CHINA 906 58

View Lastest Price from Abiraterone acetate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-01 Abiraterone Acetate
154229-18-2
US $10.70 / g/Bag 10g 99% 10000kg Hebei Crovell Biotech Co Ltd
2021-11-30 Abiraterone acetate
154229-18-2
US $412.00 / g 100g 99% 100kg Baoji Guokang Bio-Technology Co., Ltd.
2021-11-08 Abiraterone acetate
154229-18-2
US $10.00 / KG 100g 99% 1000MT/Month Wuhan wingroup Pharmaceutical Co., Ltd

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