154229-18-2
17-(3-pyridyl)-5,16-androstadien-3beta-acetate
CAS: 154229-18-2
Molecular Formula: C26H33NO2
154229-18-2 - Names and Identifiers
| Name | 17-(3-pyridyl)-5,16-androstadien-3beta-acetate |
| Synonyms | ZYTIGA CB 7630 Abirteroneacetate Abiraterone Acetate Abiraterone Acotate Abiraterone Acetate impurity 17-(3-pyridyl)-5,16-androstadien-3beta-acetate (3β)-17-(3-pyridinyl) androsta-5,16-dien-3-yl acetate (3)-17-(3-Pyridinyl)androsta-5,16-dien-3-ol Acetate (Ester) (3beta,8xi,9xi,14xi)-17-(pyridin-3-yl)androsta-5,16-dien-3-yl acetate [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-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 |
| CAS | 154229-18-2 |
| EINECS | 620-314-7 |
| InChI | InChI=1/C26H33NO2/c1-17(28)29-20-10-12-25(2)19(15-20)6-7-21-23-9-8-22(18-5-4-14-27-16-18)26(23,3)13-11-24(21)25/h4-6,8,14,16,20-21,23-24H,7,9-13,15H2,1-3H3/t20-,21?,23?,24?,25-,26+/m0/s1 |
154229-18-2 - Physico-chemical Properties
| Molecular Formula | C26H33NO2 |
| Molar Mass | 391.55 |
| Density | 1.14±0.1 g/cm3(Predicted) |
| Melting Point | 127-130°C |
| Boling Point | 506.7±50.0 °C(Predicted) |
| Flash Point | 260.2°C |
| Solubility | Chloroform (Slightly), DMSO (Sparingly), Methanol (Sparingly) |
| Vapor Presure | 2.17E-10mmHg at 25°C |
| Appearance | powder |
| Color | white to beige |
| pKa | 5.31±0.12(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.583 |
| Physical and Chemical Properties | Abiraterone acetate is a CYP17 inhibitor suitable for use in combination with prednisone for the treatment of patients with metastatic castration-resistant prostate cancer who have received prior docetaxel-containing chemotherapy. |
| In vitro study | Abiraterone showed good complexation with heme iron only in SM1. Abiraterone blocks androgen synthesis by inhibiting CYP17A1. Abiraterone also blocks 3β-hydroxysteroid dehydrogenase (3βHSD), an enzyme that is completely dependent on biologically active androgen synthesis. Abiraterone inhibits the conversion of DHEA to Δabiraterone inhibits C 17,20-lyase with an IC50 of 5.8 nM in rat testis microsomes. Abiraterone significantly inhibited testosterone secretion (− 48%) and in turn increased LH concentrations (192%). Abiraterone inhibits the in vitro proliferation of AR-positive prostate cancer cells and the expression of AR-regulated genes, which may be due to AR antagonism in addition to Steroidogenesis inhibition. |
| In vivo study | abiraterone was administered to rats by intraperitoneal injection, and abiraterone was rapidly deacetylated in vivo. CB7630(Abiraterone Acetate) is a de-Acetate prodrug that suppresses circulating testosterone below detectable levels and significantly reduces the weight of androgen-sensitive organs. Abiraterone was well tolerated with a mean elimination half-life of 27.6 hours. Preclinical studies in mice have shown that abiraterone inhibits CYP17, reduces androgen production, and can lead to weight loss in the prostate, testes, and seminal vesicles. |
154229-18-2 - Risk and Safety
| WGK Germany | 3 |
| RTECS | BV7992100 |
| HS Code | 2937290000 |
154229-18-2 - Reference Information
| Overview | Abiraterone acetate was originally developed by the British Cancer Institute and BTG, and then the global development and listing rights were transferred to the United States Cougar Biopharmaceutical Company (now Qiangsheng Company). Abiraterone acetate was approved for the first time in the United States on April 28, 201. The trade name is Zytiga, oral tablet, 250mg, combined with prednisone for the treatment of castration-resistant prostate cancer (cRPC) in which docetaxel cannot control disease progression. |
| mechanism of action | abiraterone acetate is an orally effective CYP17 inhibitor, which is metabolized into abiraterone in the body to play a role, and the inhibitory activity of 17 α-hydroxylase/C17,20-lyase (CYP17) is 10-30 times that of ketoconazole. Clinical studies have shown that abiraterone acetate can significantly reduce the level of prostate specific antigen (PSA) in patients with prostate cancer, and help to reduce tumors, and the life span of patients with advanced prostate cancer can be extended by several years. Abiraterone acetate is a prodrug of abiraterone and a drug targeting the androgen-receptor signaling pathway. Abiraterone is a highly selective and potent inhibitor of cytochrome oxidase CYP17, and its inhibitory effect is irreversible. It is 10-30 times stronger than the non-selective inhibitor ketoconazole. |
| application | abiraterone acetate is a CYP17 inhibitor, combined with prednisone, which can be used to treat prostate cancer patients who have received docetaxel chemotherapy for metastasis. Abiraterone acetate is a precursor drug that can be converted into abiraterone after entering the body. The latter is an androgen biosynthesis inhibitor, which inhibits the activity of CYP17 enzyme, thereby inhibiting androgen biosynthesis And play a role. |
| biological activity | Abiraterone Acetate (CB7630) is an acetate form of Abiraterone and is a steroid cytochrome CYP17 inhibitor. IC50 in cell-free test is 72 nM. Abiraterone acetateis is an oral inhibitor of androgen androgen biosynthesis. |
| Target | Value |
| CYP17 (Cell-free assay) | 72 nM |
| uses | scientific research reagents are widely used in molecular biology, pharmacology and other scientific research. Abiraterone acetate is converted in vivo to abiraterone, an inhibitor of androgen biosynthesis that inhibits 17 α-hydroxylase/C17,20-lyase (CYP17). This enzyme is expressed and required for androgen biosynthesis in testicular, adrenal, and prostate tumor tissues. |
Last Update：2024-04-09 02:00:07
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Product Name: Abiraterone Acetate Visit Supplier Webpage Request for quotationCAS: 154229-18-2
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple Specifications
Product Name: Abiraterone acetate Visit Supplier Webpage Request for quotationCAS: 154229-18-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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