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Abiraterone acetate

CAS No.
154229-18-2
Chemical Name:
Abiraterone acetate
Synonyms
ZYTIGA;(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-(pyridin-3-yl)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate;17-(3-pyridyl)-5,16-androstadien-3beta-acetate;ABITATERONE ACETATE;Abiraterone Acotate;(3β)-17-(3-pyridinyl) androsta-5,16-dien-3-yl acetate;(3)-17-(3-Pyridinyl)androsta-5,16-dien-3-ol Acetate (Ester);(3beta)-17-(3-pyridinyl)-Androsta-5,16-dien-3-ol acetate (ester);[(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;CS-212
CBNumber:
CB81396153
Molecular Formula:
C26H33NO2
Molecular Weight:
391.55
MDL Number:
MFCD00934213
MOL File:
154229-18-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
Abiraterone acetate ≥98% (HPLC) SML1527 25mg $599
Abiraterone Acetate Pharmaceutical Secondary Standard; Certified Reference Material PHR2410 500MG $620
Abiraterone acetate United States Pharmacopeia (USP) Reference Standard 1000818 200mg $1580
Abiraterone Acetate >98.0%(HPLC)(T) A2891 200mg $223
Abiraterone Acetate >98.0%(HPLC)(T) A2891 1g $662
More product size

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
solubility Chloroform (Slightly), DMSO (Sparingly), Methanol (Sparingly)
pka 5.31±0.12(Predicted)
form powder
color white to beige
InChIKey UVIQSJCZCSLXRZ-UBUQANBQSA-N
SMILES C1[C@@]2(C)C(=CC[C@]3([H])[C@]2([H])CC[C@]2(C)C(C4=CC=CN=C4)=CC[C@@]32[H])C[C@@H](OC(=O)C)C1
NCI Dictionary of Cancer Terms abiraterone acetate; Zytiga
FDA UNII EM5OCB9YJ6
NCI Drug Dictionary abiraterone acetate
Proposition 65 List Abiraterone acetate
UNSPSC Code 12352200
NACRES NA.77

Pharmacokinetic data

Protein binding 99.8%
Excreted unchanged in urine 5%
Volume of distribution 5630 Litres
Biological half-life 15 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H360-H372
Precautionary statements  P201-P202-P260-P264-P270-P308+P313
target organs Endocrine system
WGK Germany  3
RTECS  BV7992100
HS Code  2937290000
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Aquatic Chronic 1
Repr. 1B
STOT RE 2
NFPA 704
0
2 0

Abiraterone acetate price More Price(86)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1527 Abiraterone acetate ≥98% (HPLC) 154229-18-2 25mg $599 2026-04-30 Buy
Sigma-Aldrich PHR2410 Abiraterone Acetate Pharmaceutical Secondary Standard; Certified Reference Material 154229-18-2 500MG $620 2026-04-30 Buy
Sigma-Aldrich 1000818 Abiraterone acetate United States Pharmacopeia (USP) Reference Standard 154229-18-2 200mg $1580 2026-04-30 Buy
TCI Chemical A2891 Abiraterone Acetate >98.0%(HPLC)(T) 154229-18-2 200mg $223 2026-04-30 Buy
TCI Chemical A2891 Abiraterone Acetate >98.0%(HPLC)(T) 154229-18-2 1g $662 2026-04-30 Buy
Product number Packaging Price Buy
SML1527 25mg $599 Buy
PHR2410 500MG $620 Buy
1000818 200mg $1580 Buy
A2891 200mg $223 Buy
A2891 1g $662 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 is a novel steroidal inhibitor of human Cytochrome P450 (17α-Hydroxylase-C17,20-lyase): potential agent for the treatment of prostatic cancer.

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

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.

Clinical Use

Hormone antagonist:
Treatment of metastatic prostate cancer

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.

Synthesis_154229-18-2

target

P450 (e.g. CYP17)

Drug interactions

Potentially hazardous interactions with other drugs
Antibacterials: concentration possibly reduced by rifabutin and rifampicin - avoid.
Antidepressants: concentration possibly reduced by St John’s wort - avoid.
Antiepileptics: concentration possibly reduced by carbamazepine, fosphenytoin, phenobarbital, phenytoin and primidone - avoid.

Metabolism

Abiraterone acetate is hydrolysed to abiraterone, which then undergoes metabolism including sulphation, hydroxylation and oxidation mainly in the liver to form inactive metabolites. About 88% of a dose is excreted in the faeces, of which about 55% is unchanged abiraterone acetate and about 22% is abiraterone; about 5% of a dose is excreted in the urine.

storage

Store at -20°C

108-24-7
154229-19-3
154229-18-2
Synthesis of Abiraterone acetate from Acetic anhydride and Abiraterone
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View Lastest Price from Abiraterone acetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
17-(3-pyridyl)-5,16-androstadien-3beta-acetate pictures 2026-06-08 17-(3-pyridyl)-5,16-androstadien-3beta-acetate
154229-18-2
0.99 RongNa Biotechnology Co.,Ltd
Abiraterone acetate pictures 2026-06-08 Abiraterone acetate
154229-18-2
$1.00 1kg 99 1 Jinan Million Pharmaceutical Co., Ltd
Abiraterone Acetate pictures 2026-06-02 Abiraterone Acetate
154229-18-2
$47.00-77.00 99.80% 10g TargetMol Chemicals Inc.

Abiraterone acetate Spectrum

Abiraterone Acotate Abiraterone Acetate impurity [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate Abiraterone acetate, >=99% Abirteroneacetate ZYTIGA 2-((3S,8R,9S,10R,13S,14S)-10,13-Dimethyl-17-(pyridin-3-yl)-2,3,4,7,8,9,10,11,12,13,14,15-dodec 17-(3-pyridyl)-5,16-androstadien-3beta-acetate (3)-17-(3-Pyridinyl)androsta-5,16-dien-3-ol Acetate (Ester) Abiraterone Acetate CB 7630 Abiraterone acetate 99.5% Abiraterone acetate(CB7630) 3β-acetoxy-17-(3-pyridyl)androsta-5,16-diene (3beta)-17-(3-pyridinyl)-Androsta-5,16-dien-3-ol acetate (ester) 2-((3S,8R,9S,10R,13S,14S)-10,13-diMethyl-17-(pyridin-3-yl)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl)acetate Abiraterone acetate ester Androsta-5,16-dien-3-ol,17-(3-pyridinyl)-, acetate (ester), (3b)- Abiraterone acetate - CB 7630 | JNJ 212082 CS-212 Androsta-5,16-dien-3-ol,17-(3-pyridinyl) 3-Epi-abiraterone Acetate stereoisomer Abiraterone Acetate > 17-(3-pyridyl)-5,16-androstadien-3beta-acetatee 17-(Pyridin-3-yl)androsta-5,16-dien-3β-yl acetate Androsta-5,16-dien-3-ol, 17-(3-pyridinyl)-, acetate (ester), (3β)- Abiraterone Impurity 81 3beta-17-(3-Pyridyl)androsta-5,16-dien-3-ol Acetate Abiraterone acetate ISO 9001:2015 REACH (3aS,3bR,7S,9aR,9bS,11aS)-9a,11a-dimethyl-1-(pyridin-3-yl)-3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl acetate Abiraterone acetate (USFDA) Abiraterone acetate- USP Abiraterone Acetate CAS 154229-18-2 (3β)-17-(3-pyridyl)- androsta-5,16-dien-3-ol-acetate Abiraterone Acetate (Zytiga formerly CB-7598 Abiraterone Acetate D4Q: What is Abiraterone Acetate D4 Q: What is the CAS Number of Abiraterone Acetate D4 Q: What is the storage condition of Abiraterone Acetate D4 Q: What are the applications of Abiraterone Acetate D4 Abiraterone Acetate (1000818) 8-Dihydroxyquinaldic acid Abiteron Acetate Abiraterone WS (3S,8R,9S,10R,13S,14S)-10,13-Dimethyl-17-(3-pyridyl)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl Acetate ABIRATERONE ACTATE Abiraterone Acetate, 10 mM in DMSO Abiretorone Abiraterone acetate - Bio-X ? (3β)-17-(3-pyridinyl) androsta-5,16-dien-3-yl acetate (3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-(pyridin-3-yl)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate ABITATERONE ACETATE 154229-18-2 54229-18-2 C26H32NO2 Inhibitors Inhibitor Final material Anti-cancer & immunity DQM API