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154229-18-2

154229-18-2 structure
154229-18-2 structure
Name abiraterone acetate
Synonyms 17-(3-pyridyl)-5,16-androstadien-3beta-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
Abiraterone acetate (USFDA)
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
Abiraterone Impurity 81
(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
Abiteron Acetate
Abiraterone Acotate
(3aS,3bR,7S,9,9bS,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
(3β)-17-(3-pyridinyl) androsta-5,16-dien-3-yl acetate
(3β)-17-(3-pyridyl)- androsta-5,16-dien-3-ol-acetate
(3)-17-(3-Pyridinyl)androsta-5,16-dien-3-ol Acetate (Ester)
8-Dihydroxyquinaldic acid
Abiraterone Acetate, 10 mM in DMSO
Abiraterone acetate - Bio-X
Abiraterone Acetate
17-(3-pyridyl)-5,16-androstadien-3beta-acetatee
(3β)-17-(3-Pyridinyl)androsta-5,16-dien-3-yl acetate
(3β)-17-(pyridin-3-yl)androsta-5,16-dien-3-yl acetate
ABITATERONE ACETATE
Abiraterone Acetate impurity
(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 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 e the applications of Abiraterone Acetate D4
(3beta)-17-(3-pyridinyl)-Androsta-5,16-dien-3-ol acetate (ester)
Abiraterone acetate ISO 9001：2015 REACH
3-i-abiraterone Acetate stereoisomer
Androsta-5,16-dien-3-ol, 17-(3-pyridinyl)-, acetate (ester), (3β)
Zytiga
Abiraterone Acetate >
3beta-17-(3-Pyridyl)androsta-5,16-dien-3-ol Acetate
Abiraterone Acetate (Zytiga
ABIRATERONE ACTATE
formerly CB-7598
3β-acetoxy-17-(3-pyridyl)androsta-5,16-diene
Abiraterone acetate - CB 7630 | JNJ
Abiraterone WS
Abiraterone acetate
Abiraterone acetate, >=
Androsta-5,16-dien-3-ol,17-(3-pyridinyl)-, acetate (ester), (3b)
Androsta-5,16-dien-3-ol,17-(3-pyridinyl)
ZYTIGA
Abiraterone acetate ester
Abiretorone
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
17-(Pyridin-3-yl)androsta-5,16-dien-3β-yl acetate
Abirteroneacetate
Abiraterone acetate(CB7630)
Abiraterone (acetate)
Description Abiraterone acetate is an oral, potent, selective, and irreversible inhibitor of CYP17.
Related Catalog
Target

CYP17[1]

In Vitro Abiraterone (Abi) acetate is an ester prodrug of the anticancer agent Abiraterone, which shows IC50 values of 15 nM and 2.5 nM for the 17,20-lyase and 17α-hydroxylase (CYP17 is a bifunctional enzyme with both 17α-hydroxylase and 17,20-lyase activity). Abiraterone inhibits human 17,20-lyase and 17α-hydroxylase with IC50 of 27 and 30 nM respectively[1]. Significant inhibition of proliferation of the AR-positive prostate cancer cell lines LNCaP and VCaP with doses of Abiraterone ≥5 μM is confirmed[2]. Abiraterone inhibits recombinant human 3βHSD1 and 3βHSD2 activity with competitive Ki values of 2.1 and 8.8 μM. 10 μM Abiraterone is sufficient to completely block synthesis of 5α-dione and DHT in both cell lines.Treatment with Abiraterone significantly inhibited CRPC progression in the robustly growing subset, effectively putting a ceiling on tumor growth over 4 weeks of treatment (P<0.00001)[3].
In Vivo Abiraterone (Abi) acetate prolongs survival in castration-resistant prostate cancer (CRPC). [3H]-dehydroepiandrosterone (DHEA) depletion and Δ4-androstenedione (AD) accumulation are inhibited by Abiraterone in LNCaP, with an IC50<1 μM. The 0.5 mmol/kg/d Abiraterone treatment dose is previously shown to yield serum concentrations of about 0.5 to 1 μM. Xenograft tumor growth in the control group is widely variable, with some tumors growing slowly and only a subset of tumors exhibiting robust growth[3].
Cell Assay LNCaP and VCaP cells are seeded in 96-well plates and grown in CSS-supplemented phenol red-free or FBS-supplemented media for 7 days. Cells are treated with Abiraterone (5 μM and 10 μM) at 24 and 96 hours after plating and cell viability is determined on day 7 by adding CellTiter Glo and measuring luminescence[2].
Animal Admin Mice[3] Male NOD/SCID mice 6 to 8 weeks of age are surgically orchiectomized and implanted with a 5 mg 90-day sustained release DHEA pellet to mimic CRPC with human adrenal physiology. Two days later, 7×106 LAPC4 cells are injected subcutaneously with Matrigel. Tumor dimensions are measured 2 to 3 times per week, and volume is calculated as length×width×height×0.52. Once tumors reach 300 mm3, mice are randomly assigned to vehicle or Abiraterone treatment groups. Mice in the Abiraterone group are treated with 5 mL/kg intraperitoneal injections of 0.5 mmol/kg/d (0.1 mL 5% benzyl alcohol and 95% safflower oil solution) and control mice with vehicle only, once daily for 5 days per week over a duration of 4 weeks (n=8 mice per treatment). Statistical significance between Abiraterone and vehicle treatment groups is assessed by ANOVA based on a mixed-effect model.
References

[1]. Stein MN, et al. Androgen synthesis inhibitors in the treatment of castration-resistant prostate cancer. Asian J Androl. 2014 May-Jun;16(3):387-400.

[2]. Richards J, et al. Interactions of abiraterone, eplerenone, and prednisolone with wild-type and mutant androgen receptor: a rationale for increasing abiraterone exposure or combining with MDV3100. Cancer Res. 2012 May 1;72(9):2176-82.

[3]. Li R, et al. Abiraterone inhibits 3β-hydroxysteroid dehydrogenase: a rationale for increasing drug exposure in castration-resistant prostate cancer. Clin Cancer Res. 2012 Jul 1;18(13):3571-9.

[4]. Lee GT, et al. Intracrine androgen biosynthesis in renal cell carcinoma. Br J Cancer. 2017 Mar 28;116(7):937-943.
Density 1.1±0.1 g/cm3
Boiling Point 506.7±50.0 °C at 760 mmHg
Melting Point 127-130°C
Molecular Formula C26H33NO2
Molecular Weight 391.546
Flash Point 260.2±30.1 °C
Exact Mass 391.251129
PSA 39.19000
LogP 6.55
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.584
Storage condition -20°C Freezer
Symbol GHS08
GHS08
Signal Word Danger
Hazard Statements H360-H372
Precautionary Statements P201-P260-P280-P308 + P313
Target Organs Endocrine system
Hazard Codes Xi
RIDADR NONH for all modes of transport
RTECS BV7992100
HS Code 2933399090
HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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